Italy and Greece Itinerary: 14 Days of Adventure

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Join us on a great 14-day trip to the lovely countries of Italy and Greece. Our fun plan combines the famous sites of Italy with the beautiful islands and old ruins of Greece. You will see the lively streets of Rome and chill on the sunny beaches of Mykonos. Italy and Greece itinerary 14 days ensures this European adventure gives you a deep feel for history, culture, and beautiful views.

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A stunning evening view of Santorini, Greece, with white-washed buildings illuminated by warm lights against the blue twilight sky and sea.

Planning Your Italy and Greece Itinerary 14 Days

Planning a 14-day trip to Italy and Greece takes careful thinking. You will want to visit famous places like the Trevi Fountain in Rome and the Acropolis in Athens. Enjoy the beautiful nature of the Amalfi Coast while also experiencing the lively local culture. Italy and Greece itinerary 14 days ensures that with private transfers and plenty of time, you can check out the ancient ruins of Pompeii and stroll through the pretty streets of Mykonos or the historic center of Florence. Consider adding day trips to the Palace of Knossos in Crete and a boat tour around the Greek islands. This will help you have a good plan for your trip.

Best Time to Visit Italy and Greece

When you plan your 14-day trip, you want to know the best time to visit Italy and Greece. Try to go during the shoulder seasons. This time offers nice weather and fewer crowds. Early June is a good choice. You can enjoy warm sunshine and flowers blooming, with a nice number of people around. In September, the heat from summer begins to lessen. This makes it easier to visit historical sites. October also has nice weather, which is great for exploring. But, you should know that some islands might have fewer ferry choices during this time. Thinking about these months can improve your trip to Italy and Greece.

Want a stress-free vacation? Check out our tailored Greece & Italy travel packages to plan your trip at the perfect time!

How Many Days to Spend in Italy and Greece

For a balanced 14-day trip, spend 7 days in Italy and 7 days in Greece. This way, you will enjoy a great experience. When you get to Rome, take your first day to relax and feel the city’s vibe. On the next day, go see the famous Colosseum, and after that, visit Vatican City. With three nights in Rome, you will have enough time to find secret spots and taste local dishes. You can maintain this easy pace in other cities as well. This will allow you plenty of time to enjoy each place’s unique vibe.

Are you dreaming of a Greece itinerary that mixes ancient history, beautiful Greek islands, and lively culture? This easy 2 Weeks in Greece guide will help you plan an amazing two weeks in Greece.

Planning a 10-day itinerary to Greece? You’re going to enjoy this article!

From Which Country to Start your Trip

Starting your trip in Rome is easier, even though both Rome and Athens are key spots for international flights. You can start by looking into the interesting history of Italy. Then, you can gradually go to the lovely Greek Islands. Rome’s Fiumicino Airport (FCO) has excellent links with international flights. This makes it a great place to land. When you arrive, you can book a flight within Italy or take a train to other cities. Then, you can head to Greece.

Traveling Between Italy and Greece

To travel between Italy and Greece easily, think about different options like flights, ferries, or trains. International flights are great for long distances, with big airports in places like Rome and Athens. Greek Ferries are perfect for visiting islands, giving you a lovely ride across the Aegean Sea. Trains provide a special experience, mainly when traveling within Italy. You can also set up private transfers for a more personal feel. Plan your trip carefully to make the most of your travel time and enjoy the time between these two beautiful countries. Each country has its own energy and attractions.

Getting Around Italy and Greece

Traveling in Italy and Greece offers you many options. In large cities like Rome and Athens, you can easily find taxis. They also have metro systems that make travel cheap and simple. Walking tours help you see the historic areas and traditional neighborhoods closely. If you want to enjoy the beauty of the Amalfi Coast in Italy or the Greek Islands, boat tours are a great way to take in stunning views and get to hidden beaches. If you want something simple or a more in-depth experience, check out the various transport options.

In this guide, we’ll cover everything from licensing requirements to navigating toll roads, driving etiquette, and even tips for parking on the Greek islands. So find out how to Drive in Greece.

Italy and Greece Trip Cost

A trip to Italy and Greece can work with different budgets. You can pick where to stay, from low-cost hostels to nice hotels. This way, you can manage your spending. To save money on day trips, using public transport is a good idea instead of private tours. It’s also wise to book your hotels and transport ahead of time. This is especially important during busy times when prices go up. If you plan carefully, you can have an amazing 14-day trip while staying on a budget.

This budget guide will help you enjoy your time in Greece without spending a lot. Just remember to get travel insurance for a worry-free adventure!

The Trevi Fountain in Rome, Italy, with its grand architecture, cascading water, and intricate sculptures, surrounded by historic buildings.

Exploring Italy: The First 7 Days

Begin your Italian adventure in Rome, the Eternal City. Discover its old wonders, vibrant culture, and delicious food. From the well-known Colosseum to the lovely Trevi Fountain, Rome is full of historic places that will impress you. Next, go to Florence, the place of the Renaissance. Here, you can see amazing works by Michelangelo and Leonardo da Vinci. Then, end your trip in Venice. Enjoy a nice ride through its lovely canals and learn about its great art history.

Rome: 3 Nights

Begin your Roman holiday by visiting the stunning Colosseum. Picture the gladiator battles that happened in ancient Rome. When you go to the, throw a coin in. This custom helps you return to this lovely city. Next, go to the Roman Forum. This is the center of ancient Rome. Think of its busy past as you walk among the ruins. The Pantheon has a big dome and shows Roman building talent. Don’t forget to enjoy the tasty Italian food. You can have classic pasta dishes and yummy gelato.

Florence: 2 Nights

Florence, the heart of Tuscany, pulls you in with its artistic vibe. Stroll down the Ponte Vecchio, where you will find beautiful shops, and enjoy its unique design. At the famous Duomo, admire its large size and detailed exterior. In Piazza della Signoria, enjoy the amazing sculptures and the vibrant atmosphere of the city. Check out the Uffizi Gallery. You can see amazing works from artists like Botticelli and Michelangelo.

Venice: 2 Nights

Venice is the city of canals. It is a place that offers a romantic and memorable experience. You can float along the beautiful waterways in a gondola. The gondoliers will sing to you as you pass under lovely bridges. You should go to the Doge’s Palace and St. Mark’s Square. There, you can enjoy the history and beautiful buildings of Venice. The city has a unique beauty with its small canals and lovely bridges. Even though the Sistine Chapel is in Rome, not in Venice, you can still find amazing art here. Venice has many art galleries and churches that show great works by artists like Titian and Tintoretto.

A scenic aerial view of a Mykonos beach with crystal-clear turquoise waters, luxury yachts, and sunbeds lining the sandy shore.

Discover Greece: Days 8-14

You can go from the lovely canals of Venice to the wonderful sights and pretty islands of Greece. First, you should visit Athens, which is the center of Western culture. Here, you can see the Acropolis and learn about fascinating myths. Next, enjoy the lovely islands of Mykonos and Santorini. Each island has its own unique beauty. With blue water, white buildings, and old ruins, Greece gives a wonderful ending to your Mediterranean trip.

Athens: 2 Nights

Athens, the historic heart of Greece, invites you to find its old secrets. Climb up to the Acropolis and see the famous Parthenon along with its amazing views of the city. Look at the old Agora. It was a busy market and the center of Athenian democracy. You can also enjoy the beautiful streets of Plaka. They are full of traditional tavernas and shops for souvenirs. From Athens, you can easily take day trips to nearby islands or historic sites. This makes it a great place to begin your adventure in mainland Greece and even further.

Mykonos: 2 Nights

Mykonos is known for its lively nightlife and stunning beaches. It is a wonderful spot to visit during your trip to the Greek islands. You can enjoy the sun at the beautiful Mykonian beaches such as Paradise or Super Paradise beach during the day. The vibe there is fun and exciting. You should also check out the island’s famous windmills and the lovely Little Venice. In Little Venice, you can see pretty white houses that face the Aegean Sea. When the sun sets, Mykonos becomes more alive. You can enjoy delicious seafood meals by the water. After that, you can have fun dancing and watching shows at one of the many bars and clubs on the island.

Santorini: 3 Nights

Santorini is famous for its beautiful sunsets. This makes it a great place for romance. You can watch the sky fill with bright colors as the sun goes down in Oia. It’s a sight you will not forget. You can check out the island’s volcano by visiting the hot springs. You can enjoy the warm healing waters. Walk around the beautiful villages of Fira and Imerovigli. You will see homes painted white and churches with blue domes there. Don’t forget to taste the island’s unique food, influenced by its volcanic ground. You can enjoy local wines while looking at the lovely Aegean Sea.

Want the perfect Santorini honeymoon? Let’s chat about when to go, where to stay, and what to do in Santorini.

The Leaning Tower of Pisa and the adjacent cathedral in Pisa, Italy, set against a colorful sunset sky with tourists gathered around_Italy and Greece 14 Days of Adventure

Experiences and Activities in Italy and Greece

Make your trip to Italy and Greece even better with great experiences. In Italy, you can take a private tour of the Colosseum, Roman ruins, and Palatine Hill. This way, you will feel the history all around you. You can also enjoy a private food and wine pairing event in Rome to discover the art of Italian food. Italy and Greece itinerary 14 days allows you to visit the Acropolis and its museum on a private tour in Greece. You will learn about ancient myths and view beautiful buildings. From Mykonos, take a private boat trip to the historical site of Delos. In Santorini, you can have a private wine tasting or enjoy a fancy catamaran cruise on the Aegean Sea.

Private Tour of the Colosseum, Roman Ruins, and Palatine Hill in Rome

Step back in time with a private tour of the Colosseum. It is the biggest theater ever made. Picture the fights and shows from ancient Rome. A skilled guide will show you the history, design, and value of the Colosseum. Then, you will visit the Roman Forum. This was the heart of politics, religion, and social life in old Rome. You can stroll among the ancient temples, basilicas, and government buildings. This shows you a glimpse into the daily lives of the Romans long ago. Climb up Palatine Hill. It is one of the seven hills in Rome. From there, you can see wonderful views of the city and what is left of the Roman Forum.

Private Food and Wine Pairing in Rome

Experience the flavors of Rome with a private food and wine pairing. Enjoy the rich tastes of Italian food, including classic pasta and special local meals. An expert will assist you in picking wines from Italy. Each wine will pair nicely with your food. You will also discover the history and how each wine is created. This knowledge will help you enjoy Italian wine even more. Enjoy this special meal. You will learn about the foods, traditions, and care that make Italian flavors taste so good.

Private tour of Pisa and Lucca in Florence

Take a fun day trip from Florence to visit the lovely cities of Pisa and Lucca. In Pisa, you can see the famous Leaning Tower and learn about its interesting history and special design. Visit the Piazza dei Miracoli. Here, you will see amazing places like the Pisa Cathedral and Baptistery. After that, go to Lucca, a beautiful walled city, to enjoy its uniqueness up close. Take a walk in its old center. You can enjoy the nice buildings, pretty squares, and local shops.

Romantic Gondola Experience in Venice

A visit to Venice isn’t complete without a nice gondola ride in the lovely canals. You will glide through the narrow waterways. You will pass under beautiful bridges and alongside stunning buildings. Your gondolier will guide you through the calm canals. He will share stories about Venice’s history and culture. As you go, enjoy the city’s unique style and enchanting feel. A gondola ride in Venice is something you should try if you want to celebrate a special day or enjoy a romantic time.

Planning a honeymoon to Italy and Greece? Our guide will help you plan your romantic trip.

Private Tour of the Acropolis and Acropolis Museum

Go on an exciting trip to ancient Greece. You can explore the Acropolis and the Acropolis Museum. Climb the Acropolis and see famous places like the Parthenon, Erechtheion, and the Temple of Athena Nike. Your expert guide will tell you stories about the myths, history, and stunning design of these old buildings. After that, you will visit the Acropolis Museum. It has a wonderful collection of items discovered near the Acropolis. You can look at sculptures, pottery, and other old treasures. This will help you learn more about the history and culture of Athens.

Private Cruise to Delos Archaeological Site from Mykonos

Take a private cruise from Mykonos to Delos. Delos is a UNESCO World site with important old buildings. You can see the remains of this sacred place, which many believe is where the twin gods, Apollo and Artemis, were born. Wander through old temples, houses, and markets. You will see how life was in ancient Greece. A skilled guide will tell you great stories about the island’s myths and history. As you travel to and from Delos, enjoy beautiful views of the Aegean Sea. This creates a trip to remember.

Private Wine Tasting in Santorini

Try the unique flavors of Santorini’s volcanic wines with a private tasting. Go to a local winery to discover the island’s old ways of making wine. These ways are influenced by the volcanic soil and the Aegean climate. If you visit Santorini, try various wines like the fresh Assyrtiko and the sweet Vinsanto. A knowledgeable sommelier will guide you through the tasting. He will tell you about the special traits of each wine and how they are made. Enjoy beautiful views of the Aegean Sea as you taste the special flavors of Santorini’s land.

Luxury Catamaran Cruise in Santorini

Enjoy the beauty of Santorini from the water on a nice catamaran cruise in the Aegean Sea. Relax on the deck, soak up the sun, and take in the amazing views of the island’s volcanic caldera. Swim and snorkel in clear waters. Explore calm coves and visit the Red Beach, which has red sand. Enjoy delicious meals made on the boat and relax with cold drinks. A luxury catamaran cruise in Santorini is a great option for people who want to unwind or look for adventure. It will be a memorable romantic experience.

Apart from the iconic sunset, what else is there to do in Santorini?

A plate of grilled lobster with fresh salad and sauce, served at a seaside restaurant in Greece with a harbor view in the background_Italy and Greece 14 Days of Adventure

Navigating Food and Culture

Italy and Greece offer a wonderful blend of flavors and cultural moments. Take time to enjoy meals that focus on fresh ingredients and local cuisine. You can talk to local people too. Even if your language skills aren’t great, you will find them welcoming and warm. If you are having a long lunch at a Roman restaurant or enjoying Greek coffee in a busy Athenian square, allow yourself to feel the richness of these Mediterranean cultures.

Italian Cuisine

Italian food is well-known around the world for its fresh ingredients, different flavors, and simple but delicious meals. Every region of Italy has its own special dishes. When you are in Rome, you should eat authentic pasta like Cacio e Pepe or Carbonara. Make sure to try thin-crust pizzas cooked in wood-fired ovens. Cafes in Italy are important in daily life. They are lovely spots to unwind, drink a morning cappuccino, or enjoy an afternoon espresso. Explore Italian food culture. Visit local markets and enjoy the real tastes of this tasty paradise.

Greek Food

Greek food is famous for its fresh and tasty ingredients. It usually has olive oil, vegetables, seafood, and herbs. You can find amazing dishes in old tavernas in Athens and by the sea on the islands. Greek cuisine offers a fun food experience. Popular Greek dishes are moussaka, souvlaki, and freshly grilled fish. They have rich Mediterranean flavors. In Athens, the street food scene is lively. You can find gyros, souvlaki, and tasty pastries there. Be sure to try tzatziki. It is a refreshing dip made from yogurt and cucumber. It is perfect for dipping warm pita bread or for enjoying with grilled meats.

A gondola glides through the canals of Venice, Italy, at sunset, with the historic Basilica di Santa Maria della Salute in the background_Italy and Greece 14 Days of Adventure

Tips for First-Time Visitors

To have a smooth and fun trip, learn about the local customs. Enjoy the Italian way of “la dolce far niente,” which is the pleasure of doing nothing. Take your time with meals, stroll through pretty streets, and enjoy the slower pace of life. In Greece, it is important to respect the customs at religious sites. Dress modestly when you go to monasteries or churches. Learning some basic Greek phrases is also a good idea, as local people will appreciate it.

Cultural Etiquette, the Do’s and Don’ts

Knowing the local customs can improve your travel experience. In Italy, take part in the aperitivo practice by having drinks and snacks before dinner. Also, remember to dress modestly when you go to religious sites. Don’t be afraid to speak some Italian, even if it’s just a little. In Greece, enjoy the local kindness by accepting food or drinks that are given to you. Also, remember to take your shoes off before entering monasteries or some homes. It’s not surprising that people eat late. Both cultures enjoy long and relaxing meals.

This guide offers a clear overview of tipping practices in Greece, with specific advice on how much to tip for various services and insights into local etiquette.

Communicating and Getting Around

Most people speak English in Greek tourist areas. However, it’s a good idea to learn some easy Italian and Greek phrases. This can help you chat with locals. It also shows that you respect their culture. Taxis are simple to find in large cities. Just be sure to use safe companies or get one from official taxi stands. Train travel is fast and convenient for getting around in Italy and Greece. It connects important cities. Buy your tickets in advance, especially during busy times. Don’t forget to check your ticket before you get on the train to avoid any fees.

The Greek language has a long history. This article will explain “Kalimera” and “Kalispera.”

The Ancient Agora of Athens with ruins, scattered columns, and lush greenery, surrounded by colorful buildings and a backdrop of mountains_Italy and Greece 14 Days of Adventure

Final Thoughts

A 14-day trip in Italy and Greece will be a wonderful blend of history, culture, and nature. You will see ancient ruins, taste delicious food, and unwind on stunning beaches. This plan offers many chances to create lasting memories. Jump into the adventure, feel the culture, and go on an adventure you will always cherish. Italy and Greece itinerary 14 days will ensure you experience the best of both countries.

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