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Italy & Greece Highlights: 14 Days of Culture & Coastlines
Italy & Greece Highlights: 14 Days of Culture & Coastlines
Italy & Greece Highlights: 14 Days of Culture & Coastlines
Italy & Greece Highlights: 14 Days of Culture & Coastlines
Italy & Greece Highlights: 14 Days of Culture & Coastlines
Italy & Greece Highlights: 14 Days of Culture & Coastlines
Italy & Greece Highlights: 14 Days of Culture & Coastlines

Italy & Greece Highlights: 14 Days of Culture & Coastlines

14 Days

5 Stops

Private transfer

From$3,850
per person
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  1. Destinations
  2. Europe
  3. Italy
  4. Italy & Greece Highlights: 14 Days of Culture & Coastlines
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Itinerary inspiration

Your journey begins in Rome, where iconic landmarks such as the Colosseum and Vatican showcase centuries of history. Enjoy lively piazzas, authentic trattorias, and the vibrant rhythm of the Eternal City. A short train ride takes you to Florence, where Renaissance art and Tuscan landscapes create a perfect balance of culture and charm. Here, cobbled streets lead to world-renowned museums and the striking Duomo.More...

Continue north to Venice, a city built on water, where gondolas glide past Gothic palaces and hidden alleyways open onto bustling canals. After soaking in Italy’s highlights, fly east to Athens, the cradle of Western civilization. Walk among the Acropolis’ ancient ruins while experiencing the city’s lively modern spirit. The adventure concludes on Santorini, where dramatic cliffs, whitewashed villages, and fiery sunsets over the Aegean Sea provide a dreamlike finale. This Italy & Greece highlights itinerary offers a seamless blend of history, art, cuisine, and island beauty. In just two weeks, you’ll uncover the essence of both countries, from Roman ruins to Greek sunsets.

Highlights:

  • Day 1 - 3: Rome

  • Day 4 - 5: Florence

  • Day 6 - 7: Venice

  • Day 8 - 9: Athens

  • Day 10 - 14: Fira

  • Less

Rome

Day 1 - 3

Experience Rome, the bustling capital of Italy. This city, rich with exciting history and culture, offers an unparalled mix of ancient explorations and modern living. Immerse yourself in the past and explore the Colosseum, the Roman Forum, and the Vatican. Wander through other must-see destinations like The Spanish Steps, Trevi Fountain, and Pantheon. Experiencing the culinary scene is a delight, from traditional pasta to world-renowned Italian gelati. You can explore daily markets such as Campo de' Fiori for local ingredients and fresh food. A stay in Rome promises great experiences all year round, but it is advisable to take seasonality into account. While spring (April–May) and fall (September–October) offer pleasant weather and less crowds, summer (June–August) has a lively, spirited atmosphere — but can also be hot. No matter when you go, visiting Rome promises an unforgettable journey through the centuries. The unique combination of a rich historical past mixed into a thriving and vibrant modern community makes Italy's Eternal City one of the world's most intriguing and inspiring tourist destinations.

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Your accommodation

NH Collection Roma Giustiniano
NH Collection Roma Giustiniano
NH Collection Roma Giustiniano

NH Collection Roma Giustiniano

NH Collection Roma Giustiniano is located in the Prati district, within walking distance of the Vatican and Castel Sant’Angelo. The spacious rooms include minibars, air conditioning, Wi-Fi, and TVs, with some offering views of St. Peter’s Basilica. Guests can start their day with a buffet breakfast featuring fresh fruit and organic yogurt, while the Zenzero & Cannella restaurant serves Roman, Italian, and international cuisine, paired with a curated selection of wines. The hotel is close to Via Cola di Rienzo, a popular shopping destination, and Lepanto Metro Station, making it easy to explore the city. Additional amenities include a fitness center and on-site parking.

Your activity

Vatican Museums, Sistine Chapel & more

Vatican Museums, Sistine Chapel & more

Not only the complex of the Vatican Museums makes up the largest museum in the world, but it is also one of the world’s most visited, with more than 6 million people accessing it in 2018. After meeting your professional guide at our meeting point, you’ll be given a headset and you’ll reach the Vatican Museum’s entrance, in a group of no more than 20 people. This less stress guided tour will grant you a skip-the-line, saving you the hassle of waiting in line for several hours. You’ll tour the gallery, visiting all those main spots you’ve heard about like the Gallery of Maps, the Gallery of Tapestries, the Borgia Apartments. The guide will tell you everything about the Raphael Rooms and their exceptional frescoes, including The School Of Athens, and will bring you to the Sistine Chapel, whose ceiling is one of the cornerstone works of High Renaissance art. The tour couldn’t be complete without St. Peter’s Square the open space which lies before the basilica, redesigned by Gian Lorenzo Bernini and being itself an architectural masterpiece of the Baroque age. You’ll admire St. Peter’s Basilica (outside) that isn’t only the largest church in the world, but that contains several pieces of fine art: think the canopy designed by Gian Lorenzo Bernini or the Pietà by Michelangelo.

Florence

Day 4 - 5

Florence, the beautiful capital of the Italian region Tuscany, lies in the center of the country. A small city with a big heart, and an even bigger offering of artistic and historical treasures. For centuries, travelers have journeyed to the birthplace of the Renaissance era to marvel at the many masterpieces of architecture and art: Michelangelo's iconic David, the impressive works of Botticelli, the Uffizi Gallery (packed with works by Caravaggio and Da Vinci), and of course, Brunelleschi's remarkable dome — the religious centerpiece of Florence that dominates the skyline. All are absolute must-sees on any itinerary. Once you've ticked off these renowned attractions, you can take a stroll through the vast Boboli Gardens or climb the hill to the church of San Miniato al Monte for a breathtaking view of this beautiful, enchanting city.

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Your accommodation

Palazzo Castri 1874
Palazzo Castri 1874
Palazzo Castri 1874

Palazzo Castri 1874

Located in the heart of Florence, Palazzo Castri 1874 is a fully restored boutique hotel dating back to the years of Florentine Impressionism. The hotel's elegant guest rooms feature views of the Cathedral of Santa Maria del Fiore and the luxuriant inner garden, La Limonaia. You can relax in the exclusive on-site spa and immerse in fragrant steam and toning jets of water. The hotel's designer interiors, the fragrance of lemon and magnolia flowers from the hidden inner garden, and the play of light and water in the spa combine to create a fabulous retreat from daily life.

Your activity

Highlights of Tuscany: Pisa & more

Highlights of Tuscany: Pisa & more

Depart to Pisa, you will reach the Field of Miracles, a green grass field dominated by the dazzling white buildings of the Cathedral, the Baptistery and the famous Tower, exquisite examples of Pisan Romanesque architecture: the Leaning Tower is almost 56 meters tall (about 183 ft). You are in one of the most world known places: revel in it, take creative photographs or wander off down the local streets. 

From Pisa, we drive past hilltop hamlets scattered over some of the most beautiful and enchanting view of the countryside up to arrive at San Gimignano where a traditional Tuscan Lunch with Tasting of 4 different wines, will be served. After lunch, your visit continues to the discovery of a Tuscan medieval pearl, the stunning village of San Gimignano, Unesco world heritage, known for the ancient town planning still intact. Free time to explore the town center, the charming craftsmen’s shops along the cobbled stone streets and small squares. 

Our last stop is Siena, which we will reach by driving through the lovely Chianti countryside. Siena is an amazing hilltop town,rich in works of art and traditions, famous monuments and picturesque views with a fascinating pedestrianized historical center and one of the most beautiful Cathedrals in the world. Upon arrival in Siena our local guide will take you on a guided walking tour along the small medieval streets and squares, passing the oldest bank in the world, and the Piazza del Campo - site of the famous 600-year-old Palio horse-race, to the spectacular Cathedral. You will also have free time to walk around the historic center as you like and conclude your memorable experience of Tuscany with the memory of a perfect day.

Venice

Day 6 - 7

Venice is a small, unique city in Italy’s Veneto region, a historic center made up of 118 small islands in a lagoon of the Adriatic Sea, connected by a complex network of canals and footbridges. The stately palaces and ancient churches remain as fascinating reminders of what was once a major trading hub between Europe and the Orient. From the famous Gothic Doge’s Palace and the breathtaking St. Mark’s Basilica to the awe-inspiring brilliance of Titian’s Assumption altarpiece lighting up an entire cathedral, Venice has remained virtually unchanged for the past 600 years. Other must-see attractions include the Bridge of Sighs, the spectacular Peggy Guggenheim Collection (art gallery), the captivating Gallerie dell’Accademia (museum), and of course, gondola rides along the canals.

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Your accommodation

Ca' dei Proverbi Suites
Ca' dei Proverbi Suites
Ca' dei Proverbi Suites

Ca' dei Proverbi Suites

Ca’ dei Proverbi Suites offers a charming stay in the Cannaregio district of Venice. All rooms are comfortably designed with air conditioning, tea/coffee-making facilities, private bathrooms, and flat-screen TVs. You can start each morning with a delicious breakfast. Other services and facilities include a 24-hour front desk, Wi-Fi, and a coffee shop.

Your activity

Venice: Gondola Serenade

Venice: Gondola Serenade

Enjoy the last rays of sunshine and sit back and relax as your private gondolier serenades you and you glide through the canals, past colorful boats against the backdrop of magnificent Gothic palaces! Soak up the romance of Venice on a 30-minute private gondola ride accompanied by local musicians, and float along the fascinating canals! While your gondolier takes you along Venetian canals, enjoy some evocative Italian songs and look at all the elegant palaces, suggestive buildings, and typical boats around you on the water. Embarking is possible from one of the following gondola stations: Danieli, Dogana, or Vallaresso, Bauer.

Athens

Day 8 - 9

Dominating the Attica region of Greece, the country’s capital, Athens, is one of the oldest cities in the world. For over two and a half centuries, the astonishing Greek temples and monuments of Athens have continued to intrigue and amaze visitors from around the world. This icon of western civilization seamlessly combines ancient history with modern architecture and a surprisingly lively atmosphere. This is particularly apparent in areas at the foot of the Acropolis, Anafiotika, Plaka, Monastiraki, and Thissio where visitors will find numerous extraordinary Neoclassical buildings, trendy and traditional cafes, and shops, and narrow winding streets with historical treasures at every turn. Once you have enjoyed a history and art fix, try some mouth-watering Greek cuisine at one of the city’s fine local restaurants before indulging in the insatiable nightlife at the chic cocktail bars and waterfront dance clubs.

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Your accommodation

Fresh Hotel
Fresh Hotel
Fresh Hotel

Fresh Hotel

Fresh Hotel Athens is ideally located right in the city's centre, providing guests with easy access to several ancient sites and iconic landmarks, such as the Acropolis, the New Acropolis Museum, the National Archaeological Museum, and the National Gardens. Accommodation consists of spacious guest rooms and suites, each equipped with air conditioning, free Wi-Fi access, a television and a private bathroom. Guests can enjoy dining at the onsite restaurant, unwind with a refreshing drink at the bar, or stay in and take advantage of the room service. Additional amenities include meeting facilities, a 24-hour front desk, private parking, a gym and an outdoor swimming pool. In-room massage services are also available.

Your activity

 The Artist Cooking Class

The Artist Cooking Class

Perfect on your skills in homemade Greek recipes with interactive, hands-on learning professional local chef, as your guide. You will walk away with lasting memories and a portfolio of tasty recipes to remake them again and again back home. Discover your love and passion for food in The Artist Gastronomy Experience and dive into the world of cooking.

We’ve created magical experiences to entice you and delight you. Look at our cooking class and discover what you can learn with a professional chef in a convivial, fun setting way.

Specifically, The Artist Gastronomy Experience consists of:

· Beverage with food (wine, beer, or soft drinks)

· Tzatziki

· Aegean salad

· Spanakopita (Spinach pie with herbs and feta cheese)

· Greek Authentic Moussaka

· Galatopita

Fira

Day 10 - 14

Perched on a 220-metre-high cliff overlooking the vivid blue waters of the Aegean Sea, Fira is Santorini's cultural and commercial capital that beckons those in search of breathtaking views, stunning sunsets, delectable local cuisine, and unforgettable cultural experiences. Facing the volcano on the island's western edge, Fira is a bustling cosmopolitan town characterised by a mixed sample of Cycladic and Venetian styles woven together by labyrinth streets that cater to daytime adventures and nighttime sprees. Embark on a fascinating exploration of the town's local museums, restaurants, coffee shops, and archaeological sites by hopping on a cable car heading to remarkable churches and iconic landmarks. For a deep dive into local history, visit the Museum of Prehistoric Thira, the Archaeological Museum, and the Santozeum. End the day with a leisurely cruise to the volcano from the Old Port on a luxury yacht or traditional wooden sailing boat.

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Your accommodation

Porto Fira Suites
Porto Fira Suites
Porto Fira Suites

Porto Fira Suites

Situated on a privileged location, on Fira’s Caldera cliffs, Porto Fira Suites offers magnificent views of the volcano, the sea and sunset. The property offers 13 suites with a Cycladic style equipped with air-conditioning, Wi-Fi, TV, minibar and telephone. The open-air dining at the top terrace, the eclectic mix of the freshest local ingredients, the relaxing music and the volcano view creates a unique ambience among the deep blue sea. Other facilities include a pool, hot tub, weddings, events coordination and assistance, car & motorbike rentals, scuba diving, horseback riding and walking tours.

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Tips for your Highlights Trip to Italy & Greece

The best time to visit Italy and Greece is from April to October. Both countries enjoy long, sunny days and warm weather during this period, which is ideal for a variety of activities. If you want to avoid the crowds and heat of the peak summer season, consider traveling during the shoulder seasons of spring and fall.

➔ Best time to travel to Italy | Best time to travel to Greece

The cost of your trip will vary based on your budget and travel style. A mid-range, week-long trip to Italy is about $1,700 (excluding flights). A budget-friendly trip to Greece starts at approximately $65 per day.

➔ Travel cost Italy | Travel cost Greece

In Italy, you can visit the ancient Colosseum in Rome, see the famous Leaning Tower of Pisa, and enjoy a romantic gondola ride in Venice. Greece has an incredible history, with must-see sites like the Acropolis in Athens, the ruins of Mycenae, and the stunning Meteora monasteries.

➔ Things to see Italy | Activities Italy | Things to see Greece | Activities Greece

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From $3,500 p.p.

Die Landschaft des Nationalparks Gargano in Apulien, Italien
Vieste Stadt auf den Felsen, Gargano, Apulien, Italien
Italy Spiritual & Beach Itinerary
Italy Spiritual & Beach Itinerary
Italy Spiritual & Beach Itinerary
Italy Spiritual & Beach Itinerary

Italy Spiritual & Beach Itinerary

7 days

3 stops

From $3,600 p.p.

Vatican City
Traditionelle Trulli-Häuser mit weißen Wänden und kegelförmigen Dächern unter blauem Himmel, Alberobello, Italien.
Spiritual Tour of Italy Itinerary
Spiritual Tour of Italy Itinerary
Spiritual Tour of Italy Itinerary
Spiritual Tour of Italy Itinerary

Spiritual Tour of Italy Itinerary

6 days

3 stops

From $3,600 p.p.

Überdachte Terrasse mit Meerblick und gedecktem Tisch, Positano, Amalfiküste, Italien
7-Day Southern Italy Itinerary: Rome to the Amalfi Coast
7-Day Southern Italy Itinerary: Rome to the Amalfi Coast
7-Day Southern Italy Itinerary: Rome to the Amalfi Coast
7-Day Southern Italy Itinerary: Rome to the Amalfi Coast
7-Day Southern Italy Itinerary: Rome to the Amalfi Coast

7-Day Southern Italy Itinerary: Rome to the Amalfi Coast

8 days

4 stops

From $3,700 p.p.

Rome, Florence & Venice 7-Day Itinerary: The Perfect Italian Escapade
Rome, Florence & Venice 7-Day Itinerary: The Perfect Italian Escapade
Rome, Florence & Venice 7-Day Itinerary: The Perfect Italian Escapade
Rome, Florence & Venice 7-Day Itinerary: The Perfect Italian Escapade
Rome, Florence & Venice 7-Day Itinerary: The Perfect Italian Escapade
Rome, Florence & Venice 7-Day Itinerary: The Perfect Italian Escapade

Rome, Florence & Venice 7-Day Itinerary: The Perfect Italian Escapade

7 days

3 stops

From $4,000 p.p.

Aufnahme einer Gasse im Viertel Barri Gotic in Barcelona, Spanien
Mykonos
Sempione Park für einen Spaziergang bei Ihrem Mailand Urlaub
Barcelona to Mykonos: 2-Week Southern Europe Itinerary
Barcelona to Mykonos: 2-Week Southern Europe Itinerary
Barcelona to Mykonos: 2-Week Southern Europe Itinerary

Barcelona to Mykonos: 2-Week Southern Europe Itinerary

15 days

4 stops

From $4,000 p.p.

One Week in Rome and Florence: Art, History & Wine
One Week in Rome and Florence: Art, History & Wine
One Week in Rome and Florence: Art, History & Wine
One Week in Rome and Florence: Art, History & Wine
One Week in Rome and Florence: Art, History & Wine
One Week in Rome and Florence: Art, History & Wine

One Week in Rome and Florence: Art, History & Wine

7 days

2 stops

From $4,100 p.p.

Blick auf die Kathedrale Santa Maria del Fiore bei Sonnenuntergang. Florenz, Toskana, Italien.
7 Days in Italy: Rome, Florence & Milan Itinerary
7 Days in Italy: Rome, Florence & Milan Itinerary
7 Days in Italy: Rome, Florence & Milan Itinerary
7 Days in Italy: Rome, Florence & Milan Itinerary
7 Days in Italy: Rome, Florence & Milan Itinerary

7 Days in Italy: Rome, Florence & Milan Itinerary

7 days

3 stops

From $4,200 p.p.

Northern Italy Road Trip Itinerary
Northern Italy Road Trip Itinerary
Northern Italy Road Trip Itinerary
Northern Italy Road Trip Itinerary
Northern Italy Road Trip Itinerary
Northern Italy Road Trip Itinerary

Northern Italy Road Trip Itinerary

16 days

8 stops

From $4,500 p.p.

Northern Italy Road Trip Itinerary
Northern Italy Road Trip Itinerary
Northern Italy Road Trip Itinerary
Northern Italy Road Trip Itinerary
Northern Italy Road Trip Itinerary
Northern Italy Road Trip Itinerary

Northern Italy Road Trip Itinerary

16 days

8 stops

From $4,500 p.p.

Antikes Theater - eine besondere Sehenswürdigkeit bei einem Taormina Urlaub
Sicily Itinerary: 5 Days Through Taormina & Palermo
Sicily Itinerary: 5 Days Through Taormina & Palermo
Sicily Itinerary: 5 Days Through Taormina & Palermo
Sicily Itinerary: 5 Days Through Taormina & Palermo
Sicily Itinerary: 5 Days Through Taormina & Palermo

Sicily Itinerary: 5 Days Through Taormina & Palermo

5 days

2 stops

From $4,800 p.p.

Uffizi Galerie von außen, Florenz, Italien.
Balkon mit Efeu bewachsen, in Verona, Venetien, Italien.
Altes römisches Amphitheater
Italy Itinerary: 2 Weeks in Cities, Countryside & Coast
Italy Itinerary: 2 Weeks in Cities, Countryside & Coast
Italy Itinerary: 2 Weeks in Cities, Countryside & Coast

Italy Itinerary: 2 Weeks in Cities, Countryside & Coast

15 days

6 stops

From $5,200 p.p.

Spain and Italy Itinerary: 2 Weeks of Culture & Charm
Spain and Italy Itinerary: 2 Weeks of Culture & Charm
Spain and Italy Itinerary: 2 Weeks of Culture & Charm
Spain and Italy Itinerary: 2 Weeks of Culture & Charm
Spain and Italy Itinerary: 2 Weeks of Culture & Charm
Spain and Italy Itinerary: 2 Weeks of Culture & Charm

Spain and Italy Itinerary: 2 Weeks of Culture & Charm

15 days

5 stops

From $5,200 p.p.

Kathedrale Santa Maria del Fiore, ein Muss bei einem Florenz Urlaub
Portugal and Italy Itinerary: 2 Weeks of Culture & Charm
Portugal and Italy Itinerary: 2 Weeks of Culture & Charm
Portugal and Italy Itinerary: 2 Weeks of Culture & Charm
Portugal and Italy Itinerary: 2 Weeks of Culture & Charm
Portugal and Italy Itinerary: 2 Weeks of Culture & Charm

Portugal and Italy Itinerary: 2 Weeks of Culture & Charm

15 days

5 stops

From $5,300 p.p.

Kathedrale von Palermo - eine Top-Sehenswürdigkeit bei einem Palermo Urlaub
Sicily Itinerary: One week with Private Driver
Sicily Itinerary: One week with Private Driver
Sicily Itinerary: One week with Private Driver
Sicily Itinerary: One week with Private Driver
Sicily Itinerary: One week with Private Driver

Sicily Itinerary: One week with Private Driver

7 days

4 stops

From $5,500 p.p.

Tourlane trip reviews

Excellent

4.5 of 5

4,738Reviews

We would like to thank Alexandra Egertz...

We would like to thank Alexandra Egertz...

R

rosi eckstein

Friendly and competent advice that fulfilled all our wishes. We are looking forward to our upcoming trip to Italy and will get in touch again afterwards to let you know if everything went well.

08/27/2025
As always 😀👍🏻 very satisfied …

As always 😀👍🏻 very satisfied …

C

Carsten

Italy trip …

Italy trip …

M
Manuela Schumacher

Manuela Schumacher

Simply perfect

Simply perfect

E

Eyvette Thompson

Italy trip

Italy trip

C

Caroline Bohrmann

Start planning your next trip
  • We are once again very satisfied with Tourlane and the collaboration with Ms. Calabrese. She provided me with detailed information and prepared and organized the Italy trip excellently. Happy to book again 😊

    07/11/2025
  • It was a very nice trip and overall we are very satisfied. The Tourlane navigation could be a bit more precise. All the hotels were very good 👍 It was a wonderful time that we would happily repeat again and again.

    06/23/2025
  • We were interested in a round trip through Italy and shortly after our inquiry we already received an appointment for a consultation. The conversation with our Italy expert, Lara Schmidt, was simply great. She not only took all our wishes into account, but also rightly advised against one or two locations because of the weather/season. Shortly afterwards we received our offer (route, hotels, rental car), and what can we say — we got a perfectly arranged trip that really included and even exceeded all our wishes. That’s why we confirmed the trip with Lara directly in the next call and are super excited. @Lara: A BIG THANK YOU for the great exchange — you do this with so much heart and en...

    03/18/2025
  • Lara has organized my IT Trip for summer with my family. She had some many great ideas and provided so much information about the different regions. I´m really looking forward! Thank you Lara :-)

    02/11/2025