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Save $1,000 per couple | $500 solo

Italy by Rail - A Privately Guided Holiday

9 days

Now with Private Transfers + More Time in Rome and Florence

Overall Rating
based on 16 Reviews

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Our Distinctive and Flexible A+R Style

  • Tailor your holiday with your choice of first class, deluxe or luxury hotels including breakfast… All have been handpicked for their terrific city-center locations and fine service; some are even set in historic landmarks that capture the heritage of these cities.
  • Pursue your own passions with our curated selection of sightseeing tours in each city – each with your own personal guide.
  • Sit back, relax and enjoy the beauty of the Italian countryside: High-speed Italo trains with reserved First Class seats promise comfort and more time to enjoy this trio of cities.
  • Chauffeured airport and rail station transfers are always included for your convenience!
  • With our signature flexibility, we can arrange additional privately-guided sightseeing tours, add extra nights in any city, do this trip in reverse, or extend your journey to more than 20 destinations throughout Italy!
 c Visit 3 UNESCO World Heritage Sites

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On arrival at the airport or rail station, you’ll be met and chauffeured to your choice of hotel in the heart of the Eternal City. The rest of this day is yours to get settled and explore as you wish.

Get a taste of the city!

Rome offers a wealth of ancient and historic sites to explore. Today you’ll have the opportunity to pursue your own personal interests and to tailor your stay in this captivating city. Just choose one of these included half-day tours and delight in the intimacy and thoughtful engagement of touring with your own personal guide!  Meals B
 
Half-Day Walking Tour: Enjoy this comfortably paced walk through the center of Rome as your personal guide shares history and insights into treasured landmarks like the Spanish Steps, Piazza Navona and Trevi Fountain. Of course, you’ll want to toss in a coin here at the city’s most famous fountain to ensure a return visit.
 
3 Hours • Offered Daily
 
Roman Forum + Colosseum by Private Car: Starting from your hotel in a privately chauffeured vehicle, you’ll depart for an in-depth tour of the Roman Forum and Colosseum. Explore these two iconic landmarks, as your personal guide shares some fascinating historical facts and stories that will bring to life the glories of Ancient Rome.
 
3 Hours • Offered Daily
 
Vatican Museums + St. Peter’s Basilica: Starting from your hotel in a privately chauffeured vehicle, this half-day tour begins with one of the most important museums in the world, home to a fabulous collection of art, antiquities and, of course, the Sistine Chapel. As your guide shares history and insight, you’ll also tour St. Peter’s Basilica where there is much to admire including, of course, one of Michelangelo’s most famous works, the Pietà. This tour ends here at St. Peter’s.
 
4 Hours • Offered Daily except Sunday
 
You can also purchase any of these tours in advance for additional sightseeing to enhance your time in Rome. CLICK HERE for a complete list of our Privately Guided Sightseeing Tours.

This day is at leisure to relax, enjoy and explore as you wish. The heart-of-it-all locations of our hotels make it easy to step out and experience Rome at your own pace. Meals B

If you prefer guided touring, we offer a wide variety of additional privately guided sightseeing tours to complement your stay here in Rome. CLICK HERE for a complete list of our sightseeing tours in the Eternal City.

 

We’ll chauffeur you to the station today to board the high-speed Italo train. Sit back and enjoy reserved First-Class seats as you travel in comfort to Florence, the city of the Medici’s and home of the Italian Renaissance. On arrival, you’ll be met and escorted by private car to your choice of hotel, carefully selected for a warm welcome, air-conditioned comfort - and a terrific location close to the city’s best known landmarks, shopping and dining.  Meals B

The city’s extraordinary legacy of art, architecture and culture has blessed Florence with a wealth of impressive sites to discover. Today, you can customize your vacation with the included privately guided sightseeing tour of your choice. Meals B
 
Walking Tour + Accademia: Departing from your hotel with your personal guide, you’ll discover the city’s greatest highlights including the Duomo with its spectacular cupola designed by Brunelleschi; Giotto’s Bell Tower, one of the city’s most impressive Gothic landmarks; and the Baptistry with its famous gilded bronze doors. Arriving at the Accademia, one of the world’s finest art museums, enjoy a narrated tour of its most important masterpieces including, of course, Michelangelo’s David.  
 
3 Hours • Offered Daily except Sunday and Monday
 
Walking Tour + Uffizi Gallery:  Set out from your hotel with your personal guide to explore some of the city’s most important landmarks including the Duomo with its spectacular cupola designed by Brunelleschi; Giotto’s Bell Tower, one of the city’s most impressive Gothic landmarks; and the Baptistry with its famous gilded bronze doors. Arriving at the Uffizi, your guide will share historic insights and colorful stories about the wondrous Renaissance masterpieces you’ll see on display here in the gallery - including works by Botticelli, Giotto, Michelangelo, and da Vinci.
 
3 Hours • Offered Daily except Sunday and Monday
 
Chianti with Wine Tasting + Lunch:  In the pastoral heart of Tuscany, Chianti is a region famed as much for its robust wines as for its picturesque villages, rural charms and natural beauty. Departing Florence this morning in your private vehicle, you’ll enjoy the scenic drive into the countryside to tour the town of Greve in the heart of Chianti. After stopping to explore another of the region’s picturesque medieval villages, you’ll tour a local wine and olive estate – tasting five of their fine vintages accompanied by Bruschetta and cured meats.
 
4.5 Hours • Offered Daily except Sunday
 
You can also purchase any of these tours in advance for additional sightseeing to enhance your time in Florence. CLICK HERE for a complete list of our Privately Guided Sightseeing Tours.

With a convenient city-center location, it’s easy to step out from your hotel today to explore more of Florence at your own pace.  Meals B

If you prefer additional privately guided touring, we offer a wide variety of excursions in and around Florence… Here in the city, into the Tuscan countryside, and even to the enchanting Mediterranean coastal towns of Cinque Terre. CLICK HERE to see all of our Privately Guided Tours.

After breakfast, our car and driver will take you to the rail station. Sit back and enjoy your reserved First-Class seat aboard the high-speed Italo train. On arrival in Venice, you’ll be warmly greeted and escorted to the hotel of your choice, handpicked to enhance your stay in this magical city.  Meals B

Tailor your day by choosing one of these included excursions - and discover the magic of Venice with your own personal guide.  Meals B
 
Walking Tour + Doges Palace:  Behold the iconic landmarks that grace St. Mark’s Square as your personal guide shares colorful stories about their history and the city of Venice. Continuing to the resplendent Doge’s Palace, you’ll enter within for a privately guided tour – highlighted by the works of famous Italian artists like Titian and Tiepolo.  After visiting the infamous prisons, connected to the Palace by the Bridge of Sighs, continue your guided stroll along the charming streets, alleyways and canals of the city until you reach the Rialto Bridge. Spending some time in this area, one of the oldest parts of the city and home to the famous Rialto Markets, will offer insight into both modern-day life as well as what the city was like centuries ago.
 
4 Hours • Offered Daily except Sunday
 
Private Gondola Ride:  Departing from the Bacino Orseolo Gondola Station, this delightful excursion in your own private gondola with an experienced Venetian gondolier is the best way to take in the magic and romance of the city. Gliding along the city’s fabled canals and waterways offers a unique perspective on Venice’s astounding architectural wealth.
 
30 Minutes • Offered Daily except Sunday
 
Private Walking Tour with Art + Wine: Join your engaging guide for an illuminating late afternoon walk through the evocative streets and alleyways that lead to and from the Rialto Bridge – it’s one of Venice’s most interesting areas to explore! Then visit the Frari Church, built over the course of a century starting in 1340. Inside, you’ll discover glorious masterpieces by Venetian artists like Titian and Canova. As you continue through the San Polo and San Bartolomeo districts, you’ll stop in two bàcari (Venetian wine bars) to join city residents for a glass of wine and some appetizers, a favorite pre-dinner tradition here in Venice.
 
2 Hours • Offered Daily except Sunday
 
You can also purchase any of these tours in advance for additional sightseeing to enrich your stay in Venice. CLICK HERE for a complete list of our Privately Guided Sightseeing Tours.
 

Day
9

Arrivederci, Italia!

After breakfast, our private car and driver will take you to the airport or rail station for your onward journey. If you wish to explore more of Italy, you can add extra nights here in Venice or let our experts assist you with extensions all across Italy. We can arrange your transportation, wonderful hotels, meals, and sightseeing.  Meals B

Extend Your Trip

Include Pompeii + Sorrento in your Journey by Rail

4 days from $1,099

Our program includes First Class rail between Rome and Naples, 3 nights hotel accommodation in Sorrento with arrival and departure transfers, daily buffet breakfast and a privately guided tour of ancient Pompeii. You can extend your stay and add any features you wish.

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Day
1

Naples to Sorrento

You’ll be warmly greeted upon arrival at the airport or rail station in Naples. Then setting out in your own chauffeured car, you’ll skirt the Bay of Naples traveling southeast to Pompeii. Two thousand years ago, Pompeii was a thriving port and sophisticated Roman city with an estimated population of more than 10,000 residents. But in the year 79 AD, a cataclysmic eruption buried the city and thousands of its inhabitants under 13 to 20 feet of volcanic ash. These ruins were first discovered in the late 1500’s, but systematic excavation did not begin until 1738. Today, the vast archaeological site at Pompeii is recognized by UNESCO as a World Heritage Site; indeed, it’s remarkably preserved villas, frescoes, baths and other public buildings offer an almost you-are-there look into the life and culture of ancient Rome! With your own private guide, your tour of Pompeii will be enhanced by historical narratives and gripping stories that bring the ancient city and its long-ago inhabitants to life.

After sightseeing, continue your journey around the Bay of Naples to Sorrento, a picturesque coastal resort set on the southern shores with spectacular views of Mt. Vesuvius and the Bay. Check in to the Hotel La Favorita in the heart of town and enjoy the rest of this day to relax or explore the town at your own pace.

Note: If you have a late arrival into Naples, we can take you directly to your hotel in Sorrento today. Then you can enjoy your tour of Pompeii on Day 4 en route back to Naples.

Day
2

At your leisure in Sorrento

Sorrento has long been popular with travelers on holiday! But despite its continued appeal over the centuries, it retains all the charms of a classic Mediterranean town. With its cobblestone streets, graceful plazas, handsome villas and enchanting gardens, it’s the perfect friendly sort of town to explore at your own pace. There are wonderful cafes and restaurants to try and many shops, galleries and boutiques to explore. And when you’re not out experiencing Sorrento’s myriad charms, you may wish to take a few moments to relax by your hotel’s pool and take in the stunning views of the Bay of Naples. Meals B

Day
3

A Second Free Day

This entire day is yours to relax and do as you please. There are wonderful cafes and restaurants to try and many shops, galleries and boutiques to explore at your own pace. If you prefer additional guided sightseeing, we offer a variety of optional excursions including the Isle of Capri and a tour to the enchanting coastal resorts of Positano, Amalfi and Ravello.  Meals B

Day
4

Back to Naples

After breakfast, your car and driver will take you to the rail station in Naples to board the Italo Train. Enjoy your included First Class seat for the journey to Rome.  Meals B

MapSearch

We Can Add Destinations Across Italy  

Alberobello + Amalfi + Assissi
Bellagio + Bologna + Capri + Catania
Cinque Terre + Genoa + Lake Como
La Spezia + Ligure + Lucca + Milan
Naples + Palermo + Parma + Perugia
Pisa + Portofino + Portovenere
Positano + Santa Margherita + Siena
Siracusa + Sorrento + Taormina

More Personal Space
+ Our Extra Care in Italy
 

  • Your own chauffeured vehicle for transfers and privately guided sightseeing excursions
  • High-touch surfaces on all vehicles sanitized frequently throughout the day
  • Dine at small, properly distanced tables, avoiding crowded large-capacity restaurants
  • Guides and staff will wear face masks when in close proximity to guests
  • Face coverings and sanitizer always available complimentary for our guests
>> Click Here to read all that we are doing so you can travel with More Space + Extra Care

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Date RangeFromAvailabilityDeparture Note
03 January 2021 - 06 January 2021$3,099Available
AccommodationPriceAvailability
First Class$3,099Available
Deluxe$3,699Available
Luxury$4,299Available
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07 January 2021 - 26 February 2021$3,099Available
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First Class$3,099Available
Deluxe$3,699Available
Luxury$3,799Available
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27 February 2021 - 11 March 2021$3,099Available
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First Class$3,099Available
Deluxe$3,699Available
Luxury$4,099Available
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12 March 2021 - 12 March 2021$3,099Available
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First Class$3,099Available
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Luxury$4,099Available
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13 March 2021 - 19 March 2021$3,499Available
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20 March 2021 - 21 March 2021$3,499Available
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Luxury$4,899Available
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22 March 2021 - 25 April 2021$3,499Available
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First Class$3,499Available
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Luxury$4,899Available
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26 April 2021 - 29 April 2021$3,699Available
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First Class$3,699Available
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Luxury$4,899Available
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30 April 2021 - 07 May 2021$3,699Available
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First Class$3,699Available
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Luxury$4,899Available
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08 May 2021 - 28 June 2021$3,699Available
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First Class$3,699Available
Deluxe$4,299Available
Luxury$5,099Available
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29 June 2021 - 30 June 2021$3,699Available
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First Class$3,699Available
Deluxe$3,999Available
Luxury$5,099Available
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01 July 2021 - 30 July 2021$3,199Available
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First Class$3,199Available
Deluxe$3,999Available
Luxury$5,099Available
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31 July 2021 - 20 August 2021$3,199Available
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First Class$3,199Available
Deluxe$3,999Available
Luxury$4,399Available
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21 August 2021 - 28 August 2021$3,199Available
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First Class$3,199Available
Deluxe$3,999Available
Luxury$5,099Available
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29 August 2021 - 31 August 2021$3,599Available
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First Class$3,599Available
Deluxe$3,999Available
Luxury$5,099Available
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01 September 2021 - 17 October 2021$3,599Available
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Deluxe$4,299Available
Luxury$5,099Available
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18 October 2021 - 21 October 2021$3,599Available
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Luxury$4,899Available
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22 October 2021 - 30 October 2021$3,599Available
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Luxury$4,899Available
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31 October 2021 - 15 November 2021$2,999Available
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Luxury$4,899Available
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16 November 2021 - 30 November 2021$2,999Available
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First Class$2,999Available
Deluxe$3,999Available
Luxury$4,199Available
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01 December 2021 - 17 December 2021$2,999Available
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First Class$2,999Available
Deluxe$3,599Available
Luxury$4,199Available
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18 December 2021 - 21 December 2021$2,999Available
AccommodationPriceAvailability
First Class$2,999Available
Deluxe$4,199Available
Luxury$4,199Available
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22 December 2021 - 22 December 2021$3,599Available
AccommodationPriceAvailability
First Class$3,599Available
Deluxe$4,199Available
Luxury$4,199Available
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23 December 2021 - 31 December 2021$3,599Available
AccommodationPriceAvailability
First Class$3,599Available
Deluxe$4,199Available
Luxury$4,899Available
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01 January 2022 - 01 January 2022$3,599Available
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First Class$3,599Available
Deluxe$4,199Available
Luxury$4,899Available
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02 January 2022 - 05 January 2022$3,099Available
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First Class$3,099Available
Deluxe$3,599Available
Luxury$4,899Available
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06 January 2022 - 28 February 2022$3,099Available
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First Class$3,099Available
Deluxe$3,599Available
Luxury$3,899Available
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01 March 2022 - 12 March 2022$3,099Available
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First Class$3,099Available
Deluxe$3,599Available
Luxury$4,299Available
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13 March 2022 - 19 March 2022$3,299Available
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First Class$3,299Available
Deluxe$3,599Available
Luxury$4,299Available
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20 March 2022 - 21 March 2022$3,299Available
AccommodationPriceAvailability
First Class$3,299Available
Deluxe$3,599Available
Luxury$4,999Available
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22 March 2022 - 26 March 2022$3,299Available
AccommodationPriceAvailability
First Class$3,299Available
Deluxe$4,199Available
Luxury$4,999Available
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27 March 2022 - 05 May 2022$3,599Available
AccommodationPriceAvailability
First Class$3,599Available
Deluxe$4,199Available
Luxury$4,999Available
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06 May 2022 - 30 June 2022$3,599Available
AccommodationPriceAvailability
First Class$3,599Available
Deluxe$4,199Available
Luxury$5,199Available
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01 July 2022 - 22 July 2022$3,399Available
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First Class$3,399Available
Deluxe$4,199Available
Luxury$5,199Available
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23 July 2022 - 23 August 2022$3,399Available
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First Class$3,399Available
Deluxe$4,199Available
Luxury$4,599Available
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24 August 2022 - 31 August 2022$3,399Available
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First Class$3,399Available
Deluxe$4,199Available
Luxury$5,199Available
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01 September 2022 - 01 September 2022$3,799Available
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First Class$3,799Available
Deluxe$4,199Available
Luxury$5,199Available
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02 September 2022 - 11 October 2022$3,799Available
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First Class$3,799Available
Deluxe$4,399Available
Luxury$5,199Available
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12 October 2022 - 31 October 2022$3,599Available
AccommodationPriceAvailability
First Class$3,599Available
Deluxe$4,399Available
Luxury$5,199Available
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01 November 2022 - 15 December 2022$3,199Available
AccommodationPriceAvailability
First Class$3,199Available
Deluxe$3,699Available
Luxury$4,599Available
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16 December 2022 - 21 December 2022$3,199Available
AccommodationPriceAvailability
First Class$3,199Available
Deluxe$4,299Available
Luxury$4,599Available
Call for Details PhoneRequest a Quote Booking
22 December 2022 - 22 December 2022$3,699Available
AccommodationPriceAvailability
First Class$3,699Available
Deluxe$4,299Available
Luxury$4,599Available
Call for Details PhoneRequest a Quote Booking
23 December 2022 - 31 December 2022$3,699Available
AccommodationPriceAvailability
First Class$3,699Available
Deluxe$4,299Available
Luxury$4,999Available
Call for Details PhoneRequest a Quote Booking
01 January 2023 - 01 January 2023$3,699Available
AccommodationPriceAvailability
First Class$3,699Available
Deluxe$4,299Available
Luxury$4,999Available
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02 January 2023 - 04 January 2023$3,099Available
AccommodationPriceAvailability
First Class$3,099Available
Deluxe$3,699Available
Luxury$4,999Available
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05 January 2023 - 31 January 2023$3,099Available
AccommodationPriceAvailability
First Class$3,099Available
Deluxe$3,699Available
Luxury$3,999Available
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01 February 2023 - 28 February 2023$3,099Available
AccommodationPriceAvailability
First Class$3,099Available
Deluxe$3,899Available
Luxury$3,999Available
Call for Details PhoneRequest a Quote Booking
01 March 2023 - 11 March 2023$3,099Available
AccommodationPriceAvailability
First Class$3,099Available
Deluxe$3,899Available
Luxury$4,899Available
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12 March 2023 - 21 March 2023$3,699Available
AccommodationPriceAvailability
First Class$3,699Available
Deluxe$3,899Available
Luxury$4,899Available
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Family + Friends

Travel is one of  life's most rewarding experiences, perhaps even more so when it's shared with those you love! Combine our limited-time pay-in-full discount with our Family & Friends offers and save even more:
  • Save $50 more per person when 3 guests go
  • Save $100 more per person with 4 people
  • Save $150 more per person with 5 people
  • Save $200 more per person with 6 or more people!

Pay-In-Full

Save $1,000 per couple + $500 solo on all of our Small Group, Small Ship and Private Journeys when you pay-in-full at time of booking.

Get Ready for These Inspiring Experiences

These videos, articles and podcasts will illuminate the intimate experiences that await you on our flexible Italian holiday. Drawn from respected independent sources, we’ve curated this multi-media collection to ignite your imagination. Inspiring as they are now on your screen, these sights and stories will truly come to life when you explore this trio of cities with our engaging native-born guides.

Our A+R Library