Discover the sights and delights of Italy on this two-week highlights tour. Explore the floating city of Venice, the Renaissance jewel of Florence, and the Eternal City of Rome. Ride a Vespa through picturesque Tuscany and discover the beautiful Amalfi Coast. Soak up the culture, food, and wine while you fall in love with Italy.


  • Take a gondola ride in Venice
  • Tour Chianti and the Tuscan countryside on a Vespa
  • Discover Positano and Ravello on the Amalfi Coast
  • Walk to the crater of Mount Vesuvius and explore the ruins of Pompei

Brief Itinerary

Day Highlights Overnight
Day 1 Arrive in Venice, Explore Venice
Day 2 Free Day in Venice Venice
Day 3 Private Tour of Venice Venice
Day 4 Train to Florence & Guided Tour Florence
Day 5 Day Trip to Lucca & Pisa Florence
Day 6 Vespa Tour of Tuscany Florence
Day 7 Transfer to the Amalfi Coast, Explore Amalfi
Day 8 Discover Positano & Ravello Amalfi
Day 9 Transfer to Naples, Hike to Mount Vesuvius & Guided Tour of Pompei Naples
Day 10 Guided Tour of Naples Naples
Day 11 Train to Rome, Explore Rome
Day 12 Guided Tour of Vatican Museum Rome
Day 13 Explore Trastevere District Rome
Day 14 Depart Rome  

Detailed Itinerary

Day 1: Arrive in Venice, Explore 

A gondola on the canals of Venice
A gondola on the canals of Venice

Arrive in Venice, where you will be transferred to your hotel in the floating city. Relax and take your first stroll around this unique city with its incredible architecture and enchanting atmosphere. 

Day 2: Free Day in Venice

Kaleidoscopic buildings on the islands of Venice
Kaleidoscopic buildings on the islands of Venice

Today you'll have another day to discover this romantic city, exploring neighborhoods like the Giudecca and the Cannaregio area. You can also join an excursion to the islands of Murano and Burano. These colorful islands are famous for their glassmaking, lacework, and bright kaleidoscopic buildings. Discover these villages by boat and stroll along the narrow streets before heading back to Venice.

Day 3: Private Tour of Venice

Grand Canal with Basilica Santa Maria della Salute
Grand Canal with Basilica Santa Maria della Salute

In the morning, meet with your guide for a private tour of this wonderful city. San Marco Square, the Rialto Bridge, and the Palazzo Ducale are just a few of the masterpieces you'll visit. Late in the afternoon, enjoy a romantic private gondola ride. 

Day 4: Train to Florence & Guided Tour

Florence, the Renaissance jewel
Florence, the Renaissance jewel

Today you'll be transferred to Venice station and take the fast-speed train to Florence. After checking into your hotel, enjoy a guided walk around the city. See the Dome, Palazzo Pitti, and Piazza della Signoria.

Day 5: Day Trip to Lucca & Pisa

The Leaning Tower of Pisa
The Leaning Tower of Pisa

In the morning, you will be transferred to Lucca—one of the most beautiful cities in Italy. Tucked behind imposing Renaissance walls, its cobblestoned streets, handsome piazzas, and leafy promenades make it an excellent destination to discover on foot as a day trip from Florence.

Take your time exploring this lovely town. Visit the famous Anfiteatro Square, the medieval wall, and the Torre Guinigi—a medieval tower with a roof garden. On the way back, stop in Pisa to admire the famous Campo dei Miracoli with its Baptistery and the Leaning Tower. Head back to Florence for the night. 

Day 6: Vespa Tour of Tuscany

Tuscany at sunrise
Tuscan countryside at sunrise

Today you'll see the picturesque Chianti from another point of view—on a Vespa tour. Take in the fresh air and breathtaking views, not to mention the Tuscan food and wine, on this memorable day. With a specialized guide, you'll ride through vineyards, olive trees, and medieval villages before enjoying a typical Tuscan meal and wine tasting.  

Plan your trip to Italy
Chat with a local specialist who can help organize your trip.

Day 7: Train to the Amalfi Coast, Explore

The breathtaking Amalfi Coast
Discover the beautiful Amalfi Coast

After breakfast, take a fast train to Naples. Once here, you'll go by private transfer to the lovely village of Amalfi. After you check in to your hotel, relax and enjoy this lovely village by the sea.  

Day 8: Explore Positano & Ravello

Beautiful Positano
Fisherman's village of Positano

Spend a great day exploring the Amalfi Coast. Take a bus or enjoy a short ferry ride to the elegant fisherman's village of Positano. Explore the narrow streets, churches, and picturesque beaches. You can also walk along the beautiful Ferriere Valley to Amalfi's ancient industrial area, where ironworks and paper mills once sat. If you wish, you can also visit Ravello, a lovely town famous for its villas and gardens.  

Day 9: Transfer to Naples, Hike to Mount Vesuvius & Guided Tour of Pompei

The ancient ruins of Pompei

Today you'll travel to Mount Vesuvius and take an easy walk up to the crater. From here, you can see all the way to Naples Bay! After the walk, enjoy a private guided tour of the famous archaeological site at Pompei. In the afternoon, you'll travel to Naples, where you'll stay overnight.

Day 10: Guided Tour of Naples

Aerial view of Naples with Mt. Vesuvius in the background
Aerial view of Naples with Mount Vesuvius in the background

In the morning, meet your local guide for a tour of this vibrant city. Ancient monuments, churches, squares, and local markets are some of what Napoli has to offer. Taste the street food and eat the best pizza of your life. 

Day 11: Train to Rome, Explore

Sant Angelo Bridge
Sant' Angelo Bridge and St Peter's Basilica

Take the fast train to Rome, where you'll be transferred to your hotel. Spend the afternoon downtown; see the famous Piazza di Spagna, Trevi Fountain, Piazza Navona, and many other masterpieces. 

Day 12: Guided Tour of Vatican Museum

Gallery at the Vatican Museum
Gallery at the Vatican Museum

In the morning, meet with your private guide for your tour of the Vatican Museum. The museum contains one of the largest, most spectacular art displays in the world, including Michelangelo's "Last Judgment" in the Sistine Chapel. In the afternoon, enjoy a walk around Villa Borghese or visit the Colosseum.  

Day 13: Explore Trastevere District

outdoor restaurant in Trastevere district
Trastevere district

Rome is famous for its mouthwatering cuisine, and today you'll experience some of the best food and culture in the Lazio region. With your personal guide, explore the medieval neighborhood of Trastevere, with its narrow cobblestone streets and laneways. Visit local food stores, taste local specialties, and talk to wonderful families working hard to preserve Roman food traditions. Spend your last afternoon walking around in the Eternal City. 

Day 14: Depart Rome

The iconic Colluseum
The iconic Colosseum in Rome

After breakfast, make your way to Rome's airport for your departure.

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Map of Highlights of Italy: Venice, Florence, Rome, Naples - 14 Days
Map of Highlights of Italy: Venice, Florence, Rome, Naples - 14 Days