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Journey through Italy:...

Journey through Italy: Milan to the Amalfi Coast

18 days |  21 days with Taormina Region extension
18 days |  21 days with Taormina Region extension
Group size1538 travelers

4.5 out of 5 stars

Physical activity
OverviewItineraryDates & pricesReviewsTraveler photosHotels, flights & FAQ
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Cross every corner of Italy off your bucket list.

Relishing simple moments—say, enjoying a seemingly never-ending meal of pasta and wine in Rome—is a way of life in Italy. This feeling of la dolce vita is palpable from the winding canals of Venice and the cliffs of Cinque Terre, to the streets of Florence and the shores of the Amalfi Coast. On this immersive tour, each slice of ancient history, dreamy landscape, and fresh local flavor this showstopping country is known for is yours to experience.

Your tour package includes

  • 16 nights in handpicked hotels
  • 16 breakfasts
  • 1 lunch
  • 5 dinners with beer or wine
  • 10 sightseeing tours
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Included highlights

  • Milan Cathedral
  • St. Mark’s Square
  • Balsamic vinegar tasting
  • Cinque Terre
  • Leaning Tower of Pisa
Read more
Start planning today

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Day-by-day itinerary

Print itinerary
Overnight flight1 night
Day 1: Travel Day

Board your overnight flight to Milan today.

Milan3 nights
Day 2: Arrival in Milan
Included meal: Welcome dinner

Welcome to Italy! Meet your Tour Director and fellow travelers at a welcome dinner this evening.

Day 3: Sightseeing tour of Milan
Included meal: Breakfast

Meet up with a local guide and embark on a sightseeing tour of Italy’s fashion capital.

  • Pass by the 15th-century Sforza Castle.
  • Walk through the Brera District and see the statue of Leonardo da Vinci, the Galleria Vittorio Emanuele, and Piazza della Scala.
  • Enter Teatro alla Scala and view the elegant concert hall.
  • Visit the theater’s museum to see exhibits that highlight Italy’s historic connection to the opera.
  • Step inside the Gothic-style Milan Cathedral, Italy’s largest cathedral.

Please note: If there is a show or practice in session, travelers will not enter the concert hall.

Enjoy a free afternoon to explore Milan at your leisure.

Day 4: Free day in Milan
Included meal: Breakfast

Spend a free day in Milan or add an excursion.

Lake Como Boat Ride & Bellagio Lunch

From $119 per person

Venice2 nights
Day 5: Venice via Verona
Included meals: Breakfast, Dinner

En route to Venice, stop in Verona and walk through the city with your Tour Director.

  • Stroll through the city’s UNESCO-recognized historic center.
  • Admire the Roman arena, Piazza delle Erbe, and the balcony of Shakespeare’s Juliet.

Enjoy free time before continuing on to Venice, where you’ll enjoy an included dinner.

Day 6: Sightseeing tour of Venice
Included meal: Breakfast

Admire historic churches, winding canals, and picture-perfect piazzas on a guided tour of the city known as the Queen of the Adriatic.

  • Stroll across the iconic St. Mark’s Square and view St. Mark’s Basilica.
  • View the stately Doge’s Palace, built in the Venetian Gothic style in 1340.
  • Marvel at the Bridge of Sighs, the link between Doge’s Palace and the New Prison.
  • See a glassblowing demonstration to learn about the city’s most celebrated art.

Spend a free afternoon in Venice or add an excursion.

Gondola Ride: Venice Canal Cruise

From $89 per person

Private Gondola Ride: Canal Cruise for Two

From $165 per person

Italian Riviera2 nights
Day 7: Italian Riviera via balsamic vinegar villa
Included meals: Breakfast, Lunch

As you travel to the Italian Riviera, stop at a balsamic vinegar villa. You’ll sample the Modena province’s famous vinegar, known as Aceto Balsamico Tradizionale di Modena, and enjoy an included lunch of local specialties.

After, continue on to the Italian Riviera.

Day 8: Sightseeing tour of Cinque Terre
Included meal: Breakfast

Join your Tour Director to discover Cinque Terre, an idyllic cluster of five villages set on seaside cliffs.

  • Board a train to Monterosso and soak in views of the pebble beach that the village is known for.
  • Hop about a boat to the village of Vernazza and admire the colorful houses that dot the waterfront.
  • Continue by boat to the dramatic coastal village of Riomaggiore.
  • Learn about Via dell'Amore, one of the area’s most famous hiking paths, which connects two of the five villages.
  • Enjoy short walks through each village before spending free time exploring, shopping, and eating.
  • Admire the Liguria regions’ varied landscape as you transfer back to your hotel by train.

Please note: The boat ride is weather-dependent. In the case of inclement weather, you’ll visit the villages by train. In addition, the specific villages you visit may vary.

Florence3 nights
Day 9: Florence via Pisa
Included meals: Breakfast, Dinner

Make a stop in Pisa as you travel to Florence today.

  • Walk through the Piazza dei Miracoli and see the famed Leaning Tower.
  • Enjoy a tour of the adjacent cathedral and the Baptistery of St. John.

Then, continue on to Florence and sit down for an included dinner this evening.

Day 10: Sightseeing tour of Florence
Included meal: Breakfast

Set off on a guided tour of Florence, the city at the center of the Renaissance.

  • View the legendary Florence Cathedral, known as the Duomo.
  • Pass Giotto’s Campanile, a masterpiece of Gothic architecture.
  • See the medieval Ponte Vecchio and Piazza della Signoria, center of Florentine life.
  • Step inside the Basilica of Santa Croce, the burial site of Michelangelo, Machiavelli, and Galileo.

Enjoy free time in Florence or add an excursion.

Accademia Gallery

From $65 per person

Day 11: Free day in Florence
Included meal: Breakfast

Spend a free day in Florence or add an excursion.

Siena & San Gimignano: Tuscan Hilltowns

From $125 per person

Rome3 nights
Day 12: Rome via Assisi
Included meal: Breakfast

Drive through spectacular Umbria to hillside Assisi, where you’ll enjoy a guided tour of the town’s UNESCO World Heritage sites.

  • Visit Assisi’s lower and upper basilicas.
  • See Giotto’s magnificent frescoes and other late-medieval art.

Then, continue on to Rome.

Day 13: Sightseeing tour of Rome
Included meal: Breakfast

Follow in the footsteps of the ancient Romans on a guided tour of the Eternal City.

  • Soak up over 2,000 years of history in Imperial Rome, viewing the Arch of Constantine and the Arch of Titus.
  • View the Colosseum, a monumental amphitheater that reverberates with the roar of ancient spectacles.
  • Traverse the evocative ruins of the Forum, once the pulsating heart of Roman life.
  • Pass Palatine Hill, see where ancient Romans raced chariots at Circus Maximus, and view the Baths of Caracalla.

Enjoy free time in Rome or add an excursion.

Food of Rome: Walking Tour of Trastevere

From $135 per person

Day 14: Free day in Rome
Included meals: Breakfast, Dinner

Enjoy a free day in Rome or add an excursion.

This evening, enjoy an elegant, four-course dinner at a local restaurant with live musical entertainment.

Iconic Sights: Vatican City

From $125 per person

Sorrento Peninsula3 nights
Day 15: Sorrento Peninsula via Pompeii
Included meal: Breakfast

En route to the Sorrento peninsula, stop at Pompeii for a guided walking tour of the city’s ruins.

  • Discover how Roman citizens lived 2,000 years ago, before Mount Vesuvius erupted in 79 A.D.
  • View the excavated Roman ruins of theaters, villas, temples, and baths.

Then, continue on to the Sorrento peninsula.

Day 16: Sightseeing tour of the Amalfi Coast
Included meal: Breakfast

Enjoy a full-day trip to the scenic Amalfi Coast.

  • Travel by boat from Sorrento to the town of Amalfi and admire the impressive cliff-side villages.
  • Enter Amalfi Cathedral, which houses the crypt of Saint Andrew.
  • Enjoy free time to explore the charming town's shops, restaurants, and the beach.

Cruise back to Sorrento and transfer to your hotel where you'll enjoy a free evening or you can add an excursion.

Please note: In the event the boat is not operating due to poor weather conditions, a visit to Vietri by bus will replace the visit to Amalfi Town.

Rustic Italy: Farmhouse Dinner & Wine Tasting

From $125 per person

Day 17: Free day on the Sorrento Peninsula
Included meals: Breakfast, Farewell dinner

Enjoy free time on the Sorrento peninsula or add an excursion.

Celebrate your trip at a farewell dinner this evening.

Capri: A Day on the Iconic Island

From $119 per person

Flight home
Day 18: Departure
Included meal: Breakfast (excluding early morning departures)

Transfer to the Naples airport for your flight home or continue on to explore Sicily’s Taormina region.

Extension to Taormina Region
“Picturesque” is the word that springs to mind when we think of the Taormina region’s pretty piazzas and ocean vistas (although “jaw-dropping” and “mesmerizing” work, too). Fly to Sicily and explore this lovely locale with an expert guide in the lead.
Taormina Region3 nights
Day 18: Flight to Catania
Included meal: Breakfast

Fly to Catania, Sicily. Then, transfer to the Taormina region.

Day 19: Sightseeing tour of Taormina
Included meal: Breakfast

Meet up with a local guide who will introduce you to Taormina, a scenic town perched high above the sea.

  • Enjoy views of Mount Etna, Taormina Cathedral, and Palazzo Corvaja, seat of the first Sicilian parliament.
  • Visit the town’s 2nd-century Greek theater.

Spend a free evening in the Taormina region or add an excursion.

Traditional Sicilian Dinner & Wine Tasting

From $109 per person

Day 20: Free day in the Taormina Region
Included meal: Breakfast

Enjoy a free day in the Taormina region or add an excursion.

This evening, raise a glass and toast to your tip with a farewell drink.

Mount Etna: Sicily's Volcanic Landscapes

From $95 per person

Day 21: Departure
Included meal: Breakfast (excluding early morning departures)

Transfer to the Catania airport for your flight home.

Extension is available on select departure dates. Space is limited. Minimum of 10 travelers is required.

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4.5 out of 5 stars

Overall rating 4.5 out of 5

Based on 72 authentic traveler reviews
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    5 out of 5 stars

    6/20/24 by 1st-time traveler Gina

    5 out of 5 stars

    Great tour of Italy!
    6/20/24 by 3rd-time traveler Joseph

    We had a great tour of Italy! We saw many beautiful places and things and created beautiful memories! We had a great group with a great tour director, Silvana, taking great care of all of us like family. Highly recommend!

    5 out of 5 stars

    18 day guided Italy Tour
    6/20/24 by 1st-time traveler Michael

    The 18 day tour was very exciting and wonderful. My wife and I enjoyed every day because of the beauty of Italy and our guide Sylvana who explained the country and its history. The people on the tour with us were amazing individuals . I would recommend this tour to anyone I know thanks again.

    Show more reviews

    Traveler photos

    Hotels, flights & FAQ

    Here's the nitty-gritty—where you’ll stay, how you’ll get there, and what to know about your destination before you go.


    We handpick every hotel to strike the balance of comfort, location, and local charm. Specific accommodations will vary based on your departure date, but these are frequently used hotels for this tour and we're confident you'll be satisfied.
    Crowne Plaza Milan City
    Crowne Plaza Milan City

    This urban hotel is located in the Isola Bosco Verticale area of Milan. Guests enjoy the fitness center, wellness area, and outdoor pool. Nearby you'l...

    Read more +
    Hotel Giorgione
    Hotel Giorgione

    This charming hotel is located in the Cannaregio district in central Venice. Guests enjoy a private courtyard, pool, and billiards area. Nearby, you’l...

    Read more +
    Park Hotel Suisse
    Park Hotel Suisse

    This modern hotel is located in Santa Margherita Ligure on the Italian Riviera. Guests enjoy the outdoor pool, bar, and bicycle rentals. Nearby you'll...

    Read more +
    Hotel Diplomat
    Hotel Diplomat

    This charming hotel is located near the Santa Maria Novella train station in Florence. Guests enjoy free Wi-Fi and a restaurant. Nearby, you’ll find t...

    Read more +
    UNAWAY Hotel Empire Roma
    UNAWAY Hotel Empire Roma

    This historic hotel is located in the heart of Rome. Guests enjoy the architectural features from the original noble Venetian family, piano bar, and o...

    Read more +
    Grand Hotel Cesare Augusto
    Grand Hotel Cesare Augusto

    This cozy hotel is located in Sorrento’s city center. Guests enjoy an outdoor pool, bar, and free Wi-Fi. Nearby, you’ll find Piazza Tasso, Marameo Bea...

    Read more +
    Excelsior Palace Hotel Taormina
    Excelsior Palace Hotel Taormina

    This historic hotel is located in the city center. Guests enjoy an outdoor swimming pool, sun deck, and restaurant. Nearby, you’ll find Corso Umberto,...

    Read more +


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    • Options for arriving early, staying longer, or requesting an upgrade
    • Flexible rebooking options if your tour itinerary changes
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