Grand canal Aerial view in Venice Italy

From Canals to Islands: Venice, Milan, Kos & Rhodes Adventure

Embark on an unforgettable journey through Italy and Greece, where history, culture, and breathtaking landscapes await. Start in Venice with a romantic gondola serenade, a delicious Bakari food tour, and a visit to the colorful islands of Murano and Burano.

Next, explore Milan’s iconic landmarks on a walking tour, including the majestic Duomo, before enjoying leisure time discovering the city’s highlights.

In Kos, uncover ancient wonders on a full-day island tour and relax on its pristine beaches. Finally, experience Rhodes with a medieval walking tour and wine tasting, a sunset sailing trip, and a scenic hike up Profitis Ilias Mountain. A perfect blend of history, adventure, and Mediterranean beauty!

Highlights

Begin your adventure in Venice, where romance and history intertwine. Glide through its canals on a gondola serenade, indulge in local flavors on a Bakari food tour, and explore the artisan islands of Murano and Burano.

Next, Milan welcomes you with a guided walking tour showcasing its grand Duomo and vibrant culture. Enjoy leisure time discovering the city’s rich history and fashionable charm.

In Kos, experience a full-day island tour, uncovering ancient ruins and scenic landscapes before relaxing on its beautiful beaches. Finally, Rhodes invites you to step back in time with a medieval walking tour and wine tasting, a magical sunset sailing experience, and a scenic hike up Profitis Ilias Mountain. This journey blends history, culture, and Mediterranean beauty into an unforgettable escape!

Price from
4000 Euros Per Person
Best for
Friends
Best time to visit
April - October
Adventure level
Medium

Itinerary

Day1
Venice
Welcome to Venice!

Located in a lagoon in the Adriatic Sea, in northern Italy’s Veneto region, Venice is built on 117 small islands, separated by canals and connected by bridges. Venice is one of the most important tourist destinations in the world for its celebrated art and architecture, and together with the lagoon, is a UNESCO World Heritage site. Venice is perhaps best known for its sensational music and arts, whether it be theater performances or melodic serenades in the gondolas, as well as its citizens’ pursuit of pleasure and love.

The historic center of Venice is not accessible to motor vehicles, so you get around Venice by walking. And that’s the beauty of it! Get lost in its maze of small streets and paths, or passageways. Cross the large and small bridges just to see where they will take you. Venture beyond the most touristed areas to discover quiet neighborhoods and observe the Venetians go about their daily lives.

This is Venice, a city that rises out of the water like a fantasy film set.

Day2
Venice
Venice Gondola Serenade

Venice Gondola Serenade – Private

Embarking on a traditional gondola ride along the Grand Canal and its charming minor canals emerges as a quintessential experience in Venice, ranking among the city’s top must-do activities. Setting off from the picturesque Bacino Orseolo, this enchanting journey invites you to witness the historical heart of the city through a fresh lens, meandering past renowned buildings and alongside romantic riverside vistas.

As you leisurely traverse the waterways, your skilled gondoliers elevate the experience with a delightful touch—entertaining you with the soulful melodies of folk music and songs. Their musical interludes add a whimsical charm to the tour, creating a harmonious backdrop that complements the beauty of the surroundings. It’s not merely a gondola ride; it’s a sensory voyage that captures the essence of Venice’s allure, weaving together history, architecture, and the soul-stirring notes of tradition.

Inclusions

  • 30 mins private experience
Day3
Venice
Venice Bakari Food Tour

Venice Bakari Food Tour – Small Group

Embark on a delightful late-afternoon journey through the enchanting Rialto Bridge area, where history and tradition intertwine in the heart of Venice. This leisurely stroll takes you deep into the vibrant culture of the city, with stops at some of its most authentic Venetian Bàcari—cozy wine taverns—to savor delicious local street food and enjoy a glass of wine.

The Rialto Market, once the bustling epicenter of Venetian life, tells the story of a city alive with craftsmen, traders, seafarers, and, occasionally, a few swindlers! In its shadowy alleys and lively wine parlors, Venetian traditions were born. Among them is the beloved custom of the Bàcaro, a word steeped in Venetian dialect that’s hard to translate yet easy to experience.

These charming spots offer a warm welcome at any time of day, serving goblets of fine wine alongside irresistible appetizers known as cichéti. The culinary offerings at Bàcari are a reflection of Venice’s cosmopolitan heritage, featuring a rich variety of flavors influenced by the city’s historic role as a crossroads of cultures. But beyond the food, Bàcari are where you’ll discover the soul of Venice—a unique blend of intimate charm and lively camaraderie that has preserved its essence for centuries.

Come and enjoy this perfect mix of history, flavors, and conviviality—a truly Venetian experience that remains timeless.

Inclusions

  • 1.5-hour small group experience (max 8pax)
  • Services of an English speaking guide
  • Food tasting
  • Wine tasting
Day4
Venice
Venice Islands: Murano & Burano

Venice Islands: Murano & Burano – Private

Embark on an unforgettable journey to explore the enchanting islands of Murano and Burano, two of Venice’s most picturesque gems. This private tour, accompanied by a knowledgeable local guide and a sleek water taxi, offers an intimate look at the timeless beauty and rich traditions of these iconic Venetian islands.

Your adventure begins on Murano, renowned for its centuries-old tradition of glassblowing, a craft that dates back to the 10th century. Here, you’ll step into a working furnace and witness master artisans skillfully blowing and shaping molten glass into exquisite pieces. As you marvel at their artistry, your guide will share fascinating insights into the history and intricate techniques of glassmaking that have made Murano a global symbol of craftsmanship.

Next, you’ll sail to the vibrant island of Burano, a true feast for the senses. Famous for its kaleidoscope of colorful fishermen’s houses, this charming island is steeped in tradition and culture. As you stroll through its narrow, winding alleys, your guide will unveil the stories behind Burano’s vibrant hues and its long-standing reputation for intricate lacework. You’ll even have the chance to meet a local craftswoman, who will demonstrate the delicate stitches involved in creating these exquisite lace masterpieces—a tradition passed down through generations.

This exclusive tour not only immerses you in the artistry and culture of Venice’s most beloved islands but also invites you to experience their timeless charm and authentic way of life.

Inclusions

  • 4-hour private experience
  • Pick-up from a designated meeting point
  • Private services of a licensed guide
  • Watertaxi at disposal
Day5
Milan
Welcome to Milan!

Milan is a city in northern Italy, the capital of Lombardy, and the second-most populous city proper in Italy after Rome. It is the only European city with a GDP greater than its corresponding national capital. Milan served as the capital of the Western Roman Empire, the Duchy of Milan, and the Kingdom of Lombardy–Venetia. Its continuously built-up urban area, which stretches well beyond the boundaries of the administrative metropolitan city, is the fourth largest in the EU. It is considered a leading alpha global city, with strengths in the fields of art, commerce, design, education, entertainment, fashion, finance, healthcare, media, services, research, and tourism.

The city has been recognized as one of the world’s four fashion capitals thanks to several international events and fairs, including Milan Fashion Week and the Milan Furniture Fair, which are currently among the world’s biggest in terms of revenue, visitors, and growth. The city hosts numerous cultural institutions, academies, and universities! Visitors are attracted by Milan’s museums and art galleries that include some of the most important collections in the world, including major works by Leonardo da Vinci.

Day6
Milan
Milan Walking Tour With Duomo

Milan Walking Tour With Duomo – Private

Begin your journey in Milan, a city renowned as a global hub for publishing, fashion, and music, with an unforgettable day of exploration led by your private driver and expert guide. Meet them in the comfort of your hotel lobby and set out to uncover the rich history and vibrant culture of this iconic metropolis.

Your tour begins with a visit to the Cathedral of Milan, the Duomo, an extraordinary example of Gothic architecture that took over five centuries to complete. Marvel at its intricate facade, towering spires, and magnificent statues as your guide shares fascinating insights into its construction and significance.

Next, discover the imposing Sforza Castle, once a formidable stronghold and later transformed into a grand Renaissance residence. Learn about its role in Milan’s history and its enduring legacy as a cultural landmark. Stroll through the elegant Galleria Vittorio Emanuele II, a stunning 19th-century arcade and one of the finest examples of cast-iron architecture. This glamorous space, lined with high-end shops and cafes, epitomizes Milan’s reputation as a fashion capital.

As you wander through the historical center, your guide will illuminate the city’s dynamic past, from its artistic achievements to its status as one of the world’s top fashion and cultural destinations. This tour provides a perfect introduction to Milan, blending its historic grandeur with its modern sophistication.

Inclusions

  • 3-hour private guided tour
  • Pick-up from a designated meeting point
  • Private services of a licensed guide
Day7
Milan
Milan Leisure Time: Exploring the Best of Milan’s Points of Interest

Milan, Italy’s fashion and financial capital, is a city rich in history, art, and modern charm. Begin your visit at the Duomo di Milano, the city’s iconic Gothic cathedral, where you can marvel at its intricate facade and take in panoramic views from the rooftop terraces. Just steps away is the Galleria Vittorio Emanuele II, a grand 19th-century shopping arcade filled with high-end shops, cafés, and stunning architecture. Don’t miss Sforza Castle, a historic fortress that houses several museums, including the Museo d’Arte Antica, and boasts beautiful gardens and courtyards. Take a stroll through Piazza della Scala to visit Teatro alla Scala, Milan’s world-famous opera house, before heading to Brera, Milan’s artistic neighborhood, where you can wander its charming streets and visit the renowned Pinacoteca di Brera art gallery. For modern design lovers, head to the Navigli district, where the city’s historic canals have been transformed into a trendy hub of galleries, bars, and restaurants. Milan’s unique mix of historical landmarks, art, and modern culture makes it a must-visit destination for any traveler.

Day8
Kos
Welcome to Kos!

The endless coasts, turquoise waters, vegetation, abundant water springs, ancient and medieval monuments, as well as impressive Italian buildings, characterize Kos, the third largest island in the Dodecanese complex, located just 4 miles from the Turkish coasts. The name «Kos» is most likely derived from the mythical King Meropas’s daughter, Koos

Hippocrates, the “Father of Medicine” (460-377 B.C. ), was born in Kos, which was already inhabited during the Neolithic Period (5th – 4th millennium B.C). During the 14th century, the Knights of St. John conquered the island, reinforcing existing castles and constructing new fortifications.

Day9
Kos
Kos Island Full Day Tour

Kos Island Full Day Tour – Private

Experience a full day tour that takes you through the highlights of Kos Island, including Kos Town, Asklepieion, charming villages, local products, lunch options, and more! This tour provides a fantastic opportunity to explore the island’s most famous attractions.

The day begins with a drive to Kos Town, where you’ll enjoy a guided walk through the city center. Highlights include the Hippocrates tree, mosques, the ancient Agora market, the Old Town, and free time at Eleftherias Square. Next, you’ll head to Asklepieion for a guided tour of this significant archaeological site.

After that, you will visit the picturesque village of Zia, where you’ll have free time to soak in the breathtaking views and wander through narrow streets lined with shops selling local products and handcrafted goods. Lunch options are available if desired. The tour also introduces you to the island’s olive oil production, including a tasting of local products.

Continuing through the mountain villages on the western side of Kos, there may be a stop at the Pyli Fountain. The journey proceeds over the mountain slopes to the village of Kardamena, where you’ll have a panoramic photo opportunity at the Knights’ Castle. Lunch options are also available in Kamari if desired.

The guided drive will then take you to the eastern side of Kos, with a visit to a thyme honey factory to learn about the production process and sample its products. If time permits on the return journey to your hotel, you may stop at a traditional house and one of the island’s oldest operational windmills in Antimachia village.

*The sequence of the places visited can change depending on pick up time.

Inclusions

  • 8- hour private experience
  • Hotel pick-up and drop-off (vehicle)
  • Private services of a local experienced guide
  • Olive oil factory, windmill and traditional house fees
Day10
Kos
Kos Leisure Time: Exploring the Stunning Beaches of Kos

Kos is famous for its wide variety of beaches, catering to all kinds of travelers. For a lively beach experience, visit Paradise Beach, where golden sands and clear waters make it one of the island’s most popular spots. If you prefer a more peaceful setting, head to Agios Stefanos Beach, where ancient ruins lie just steps from the water, offering a unique combination of history and nature. For those seeking adventure, Mastichari Beach is perfect for windsurfing, while Tigaki Beach offers ideal conditions for swimming and sunbathing. Whether you’re looking for water sports, relaxation, or natural beauty, Kos’ beaches provide an unforgettable experience along the island’s stunning coastline.

Day11
Rhodes
Welcome to Rhodes!

Rhodes has a long and illustrious history; it’s a place where a strong medieval influence coexists with traditional Greek culture. It is also an island of great natural beauty: lovely beaches face mountain pine forests; mountain villages overlook seaside towns; and archaeological sites, medieval monuments, and cosmopolitan resorts arranged in the traditional style all conspire to make this destination difficult to resist, even for the most discerning traveler.

This Mediterranean jewel of an island has a long and tumultuous history, full of unexpected turns and twists of fate.

Day12
Rhodes
Rhodes Medieval Walking Tour & Wine Tasting with Meal

Rhodes Medieval Walking Tour & Wine Tasting with Meal – Private

Embark on a captivating journey through the dual allure of Rhodes with our Wine & Medieval History tour—an exclusive half-day experience blending medieval exploration and exquisite Greek wine tasting.

Delve into the UNESCO World Heritage Site of Rhodes Town, a medieval gem protected by lofty walls and a deep moat. Guided by our passionate expert, traverse winding streets, uncovering the tales of battles faced by the Hospitaller Knights.

The tour culminates at the meticulously restored Palace of the Grand Masters—a 14th-century castle transformed into a museum housing medieval treasures. Stroll along the famed Street of the Knights, Europe’s best-preserved medieval street.

Our final destination awaits at the Inn of Auvergne, a 1507 establishment. Relax in the enchanting back garden, where award-winning local wines are paired with traditional Greek meze. This exclusive tour caters to wine enthusiasts and history buffs, revealing the medieval charm of Rhodes and the rising prominence of modern Greek wines.

Inclusions

  • 4-hour private experience
  • Hotel pick-up within medieval town limits (on foot)
  • Private services of an English speaking guide
  • All tastings and drinks
  • Full meal
  • Entrance fees
Day13
Rhodes
Rhodes Sunset Sailing Trip

Rhodes Sunset Sailing Trip – Semi-Private

Set sail into the evening aboard the Aphrodite Duchess for an unforgettable sunset cruise along Rhodes’ east coast. Leaving from Mandraki Harbour, the exact departure time varies by season to ensure the perfect golden-hour experience. Relax as we glide along the coastline, with free-flowing drinks, soothing music, and a delicious Greek BBQ onboard.

Our journey takes us to the enchanting Kallithea Bay, where we’ll anchor and invite you to dive into the pristine, crystal-clear waters. As you swim, keep an eye out for the playful seal that often makes an appearance in the sea caves nearby—a delightful companion in this magical setting.

As the sun dips below the horizon, casting its final glow across Rhodes, raise a glass to this serene and enchanting moment. This all-inclusive cruise blends beautiful scenery, delicious flavors, and a touch of Greek charm, making it an unforgettable evening on the Aegean Sea.

Inclusions

  • 3-hour semi-private experience
  • Services of an experienced captain
  • Refreshments and fruits
Day14
Rhodes
Rhodes Sunset Hiking Tour Of Profitis Ilias Mountain

Rhodes Sunset Hiking Tour Of Profitis Ilias Mountain – Small Group

Experience one of Rhodes’ most breathtaking adventures on our Amazing Sunset Hike to Profitis Ilias. This popular tour offers everything a nature enthusiast or adventure seeker could hope for: scenic trails, rich history, and awe-inspiring views, all culminating in a spectacular sunset.

Starting in the charming village of Salakos, nestled at the base of Profitis Ilias Mountain, we embark on a gentle, family-friendly hike through shaded paths lined with ilex, pine, and olive trees. Along the way, enjoy stunning panoramas of the Aegean Sea, glimpses of Turkey’s coastline, and nearby islands—views rarely seen by the average visitor.

At the summit, we explore the unique history of this mountain, home to remarkable Italian architecture built in the Alpine style by Italian colonists in the early 20th century. Discover the iconic “Elafos” and “Elafina” hotels, as well as Villa de Vecci, the former residence of the Italian Governor of Rhodes. No visit would be complete without a stop at the Byzantine church of Profitis Elias, from which the mountain gets its name.

After a short snack, we begin our descent, stopping along the way for the highlight of the tour: a magnificent sunset over the island. The colors of the sea, sky, and forest blend into a stunning backdrop as the sun dips below the horizon, creating a once-in-a-lifetime moment for all who join.

As dusk settles, we light our headtorches for a safe and adventurous return to Salakos, bringing this unforgettable journey to a close. With its combination of scenic beauty, fascinating history, and the magic of a Greek island sunset, our Sunset Hike to Profitis Ilias promises an experience that will leave you inspired long after the day ends.

Inclusions

  • 5-hour small group hiking experience (max 20pax)
  • Hotel pick-up and drop-off (vehicle)
  • Services of a hiking tour leader
Day15
Departure
Departure Day

Today, you will have to say goodbye to beautiful Greece. Your driver will pick you up from your hotel and transfer you to the island airport for your domestic flight back to Athens. After arriving at Athens Airport, check in to your international flight and depart Greece.

Today, you will bid farewell to beautiful Greece. However, the places you visited, the people you met, and the exciting experiences you had will always accompany you and have a special place in your heart!

As you reminisce about the fond memories while looking at the photographs you took and the souvenirs you are bringing with you, get ready to share all about your trip with your loved ones back home.

P1200709-HDR

Venice: Ego Boutique Hotel

Ego Boutique Hotel: intimate luxury, Grand Canal views, and contemporary elegance in Venice’s heart, steps from iconic landmarks.

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Milan: NYX Hotel Milan

NYX Hotel Milan: bold design, vibrant atmosphere, and urban style near Milano Centrale—perfect for a trendy, cosmopolitan Milan stay.

luxury-escapes-gold-anniversary

Kos: Grecotel LUXME

Grecotel LUXME Kos: beachfront luxury, chic décor, world-class dining, and authentic Greek hospitality on the stunning island of Kos.

Kokkini porta rossa hotel

Rhodes: Kokkini Porta Rossa

Kókkini Porta Rossa: intimate luxury, historic charm, and bespoke elegance in Rhodes’ medieval Old Town for an unforgettable Greek escape.

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From our travellers

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Great Greek adventure

Six of us just spent two weeks traveling in Greece. We went to Athens, Delphi, Meteora, Hydra, Naxos and Santorini. The trip was very well planned and everything went smoothly. Our guides were very knowledgeable and our drivers were friendly and very skilled. The hotels were all great. Working with ...

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Greece Insiders was very easy. They really listened to what we wanted in a tour and tailored it for our desires. I highly recommend them!

H542GHjuliaf
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Great Honeymoon in Greece

Anthia and Greece Insiders helped plan our honeymoon and arranged an amazing trip to Athens, Mykonos, and Santorini. She was easy to work with and patient as we adjusted our plans because of the pandemic. She made sure that the trip matched exactly what we wanted, beginning with an introductory ...

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phone call when she asked about our interests. She proposed activities tailored to what we described, such as a food tour, wine tasting, and cooking class. We refined the itinerary over time, and Anthia provided great recommendations. Overall, the trip was a perfect balance of activities and opportunities to relax.Anthia picked great accommodations that provided beautiful views, high-end finishes, and proximity to shops, restaurants, and other sites. We loved all our hotels.Anthia demonstrated excellent customer service by providing welcome gifts upon our arrival and checking-in multiple times. She responded quickly to our questions to make sure that we had everything we needed.We had so many enjoyable moments that it is difficult to pick a highlight. We loved the private tour of the Acropolis followed by a walking food tour of Athens. We had a beautiful sunset cruise and a wonderful wine tasting and cooking class in Santorini. The honeymoon suite at the Agali House on Santorini also stood out.Our trip was amazing, and we would not make any significant changes.Written May 30, 2022

Bob
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One of our best travel experiences EVER! Thank you Greece Insiders!

Going to Greece? Want a travel agent? If so, I highly recommend Greece Insiders! I planned a multigenerational family trip to Greece that included young children (7y and 10y), young adults (22/23), and adults in their 30s, 40s, and 50s. Unfortunately, my parents who are in the 70s couldn’t make ...

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the trip due to a last minute health issue but it turns out that’s for the best as they aren’t as mobile as they used to be and many of the areas we went wouldn’t have been navigable for them.Back to the travel agency experience though… I had worked with a couple other travel agents when trying to plan our trip. I like to call my travel style Selective Luxury or Cost Conscious Luxury. Meaning, I want luxury experiences, but money is an object. I don’t want to spend much more than I need to for luxury experiences, but I’m ok spending a bit more to get a luxury experience and to ensure the get the level of service and experience that we expect. That makes it difficult to work with some travel agents. It seems like travel agents fall in two camps: 1) bulk travel agents who basically have a cookie cutter plan that they effectively try to force fit you in for their efficiency, or 2) full service luxury travel agents who do amazing things but don’t want to talk unless you’re willing to effectively give them a blank check. I initially tried Amex Travel, and I had good experience with them on some domestic trips, but in this case I kept finding travel agents that only fell in the two categories above. I needed something in the middle. Then I came across Greece Insiders via KimKim. Chris was our agent. HE WAS AMAZING.He took the time to understand what we’re trying to do, who was going on the trip with us, what types of experiences we were most interested in. He gave me a lot of options to start with so he could start seeing what I was drawn to. There were things that immediately resonated, things that didn’t and stuff in between. But he continuously learned our style and expectations. He was also flexible… Remember those categories of travel agents above? It seems like neither of those two categories are willing to work with you if you want to book any lodging via AirBnB or similar sites. They have their own channels they prefer and those channels typically have minimum stays of a week or more. In our case, our trip was going to be 10 days split between 3 places - Athens, Mykonos, and Santorini. I wanted luxury accommodations, preferably homes with swimming pools, hot tubs, several bedrooms, at least two master bedrooms, several bathrooms, and large gathering spaces where we could eat and hang out. So we had very specific expectations. I was able to find places in all three locations that fit the bill through our favorite short-term rental site. Chris was more than happy to work with that and was able to even work with the owners/managers to help us coordinate chefs and other services that we had come in occasionally on specific days.He pulled together the perfect vacation for us. It had the right amount of activity, relaxation time, exploration, and experiences. I would absolutely recommend Greece Insiders and Chris in particular. FABULOUS!

Wesley S
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Our trip was exactly what we wanted

We worked with Eleni for the past year to plan out a 2 week trip to Naxos, Santorini, and 2 different locations in Crete for our 43rd anniversary. Everything went as planned. All our tours were on time, our hotels were 4 stars and higher. She even met us at ...

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the Athens airport to meet us in person, have a drink, give us our ferry tickets and present us with a gift of Greek goodies for us to enjoy. We highly recommend Eleni. She was thoughtful in her hotel choices, tours, restaurant recommendations and we wouldn’t hesitate to use her again.

jcrdaycare
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A beautiful dream honeymoon

Chris arranged an amazing trip for us! Clearly he knows how to properly vet the tour companies to use as the entire experience was seamless. It was nice to have Chris available to ask questions during our trip.

sabwjz
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First family trip

Eleni was an absolute dream to work with!! We were planning our first trip with our baby and she made it so easy!! We had three weeks and visited chania, Heraklion, Santorini, naxos and Athens. She thought of every little detail and made sure we were able to do all ...

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the activities we wanted. Showing up and knowing that there was nothing we had to think about other than having a good time was such a relief. The tours she booked for us all exceeded our expectations. When planning the trip she was very easy to talk to and stayed within our budget without hesitation.We are so happy with our experience we couldn’t imagine doing another trip without her!

Backpackandbaby
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A once-in-a-lifetime experience in Greece

Alexandros organized for us a fantastic trip. We had a great time in Greece! We were booked in a luxury hotel in the center of Athens where we had the best room with a view of the Acropoilis. We were able to watch the fireworks over the parthenon from our ...

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balcony on New Year's Eve.The private guided tours were all outstanding. Nota gave us a wonderful tour of the Acropolis. She is a huge source of information and explained to us the Roman agora, the Persian wars and the interesting unique structure and history of the parthenon and the other temples on the Acropolis. It would have been impossible to appreciate the site without such a knowledgeable guide.George was an extremely interesting person, a painter, saxophonist, owner of nine cats (!) and an expert on prehistoric Mykenai. He gave very passionate explanations about this amazing place.We very much enjoyed our food tour with Eleni. She is a treasure. I must have gained many pounds sampling lots of dried fruit, raisins, cheese, fine meats, sweets, Greek coffee and wine. The market was a lot of fun to watch and these beautiful food shops were fantastic.Penny was also wonderful and did a great job showing us the intriguing site at Delphi. It was extremely interesting and the scenery was beautiful.!Our driver, Yiannis, who took us on two trips, is a very special person. We very much enjoyed our conversations with him during the long drives and our walk with him through beautiful Nafplio. The company is lucky to have him.All in all, this was a once-in-a-lifetime experience! We highly recommend Greek Insiders!

Anholt
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Best Graduation Gift

My grandson and I had the most amazing tour of Greece. From the representatives to the drivers and tour guides everything was handled beautifully. The hotels were very nice and centrally located. I would highly recommend Greece Insiders to help you organize your perfect trip.

V. S.
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Perfect trip – wouldn’t change a thing!

Fantastic experience working with Alexandros to plan the perfect trip for the 4 of us and then Elena on any day to day needs while on our trip. The responsiveness of Greece Insiders truly stood out from the early planning Alexandros listened to what we liked to do and planned ...

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the perfect trip to Elena’s help with any questions that came up on our trip and her meeting us our first day in Athens to review and answer any questions about our trip, transport between islands, etc. We are so thankful to them for providing a dream trip to Greece!

Kelly P
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A Fabulous Trip to Greece

My friend and I had a wonderful trip to Greece in May 2023. Our trip was planned by Thanos, our local Greek travel specialist using KimKim and was very specific to what we were interested in. We had a private tour of Athens and the Acropolis. Our tour guide, Alexandria, ...

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was knowledgeable, easy to talk to and very accommodating. She took us on a culinary tour of Athens, one of the highlights of our trip, as we got to eat baklava in a local Greek Taverna, watch cheese and other pies being made--then sample them fresh and hot--eating the best Gyro sandwiches in Athens and sample fresh olives, nuts and other products at the fresh market. We enjoyed driving to Mystras to see the UNESCO site (fabulous ruins) and visiting ancient Corinth where the apostle Paul preached. Other highlights of our trip were our visit to Chania on the island of Crete and staying on Santorini for 3 days. Near Chania we had a Greek cooking class at a farmhouse where we made our own dinner and learned to appreciate the multiple uses of olives and olive oil. We stayed in a cozy boutique hotel in Chania and in a hotel on the cliff in Santorini with an amazing view of the sunsets and cruise ships. We have to give a major shoutout to Thanos, our travel specialist. Before we left he worked closely with us to pick the tours, hotels and activities that were the best for us and within our budget--he gave us great suggestions of things to do that we didn't know about. We actually got to meet him in Athens and he checked on us almost daily. We messaged him when we had questions about the itinerary or needed help and he always responded quickly. I highly recommend KimKim and their travel specialists. Their platform that produces the itinerary is easy to use and included ideas for restaurants and what to see in each city we visited.

Kathleen N
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Amazing trip to Greece

I can't thank Thanos enough for an amazing first time trip to Greece! Everything I requested he accommodated with great detail. Not only did he communicate with me regularly when planning the trip but did so everyday while I was in Greece. He also came to meet me in person ...

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which was a pleasant surprise. I visited Athens, Milos and Santorini. All the tours he booked for me were on point and thoroughly enjoyed by everyone in my group. I will use him again when going back to Greece and when I plan my trip to Italy. You can't go wrong using this company!

Julie R
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Trip to Greece

We recently had an 11 day trip to Greece organised by Alexandros and Elena. Our trip was very well prepared and the communication between us was excellent - also having 2 phone conversations prior to committing to our trip. Alexandros suggested an alternate venue which we accepted and are very ...

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happy we did. We had fabulous hotels in perfect locations, private tour guides, private drivers and small group tours organised prior to leaving home and it all worked perfectly and gave us an amazing experience. TravelLocal made our planning very easy and our holiday wonderful. Thannkyou Al;exandros and Elena and we would highly recommend anyone traveling to Greece to access your services.

Peter S
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Fabulous Time in Athens

Alexandros and Elena provided excellent service. We had two Zoom meetings during the planning of the trip to clarify our needs. Communication was great. They booked us in to a fabulous hotel in a great location and with great service, the Perianth Hotel. Our guide was very knowledgeable and we ...

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really learned a lot during our short stay.

Karen K
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Thank you for adventures in Italy!

This was my first trip to Rome, Florence, and Venice, and it was incredible! Definitely more crowded than I expected, but the tours themselves were extremely well-run, and I learned a lot from the various guides. I was looking for a balance of planned excursions and free time, and Chris ...

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fully delivered on that. The tour of Tuscany was a highlight, as was the Roman Forum. It was amazing to be so immersed in history, and I can't wait to go back!

Bethany S
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Great experience for our first trip to Greece

Great service and planning for our amazing first trip to Greece! Alexandros took the time to arrange calls with us to get to know us personally, what we liked as a family, gave various options but also his professional recommendations to help us plan our itinerary. We have 2 young children, ...

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and he made sure to take this in account with our plans, even sharing child-friendly tips. Anthia then took over with the execution - such a lovely lady, she took the time to walk us through the itinerary and logistics over a call, patiently answered all our questions, and was available throughout our trip on WhatsApp in case we had any questions or needed any help. All in all, we thoroughly enjoyed our trip, which was tailor-made to our requirements, and all logistics went smoothly no doubt to their attention to detail!

Chunhua O
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Excellent help planning our trip

We worked with a fabulous individual named Chris who helped us come up with an itinerary for our family to visit Athens and Crete, found all the people to make it happen, and then helped us navigate things when we were in country. We've always planned our trips ourselves, but ...

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I was having a hard time getting everything just right, so it was so helpful to have someone local who knew what we needed to do beyond going to the Acropolis, how to space out our travel destinations os our young kids didn't get too tired, and which were the best beaches in the areas we knew we wanted to go to. I highly recommend this experience and will definitely be looking for similar help on future trips.

Heidi C
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The best personalized travel team I have ever used

Alexandros and the team were fantastic! They provided personalized service to understand who we were and what we wanted to do while in Greece. They then made all the arrangements, hotels, transfers, tours, travel, and recommendations for self-guided tours. They checked in with us during the trip to ensure we ...

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were happy. They even were proactive when the heat would close tours early, ensuring we were in early and with few issues. All of this was done within our budget! I would recommend them to anyone!

GeorgeG
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Great Experience

Our trip was planned very meticulously by Anthia and Alexandros! We visited Athens, Mykonos and Santorini. Anthia was very efficient, prompt, accommodating and accessible! The trip worked flawlessly and we enjoyed every bit of it! All the pickups were very much on time and the tour guides were extremely knowledgeable ...

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and friendly. The hotels were all top notch. All the vehicles were high end premium vans. Anthia helped us with dinner reservations and recommendations also. She was constantly in contact with us and accommodated many last minute requests too. I would not hesitate to refer Greek Insiders to my friends and family!

roopa p
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One of the best vacations we have ever taken!

Elena was incredible. Very detailed oriented and truly cared about us and our experience. Every aspect of the trip was fantastic. The properties were incredible and all of our guides and drivers were first class. I would highly recommend Elena and Greece Insiders for any travel needs to the country ...

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and any of the islands. Thank you for a fantastic trip!

Kara S
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Packing in Peloponnese and Athens

I had a very positive experience in planning and enjoying this trip. 1. Planning- Elena always got back to me within 24 hours with specific responses to my questions and concerns. She made recommendations for places and experiences that wouldn't have be on my radar. I welcomed the face-to-face final ...

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communication before we left to iron out any details and make me feel more confident that this was the real deal so to speak. The trip itself- Every local guide was on time and exactly where they said they were going to be. At no time was there any confusion or deviation from what was communicated in the itinerary. The guides were friendly and informative. "Hog," our driver was fabulous and so much more than just an excellent and safe driver. He was intelligent, interesting, and genuine and added so much to our experience about understanding modern Greece, and had great recommendations for local restaurants.. The hotels and breakfasts were great and a few times we got treated with upgrades. The planning of the itinerary was very thoughtful. At first glance, I thought that touring some of the sites so late in the afternoon seemed odd, but clearly it allowed for us to take our time getting from place to place as well as beat the heat. We were well taken care from beginning to end, which allowed us to pack in so many sites, so much learning and fun without getting overwhelmed.

Megan I
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A Trip of a Lifetime!

My wife and I wanted to see Greece from a Cultural point of view, but also to experience the people and everyday Greek life. We didn't want to have to set up the whole trip ourselves, as we were busy and tired after a tough year. My wife stumbled upon ...

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Greece Insiders online. We told Elena what we wanted and within a couple of days, she'd put together a pretty much perfect trip. With a few small adjustments...it WAS the perfect trip! We had to do nothing but turn up! A wonderful driver, the best guides we could ask for, and nice hotels, made for the trip of a lifetime. One of the most important things for me, was the fact that Elena and Lydia made themselves available to troubleshoot any issues, at any time. The comfort of knowing that anything that might go wrong would be handled for us...was priceless! Thanks to Elena and Lydia, for a fantastic experience!!

David S
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10 Days in Greece

We planned a trip with our 2 adult kids & spouses through Greek Insiders & were thrilled with the results. Our trip specialist, Chris, helped us plan a perfect itinerary - small boutique hotels, spectacular views, historical tours, a winery tour…. everything we asked for and more! Every detail was ...

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planned - from airport transports, flights to/from Santorini, rental car, tour guides, etc. We loved the fact that this trip was tailored to our personal interests. It was so easy to plan as Chris communicated with us directly. Anytime we had a question, we got a quick reply. We especially enjoyed driving through the Peloponnese Region - the scenery was gorgeous along the coast, and the pace was much more relaxed than Athens. We stayed in 3 different towns and 3 very different hotels, but all were superb! We had never planned a trip quite like this, but Greek Insiders and Chris made it easy and manageable. The trip itinerary was so detailed - it was like having our own personal tour guide with us.

DEB M
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Three Weeks in Greece

So many spectacular sites and seemingly so little time. Our local agent, Alexandros, through TravelLocal really got us to the best sites and with great guides. All logistics were flawless (how often can you say that). The Hania area in Crete and Delphi were true standouts.

Dennis T
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Great Trip Planning with a Personal Touch

What an amazing 2 week trip to Greece! We worked with Elena to plan an itinerary that included many historical sites and cultural activities that Greece is known for. We were not disappointed. The hotels were top notch and in great locations for exploring the area. We especially liked Nafplio, ...

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which is a charming town with great access to Mycenae and Epidaurus. Delphi is an amazing area and Thessaloniki offered some of our best meals of the trip. Our driver was so professional and personable and made sure we had great snacks! We were very impressed by the guides at the archaelogical sites and I highly recommend using a guide to get the most out of your visit. Thanks to Elena and the many other people we met for making us feel welcome and helping us enjoy their amazing country.

Compass36841113294
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Fantastic Greece Trip

Elena from Greece Insiders arranged a 16 day trip for my wife and I. We spent time in Athens, Naxos, Milos and Santorini. Elena booked hotels, arranged transportation, and booked guides/tours. She even had drivers arranged for transportation to and from airports and ferries. All of the guides were for ...

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just us and were fantastic—food tour in Athens, Acropolis, Mt Zas hike and small villages tours on Naxos, etc. Hotels and all transportation were great. We felt very taken care of and the tours gave us a lot of history and context for what we saw, as well as a chance to meet and interact with locals.

Richard G
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Greece – 2023

We enjoyed our trip. The drivers and guides were excellent. The drives were very friendly and helpful. The guides new their Greek history and was able to explain it in a fashion for us to understand. The only thing that I would change is when I am planning my trip, ...

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I would not do multiple days together of guided tours. There were times by the end of the 2nd day I was not able to absorb the information they were talking about. We loved loved our days in Zagori, the place we stayed was excellent (our favorite) and the gorge and bridges were beautiful. I would highly recommend this to anyone that is going to Greece. The water in Zakynthos was so blue and clear, it was magnificent, and would highly recommend this island to anyone.

Terri M
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Following the Steps of Apostle Paul in Greece, plus additional scenic locations

The scenery in Greece was spectacular! We traveled to Thessaloniki, Zagori (favorite), Meteora, Delphi, Athens, and Zakynthos. All of our local guides were very knowledgeable about the ruins, Greek history and mythology, and took us to many notable museums. However, I am not a history buff, so all the facts, ...

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dates, exhibits overwhelmed me. The trip was very well planned for getting around the country and seeing the sights, except on Zakynthos and in Rafina.We took lots of pictures to remember our trip by and share with others.

Meander32172012307
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We drove across Greece from Philippi to Corinth spending time in Thessaloniki, Kalabaka, Meteora, Delphi, and Athens

I highly recommend this company for your travel to Greece.Elena our trip planner advisor was very responsive to all our requests. She booked every tour, every hotel, and all we had to do was show up. She was easy to reach with questions while we were in Greece.We had a ...

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private driver, Andres, for almost a week, our guides, 4 in all, were extremely knowledgeable and helpful. Honestly, our guides may have been the best guides in all of Greece. They treated us so well! Making sure we had everything we needed and took us everywhere we went. So much better than a group tour.Our trip was tailor-made for us, just the way we wanted to see Greece. First class!

Sherri R
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24 hr.Superb Service & Communication 

Superb - that was our experience with Chris and his Italy team.  Upon first reaching out to KimKim we were immediately connected to Chris. He understood our hopes and preferences and compiled extraordinary hotel accommodations in four cities. He set up the right-fit tour guides and transportation for us.  Chris ...

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and his colleague, Maria Grazia, supplied daily detailed information with names and connections.  Midway through our two week Italy stay, we switched plans when Chris and Maria Grazia fully understood and reacted quickly to make other plans for us. Chris suggested an online meeting before we left our Boston home to review our specialized itinerary  which proved extremely worthwhile and allowed us to make a face-to-face connection.  Thanks to the Whatsapp application we had both Chris and Maria Graze in our pockets 24 hrs. per day.  We did have some off-hours communication that both Chris and Maria Graze accepted helpfully and graciously - they both possess a great sense of humor.  We could not more strongly recommend working with Chris and his hand-picked team.

Victoria J
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Two weeks in Greece

The historic sites throughout, Greece are fascinating, an easy to access. The local food and market was incredibly delicious. Consider traveling for two weeks or longer to the islands and to the Peloponnese. Also, a private tour/driver is most convenient and improves your ability to enjoy Your adventure. Greece Insiders is a superb travel ...

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planner. They are very responsive, attentive, and made attention to detail a priority.

I9488GVjorgea
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Our Greece Honeymoon!

Our experience was absolutely wonderful ! Being that we both have never heard of the company ,we were a bit hesitant since we were planning our honeymoon and we wanted everything to be perfect! That fear and hesitation was quickly squashed the moment we were able to speak to our ...

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travel guides, first we had Elena who initiated our itinerary and hit the nail on the head, gave us exactly the type of trip that we wanted and was looking for especially for our honeymoon! Then we had Lydia who finished off the tail end of our planning before getting to Greece and she was incredibly communicative and responsive to when we had questions and helped us get all of our things together prior to going on our trip! From the moment we arrived in Greece, everyone whom we had come in contact with was so incredibly nice and fun it felt like we were hanging out with friends! When meeting with each of our tour guides , even Lydia our travel guide one night, Being in a new place it was so refreshing to have amazing conversations about the culture and just being in the company of good genuine people. Lydia would check in with us through out our trip to make sure we were okey and it was incredibly comforting. We kept saying to ourselves each day it can't get better and somehow they both topped it off when we had different types of food tours ,Wine Tours and the sheer beauty of each archaeological site was just amazing. We never felt rushed in any way being that it was our honeymoon we wanted to remain active but also have some down time and their itinery gave us a lot of time to explore on our own, places that we wanted check out. We did all of the mainland and we had the same driver each day we traveled which was like one big road trip with a great friend! There was even one day we were supposed to do a hike, the weather ended up being crappy and our driver yannis was on the case in no time he made some calls and we were able to still do something with the day and make it so much fun even though we didn't get to initially do what was planned! That being said I cannot recommend them enough! From the moment we got to Greece, till the moment we left , everybody was so incredibly nice our experience was phenomenal and we cannot wait to use them again to go back!

Resort32030641017
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Honeymoon

Greece Insiders put together the perfect honeymoon for us! They were recommended from a friend that used them in the past and did not disappoint. The planning process was very easy and smooth. Lydia made our itinerary and we had a video meeting to discuss our thoughts. We asked to ...

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change a few things and she adjusted quickly and all was set to go! When we arrived Lydia met us at our hotel and we had coffee together and she was letting us know if we had any questions, concerns or issues she would be there to help. Everything was great, including smooth transitions between islands. We couldn’t have asked for a better experience and would highly recommend them to anyone!

Haley T
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A Perfect Greece Experience

We (three adults) worked with Alexandros to plan our 11 day trip to Greece. He listened to our interests and helped us to design a perfect trip that immersed us in the history and culture, while allowing for some downtime to relax. Every tour was fabulous. All hotels that they ...

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arranged for our stay were excellent We would not change one thing that we did. Any questions we had during our time in Greece were immediately answered by a representative from Greek Insiders via text. We also received text reminders for flights and other logistics which we found reassuring and helpful. Normally when we travel we plan most of our trip on our own, but with needing to arrange transportation to different islands, we felt getting assistance was a good idea. If traveling to Greece I highly recommend reaching out to Greece Insiders to assist with your planning.

VivJK
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Absolutely the best way to do your next Greece trip!

I highly recommend Greece Insiders. This was my first trip using a company like this and I have to say - I wish there was a Greece insiders for every country! We worked with Lydia and she was really really fantastic! She responded quickly to every request and she tailored ...

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an Athens trip for me and my wife with some of the best hotels and best tour guides. I cannot wait to book my next trip and look forward to working with Lydia and Greece insiders again!

Navin C
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One of the best trips we’ve had in Europe!

We finally had our dream trip to Greece! It was so unforgettable and better than we ever expected! Athens has become one of my top 3 favorite cities in the world. The history, the culture, the food, everything there is just amazing.Greece Insiders has designed a perfect trip for us. ...

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Our entire itinerary is so well planned. From food tour to day trips to days for ourselves, we experience something new and exciting every single day.Our Destination Expert Elena is such a great guide. She has been so approachable and helpful since we inquired about traveling to Greece. Her warmth and friendliness have made us feel free of any worries from booking the trip through our stay in Athens. A big thank you to Elena's wonderful professionalism!Highly recommend Greece and Greece Insiders!

Judy Z
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Elena Kymiri planned the perfect 15 day trip – Crete, Santorini and Athens area.

Elena Kymiri helped plan our trip in March 2023, we started and finalized in September. In February 2024 we had a video conference going over the plans. I asked several questions about places we could visit when we were on our own time. Elena made decision where to go and ...

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how to travel easy. She includes local restaurants which we reviewed along with the hotel suggestions. In some cases, the tours, wineries, etc included a lunch, around 2-3 pm and at night we weren't very hungery and may buy a snack at the local mini market. We had both some small group tours - maximum 8 but we only had maybe 5 on it including our self, some it was just us 2, we also had private tours, Athens, Delphi, Chanai. Some of the Tour companies were Luxury Tours, GS-ES tours, and driver in Athens was TBS , ask for Yani with them- great driver and very personable - we met the tour guides either at the site or they may ride with us in Athens. The tour guides were very good and we had fun teasing and learning from them. All the hotels which she booked were within walking distance of many sites or transportation was easily gotten, we used buses as well as hotel drivers. Elena is worth the cost of the travel. Since we were flying in, we elected to fly via Athens to Crete so that we wouldn't be go back and forth to airport to go from Athens to Crete or Crete to Athens to Santorini and then back to Athens to fly out. The cost to fly from Athens to Crete via Sky wasn't much and we arrived in Crete about 5:30 pm. We had no complaints about the Hotels, they were clean, very helpful staff and great locations.

Jo_and_Tom
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Fantastic Trip

Our advisor was Julia and she was amazing. We went for our birthdays and Julie set up a perfect 18 day trip for us. We would definitely use this company again. 

Manya C

FAQs

What are the best islands to visit in Greece?

Greece is renowned for its stunning islands, each offering a unique blend of history, culture, and natural beauty. Here are some of the best islands to visit:

  1. Santorini: Famous for its picturesque whitewashed buildings, stunning
    sunsets, and volcanic landscapes, Santorini is a must-visit destination.
  2. Mykonos: Known for its vibrant nightlife, beautiful beaches, and charming
    Cycladic architecture, Mykonos attracts visitors from around the world.
  3. Crete: The largest Greek island, Crete boasts a rich history, diverse
    landscapes, and archaeological sites such as the Palace of Knossos.
  4. Naxos: Offering a more laid-back atmosphere, Naxos boasts beautiful
    beaches, charming villages, and ancient ruins like the Portara.
  5. Paros: Known for its traditional villages, beautiful beaches, and windsurfing
    spots, Paros is a favorite among travelers seeking a mix of relaxation and
    adventure.
  6. Milos: Famous for its unique lunar landscapes, stunning beaches, an
    colorful fishing villages, Milos is a hidden gem in the Cyclades.
Best places to visit in Greece

Greece offers an array of stunning destinations rich in history, culture, and natural beauty. Athens, the capital city, is a must-visit for its ancient landmarks like the Acropolis and vibrant neighborhoods such as Pagrati and Exarchia. Santorini, famous for its breathtaking sunsets and unique volcanic beaches, is ideal for a romantic getaway. Mykonos is renowned for its lively party scene and beautiful beaches. Crete, Greece’s largest island, boasts diverse attractions from historical sites to scenic gorges and water parks. For serene landscapes and cultural heritage, Meteora’s monasteries and Delphi’s archaeological sites are unparalleled. Thessaloniki offers a mix of historic landmarks and gastronomic delights. Each destination in Greece promises a unique and memorable experience.

Which are the best Greek islands to honeymoon?

For a honeymoon in Greece, several islands stand out for their romantic and unique offerings:

  1. Santorini: Known for its stunning caldera views, cozy suites, and private spots, it’s perfect for a romantic escape, especially during quieter months.
  2. Mykonos: Famous for its lively atmosphere, glam beaches, and luxury experiences, it’s ideal for couples seeking both excitement and romance.
  3. Zakynthos: Features beautiful beaches like Navagio (Shipwreck Beach) and romantic sunsets, combining adventure with breathtaking scenery.
  4. Crete: Offers a mix of beautiful beaches, historical sites, and charming villages, making it a versatile destination for honeymooners.
  5. Corfu: Known for its picturesque Old Town, beautiful beaches, and vibrant nightlife, it’s perfect for couples seeking a blend of romance and fun.

These islands offer a mix of relaxation, adventure, and unique cultural experiences, ensuring an unforgettable honeymoon.

Talk to an expert

Eleni-300x300
Eleni
Travel Specialist

My name is Eleni, a social bee and art enthusiast buzzing in the hospitality sector for 15 vibrant years. As a passionate traveler, crafting unforgettable journeys through the enchanting lands of Greece, Italy, and Turkey is not just my job; it’s my joy. Picture sipping espresso in Rome’s bustling piazzas, diving into the azure waters of Santorini, or unraveling the mysteries of Istanbul’s ancient bazaars. With every itinerary I design, I weave together culture, history, and pure adventure, ensuring your trip is a masterpiece of discovery. Let’s turn your wanderlust into wander-must! Welcome to a world where every moment is an opportunity for adventure and every destination a canvas for your dreams.

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