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Italy Grand adventure of Italian cities

  • Highlights
Experience the best of Italy on this two-week tour filled with historical monuments, Renaissance artwork and a patchwork of olive groves and vineyards. Visit Rome, Naples and the Pompeii ruins before moving on to the hills of Tuscany, canals of Venice and exclusive boutique shops of Milan.
Tour itinerary includes
  • City
  • Countryside
  • Sightseeing
  • Local culture
    Local culture
  • Food and drink
    Food and drink

Customizable tour itinerary

This tour idea is fully customizable

This itinerary has been crafted by our Local Agency with one idea in mind: to inspire you. Every element can be adapted to your needs and your interests, from duration to accommodation and activities.

Day 1: Arrival in Rome

Adventure awaits! 

• A private driver will pick you up from Rome Airport and take you to your hotel in the city
• Meet with your guide this afternoon for an in-depth walking tour of the city
• Visit the Trevi Fountain, the Pantheon, Piazza Navona and other must-see sites of Rome


Day 2: Historical Monuments in Rome

Revisit ancient history

• Take a guided tour of the Colosseum⁠—the most important Roman amphitheatre in the world
• Wander through the Roman Forum's maze of ruins and Palatine Hill
• Visit the Vatican Museums, the Sistine Chapel and the Basilica of San Pietro


Day 3: Discover ​Southern Italy

Southbound to Pompeii

• Depart your hotel this morning aboard a comfortable bus headed for Naples  
• Soak up the scenery along your journey, catching your first glimpse of the Tyrrhenian Sea
• Enjoy a traditional Italian lunch on us before a guided tour of the Pompeii ruins    

Naples, Pompeii

Day 4: Famous Borghese Gallery

Witness some of the world's finest artwork

• Saunter through the halls of the stunning Borghese Gallery and admire the masterpieces it houses
•  Marvel at works by iconic names like Raphael, Bernini, Caravaggio, Titian, Rubens and more
• Discover the Borghese Villa gardens, built upon a former vineyard

Pompeii, Rome, Florence

Day 5: Charming Florence

Renaissance wonders

• Enjoy a panoramic bus tour of Fiesole, a scenic Roman village with views over Florence
• Stop by Michelangelo Square to soak up a panorama of the city
• Visit unmissable monuments such as the Piazza Della Signoria and the Basilica of Santa Croce


Day 6: Tuscany and its Surroundings

Countryside villages and iconic sites

• Visit Pisa for a photo op with its Leaning Tower
• Next up is picturesque San Gimignano with its 13thC walls and Medieval towers
• Wrap up the day with a guided tour of the beautiful city of Siena

Florence, Pisa, San Gimignano, Siena, Tuscany

Day 7: The ​Region of Umbria

Vineyards and olive groves

• Start with a visit to the hilltop town of Cortona (where Under the Tuscan Sun was filmed!)
• Onward to Assisi, the birthplace of Saint Francis and an impressive pilgrimage site
•Last stop is Perugia, an ancient city of Etruscan origins (and home of delicious Baci chocolate!)

Florence, Umbria, Cortona, Assisi, Perugia

Day 8: To Venice By Train

Float through the city

• Upon arrival in Venice, a water-taxi will take you to your hotel in the historic centre 
• Check in to your hotel and enjoy free time for lunch⁠—we'll fill you in on our favourite spots! 
• After a walking tour, relax with a private gondola ride down the Gran Canal

Florence, Venice

Day 9: Top Sights of Venice

From famous palaces to colorful villages

• Take a private walking tour of the Doge’s Palace
   and St. Mark’s Basilica  
• Enjoy skip-the-line entry to both monuments, accompanied by an official local guide
• Embark on a group excursion to the delightful islands of the Venetian Lagoon: Murano, Burano and Torcello 


Day 10: Sophisticated Milan

The birthplace of Italian design

• Take a water-taxi to S.Lucia train station then catch the high-speed train to Milan
• Enjoy free time for lunch before a private-guided walking tour of the city center
• Included is a visit of the Last Supper, Leonardo da Vinci's masterpiece

Venice, Milan

Day 11: Monterosso Sul Mare by Boat

A taste of the Cinque Terre

• Head by bus to the town of La Spezia on the Gulf of Poets
• Explore the beautiful village of Porto Venere, a UNESCO World Heritage Site 
• Discover Vernazza, a picturesque medieval village that dates back to the 1stC AD 


Day 12: Cruising Lake Como

Beautiful scenes at every turn

• Visit the charming village of Como and explore its historical centre
• Discover its most important monuments, like the impressive Villa Olmo and the ancient Basilica
• After lunch, set sail aboard a boat for a cruise on Lake Como 

Lake Como, Milan

Day 13: ​A Full Day of Shopping

A little indulgence

• Depart from Milan aboard a luxury bus to the McArthurGlen Serravalle Designer Outlet
• Peruse dozens of shops selling clothing by Italy's top designers
• Return to Milan in the afternoon for time at leisure


Day 14: Your Last Day

Farewell, friend!

• Enjoy breakfast at the hotel before your onward travels. Arrivederci!


Rome Naples Pompeii Florence Pisa San Gimignano Siena Tuscany Umbria Cortona Assisi Perugia Venice Milan Lake Como

Price details

This tour idea is fully customizable

The price reflects this specific itinerary and is designed to give you an idea of the budget required for this destination. Throughout the trip-planning process, our local agency will tailor your itinerary around your budget.

For 2 Adults
Season Price Per Adult
Prices Starting From
January 2020 to December 2020 $3,310

Included in price:

  • 4* accommodation for 3 nights in Rome, 4 nights in Florence , 2 nights in Venice and 4 nights in Milan
  • Transfer from airport to Hotel; private tour of the Main Squares of Rome on day 1
  • Full-day group tour of Vatican and Colosseum on day 2
  • Full-day group tour from Rome of Naples and Pompeii on day 3
  • Private tour of Borghese Gallery; high speed train from Rome to Florence on day 4
  • Full-day group tour of Florence, with Uffizi Gallery and Accademia Gallery on day 5
  • Full-day semi-private tour of Siena, Pisa and San Gimignano on day 6
  • Tour of the Perugia region, with visit to Assisi and Cortona on day 7
  • High-speed train from Florence to Venice; transfer by water-taxi from the Venice train station to hotel, and private walking tour of Venice with Gondola Ride on day 8
  • Private walking tour of Doge’s Palace and St. Mark’s Basilica, boat group tour of Venice Islands on day 9
  • Transfer by water-taxi from hotel to Venice train station; high-speed train from Venice to Milan, and private walking tour of the centre of Milan and the Last Supper on day 10
  • Day trip to the Cinque Terre from Milan on day 11
  • Day Trip to Lake Como from Milan and mini-cruise on day 12
  • Shopping tour of Serravalle Outlet from Milan on day 13
  • Transfer from hotel to airport on day 14
  • Lunch on days 2, 3 and 5
  • Tickets included for: Vatican Museums and Sistine Chapel; Colosseum, Roman Forum and Palatine Hill; Pompeii archeological site; Borghese Gallery; Uffizi Gallery and Accademia Gallery; Doge’s Palace and St. Mark’s Basilica and Last Supper

Not included in price:

  • All items not specifically stated in “Price includes”
  • Trip cancellation insurance
  • Personal expenses
  • Flights
  • Unmentioned meals
  • Options and extensions
  • Visa fees
  • Airport fees (if there are any)
  • Additional insurance
Book your flights to Italy
International flights are not included in this trip. Thanks to our partnership with Option Way, you can take advantage of booking your flights directly with your local agent.
Check out the many benefits:
  • Competitive rates
  • All-inclusive prices with no hidden fees
  • Your local agent Enrico, in Italy, will inform you of any changes to your flights
For more information or to book your flights directly, head to our partner site.

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