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Save $600 per couple | $300 solo

Italy By Rail - A Flexible Holiday

9 days

Now with Private Transfers + More Time in Rome and Florence

Overall Rating
based on 16 Reviews

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Travel on your own in Italy

+ 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 wide selection of tours in each city – expertly guided excursions in the intimate company of never more than 8 guests. If you prefer, we can arrange private sightseeing with your own car and driver.
+ 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 unique flexibility, we can arrange privately-guided city tours, add extra nights, do this trip in reverse, or extend your journey to more than 20 destinations throughout Italy!

Visits 3 UNESCO World Heritage Sites c

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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:

Our Intimate, Expertly Guided Tours with Never More than 8 Travelers

Colosseum + Roman Forum: You’ll be picked up at your hotel in the afternoon and driven to the Colosseum to join your guide and an intimate group of English-speaking travelers. Standing in the largest amphitheater of the Roman era, it’s easy to imagine the roar of the 70,000 spectators who filled the stadium on opening day 2,000 years ago. Then explore the extensive ruins of the Roman Forum, the heart of the once-glorious Empire – a thriving district filled with temples, basilicas, government buildings and bustling public spaces.
 
Ends at Forum • 3 hours • Offered Sun, Mon, Wed and Fri • Guaranteed for 2 guests • Apr 1 to Nov 15.
 
Vatican Museums with Skip-the-Line Access: Starting from your hotel this afternoon, you’ll be driven to the Vatican where your guide will lead your congenial group of 8 guests past the line and directly into the Museums, home to one of the world’s greatest collections of art and antiquity. Ascend the beautiful Spiral Staircase and marvel at the Gallery of Tapestries. You’ll also visit the fascinating Gallery of Geographical Maps and, of course, the Sistine Chapel with its mesmerizing fresco of the Last Judgment by Michelangelo.
 
Ends at Museum • 3 hours • Mon, Tue, Thu, Fri and Sat • Guaranteed for 2 guests • Apr 1 to Nov 15.
 
Roman Squares and Fountains: Meet your guide at 9:00 this morning outside the Farmacia (Pharmacy) at the foot of the Spanish Steps and set out with your intimate group on this congenial walking tour. Throw a coin into the Trevi Fountain to ensure your return to Rome and then stroll along cobbled streets to the Piazza Venezia, with its impressive monument dedicated Vittorio Emanuele II, the first King of Italy. Then venture down evocative alleyways to reach the Piazza Farnese; virtually unchanged since the Middle Ages this corner of Rome promises an authentic experience of city life. This tour ends at Campo de’ Fiori, a handsome town square now home to a lively and colorful market – the perfect place to linger on your own after bidding farewell to your guide.
 
3 hours • Offered Sun, Mon, Thu, Fri and Sat • Guaranteed for 2 guests • Year-round
 
Roman Panorama: You’ll be picked up at your hotel this morning for a panoramic tour of the city. With only 8 guests, you’ll have plenty of opportunity to engage with your guide as you travel through the Eternal City to see landmarks like the Spanish Steps and Piazza del Popolo, home to some of the city’s most glorious churches. You’ll also discover Piazza Navona, one of the most beautiful Roman squares, and see the ancient Pantheon. At the Trevi Fountain, be sure to throw in a coin as countless others have done before you! Then ascend Gianicolo Hill for enchanting views of the city before returning to your hotel.
 
3 hours • Offered daily • Guaranteed for 2 guests • Mar 1 to Nov 30
 
Rome by Night: Departing your hotel this evening, this panoramic sightseeing tour reveals all the magic and romance of the Eternal City – with illuminated landmarks and streets abuzz with local residents. Traveling comfortably with a congenial group of 8 other travelers, you’ll experience the nocturnal beauty of landmarks like the Spanish Steps, Piazza Navona, the Pantheon, and Tomb of the Unknown Soldier. Step off the coach at the Trevi Fountain where you can continue the tradition of throwing in a coin. Then ascend Gianicolo Hill for enchanting nighttime views of Rome before returning to your hotel.
 
2.5 hours • Offered daily • Guaranteed for 2 guests • Mar 1 to Nov 30
 
You can also purchase any of these tours in advance for additional sightseeing to enhance your time in Rome. Please let us know when you book if you prefer private touring with your own personal car, driver and guide – here in Rome or anywhere across Italy. CLICK HERE for a complete list of our sightseeing tours in Rome.

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. 

We also offer a wide variety of additional sightseeing to enhance your stay. Join a congenial group excursion with no more than 8 travelers or choose one of our privately guided tours. CLICK HERE for a complete list of our sightseeing tours in Rome.
 

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.

Enjoy our extended 3-night stay in Florence. See what awaits!

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 sightseeing of your choice:

Our Intimate, Expertly Guided Tours with Never More than 8 Travelers

Walking Tour + Accademia with Skip-the-Line Access: Meet your guide at 8:50 this morning outside the historic Café Rivoire Collini, centrally located in Piazza della Signoria at the corner of Via Vecchereccia. Discover the highlights of this handsome city square and continue your walking tour to the Piazza del Duomo where you’ll see the celebrated gilded bronze doors of the Baptistery, Brunelleschi’s spectacular cupola that crowns the Cathedral, and Giotto’s Bell Tower – one of the city’s greatest Gothic landmarks. Arriving at the Accademia, your expert guide will lead you past the lines and directly into the Museum, where your tour reveals Renaissance masterpieces like Michelangelo’s David.
 
Ends at the Accademia • 3 hours • Offered daily except Monday • Guaranteed for 2 guests • Apr 1 to Nov 15
 
Uffizi Gallery with Skip-the-Line Access: Meet your guide and fellow travelers at 4:00 this afternoon outside Café Rivoire Collini, centrally located in Piazza della Signoria at the corner of Via Vecchereccia. Then enjoy the short walk to the Uffizi Gallery where you’ll skip the line to enter this magnificent and historic landmark, built in the 16th century by the wealthy Medicis to celebrate their rising power. Once inside, your guided visit reveals some of the world’s greatest masterpieces including works by Botticelli, Michelangelo, da Vinci, Giotto and other Renaissance painters.
 
Ends at the Uffizi • 2 hours • Offered daily except Monday • Guaranteed for 2 guests • Apr 1 to Nov 15
 
A Taste of Florence: Designed for an intimate group of only 8 guests, this morning tour begins from Piazza San Giovanni in front of the Baptistery, where you’ll meet outside Bar Scudieri at 10:30. After coffee and a mouth-watering pastry, you’ll continue to the historic Mercato Centrale where city residents have long come to shop for seafood, meats and produce. With colorful stories and cultural insights from your guide, you’ll explore the market and sample local specialties like Fritto Toscano. Continuing through the historic heart of the city, you’ll pause to taste other Florentine favorites – both savory and sweet. Your tour ends near the Arno River at one of the city’s finest wine houses. Enjoy a glass of Chianti accompanied by cheese and cold cuts before bidding farewell to your guide.
 
3 hours • Offered Mon, Tue, Wed, Thu and Fri • Guaranteed for 2 guests • Apr 1 to Nov 15
 
You can also purchase any of these tours in advance for additional sightseeing to enhance your time in Florence. Please let us know when you book if you prefer private touring with your own personal car, driver and guide – here in Florence or anywhere across Italy.  CLICK HERE to see all of our Small Group and Privately Guided tours in and around Florence

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.

If you prefer guided touring, we offer a wide variety of excursions here in Florence, into the Tuscan countryside - and even to the enchanting Mediterranean coastal towns of Cinque Terre. CLICK HERE to see all of our Small Group and Privately Guided tours in and around Florence

After breakfast, our car and driver will take you to the 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 exploration of Venice to your own tastes and interests by choosing one of these included excursions:

Our Intimate, Expertly Guided Tours with Never More than 8 Travelers

Venice Walking Tour + Doge’s Palace: Meet your fellow travelers at 8:25 this morning in front of the historic Caffé Florian, centrally located in St. Mark’s Square. Then set out across Piazza San Marco as your expert guide shares colorful legends and fascinating historical facts about the many architectural landmarks that surround this grand and beautiful square. Your sightseeing ends with a guided tour of the Doge’s Palace, a masterpiece of Venetian Gothic architecture that’s also filled with masterpieces by great Italian artists from Titian to Tintoretto.
 
2.5 hours • Offered daily • Apr 1 to Nov 15
 
Tasting Tour of Venice: Focusing on some of the many bàcari (Venetian wine bars) that can be found near the Rialto Bridge, this tour begins at 6:00 pm in front of the clock tower of the conveniently located San Giacomo di Rialto Church. Setting out with your in-the-know resident guide, your congenial group of no more than 8 people will join Venetian residents for one of their favorite traditions – gathering with friends in a neighborhood bàcari to enjoy a glass of wine and some appetizers. As the evening progresses, you’ll visit 3 different establishments for a genuine and delightful taste of Venetian life. Enjoy two appetizers and a glass of wine at each bàcari visited.

1.5 hours • Offered Mon through Fri • Apr 1 to Nov 15

Gondola Experience: Delight in the magic of Venice on this intimate Small Group Experience that will take you gliding along the city’s fabled canals and waterways in a traditional Venetian Gondola. Choose either a morning or afternoon excursion and meet your fellow travelers in St. Mark’s Square before proceeding to the waterfront to board your Gondola.

1/2 hour • Offered Mon through Fri • Apr 1 to Nov 15
 
You can also purchase any of these tours in advance for additional sightseeing if you wish. Please let us know when you book if you prefer private touring with your own personal car, driver and guide – here in Venice or anywhere across Italy. 


For the balance of your time here, you can easily step out from our city-center hotels to experience more of Venice on your own. Or choose an additional excursion or two – from a 30-minute Gondola ride to a half-day guided excursion to the Venetian islands of Murano and Burano. CLICK HERE to see all of our Small Group and Private sightseeing tours in Venice

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 $1,199

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

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Now With the Best Value  

+ Private airport and rail station transfers whenever you come and go.
+ Extended 3-night stays in Rome and Florence at our fine city-center hotels.
+ All sightseeing tours now limited to 8 travelers. 
+ Save $600 per couple | $300 solo with our pay-in-full savings.  

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

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Date RangeFromAvailabilityDeparture Note
01 July 2020 - 14 July 2020$2,899Available
AccommodationPriceAvailability
First Class$2,899Available
Deluxe$3,899Available
Luxury$4,999Available
Call for Details PhoneRequest a Quote Booking
15 July 2020 - 23 August 2020$2,899Available
AccommodationPriceAvailability
First Class$2,899Available
Deluxe$3,499Available
Luxury$4,299Available
Call for Details PhoneRequest a Quote Booking
24 August 2020 - 27 August 2020$2,899Available
AccommodationPriceAvailability
First Class$2,899Available
Deluxe$3,899Available
Luxury$4,299Available
Call for Details PhoneRequest a Quote Booking
28 August 2020 - 30 August 2020$3,199Available
AccommodationPriceAvailability
First Class$3,199Available
Deluxe$3,899Available
Luxury$4,299Available
Call for Details PhoneRequest a Quote Booking
31 August 2020 - 12 October 2020$3,199Available
AccommodationPriceAvailability
First Class$3,199Available
Deluxe$3,899Available
Luxury$4,899Available
Call for Details PhoneRequest a Quote Booking
13 October 2020 - 14 October 2020$3,199Available
AccommodationPriceAvailability
First Class$3,199Available
Deluxe$3,899Available
Luxury$4,899Available
Call for Details PhoneRequest a Quote Booking
15 October 2020 - 27 October 2020$3,199Available
AccommodationPriceAvailability
First Class$3,199Available
Deluxe$3,699Available
Luxury$4,899Available
Call for Details PhoneRequest a Quote Booking
28 October 2020 - 30 October 2020$3,199Available
AccommodationPriceAvailability
First Class$3,199Available
Deluxe$3,699Available
Luxury$3,999Available
Call for Details PhoneRequest a Quote Booking
31 October 2020 - 31 October 2020$3,199Available
AccommodationPriceAvailability
First Class$3,199Available
Deluxe$3,199Available
Luxury$3,999Available
Call for Details PhoneRequest a Quote Booking
01 November 2020 - 15 November 2020$2,599Available
AccommodationPriceAvailability
First Class$2,599Available
Deluxe$3,199Available
Luxury$3,599Available
Call for Details PhoneRequest a Quote Booking
16 November 2020 - 19 December 2020$2,999Available*Privately guided sightseeing during this period
AccommodationPriceAvailability
First Class$2,999Available
Deluxe$3,899Available
Luxury$4,299Available
Call for Details PhoneRequest a Quote Booking
20 December 2020 - 22 December 2020$2,999Available*Privately guided sightseeing during this period
AccommodationPriceAvailability
First Class$2,999Available
Deluxe$4,299Available
Luxury$4,299Available
Call for Details PhoneRequest a Quote Booking
23 December 2020 - 23 December 2020$3,599Available*Privately guided sightseeing during this period
AccommodationPriceAvailability
First Class$3,599Available
Deluxe$4,299Available
Luxury$4,299Available
Call for Details PhoneRequest a Quote Booking
24 December 2020 - 31 December 2020$3,599Available*Privately guided sightseeing during this period
AccommodationPriceAvailability
First Class$3,599Available
Deluxe$4,299Available
Luxury$5,099Available
Call for Details PhoneRequest a Quote Booking
01 January 2021 - 01 January 2021$3,599Available*Privately guided sightseeing during this period
AccommodationPriceAvailability
First Class$3,599Available
Deluxe$3,899Available
Luxury$5,099Available
Call for Details PhoneRequest a Quote Booking
02 January 2021 - 02 January 2021$2,999Available*Privately guided sightseeing during this period
AccommodationPriceAvailability
First Class$2,999Available
Deluxe$3,899Available
Luxury$5,099Available
Call for Details PhoneRequest a Quote Booking
03 January 2021 - 06 February 2021$2,999Available*Privately guided sightseeing during this period
AccommodationPriceAvailability
First Class$2,999Available
Deluxe$3,899Available
Luxury$4,699Available
Call for Details PhoneRequest a Quote Booking
07 February 2021 - 07 February 2021$3,399Available*Privately guided sightseeing during this period
AccommodationPriceAvailability
First Class$3,399Available
Deluxe$3,899Available
Luxury$4,699Available
Call for Details PhoneRequest a Quote Booking
08 February 2021 - 23 February 2021$3,399Available*Privately guided sightseeing during this period
AccommodationPriceAvailability
First Class$3,399Available
Deluxe$3,899Available
Luxury$4,699Available
Call for Details PhoneRequest a Quote Booking
24 February 2021 - 28 February 2021$3,399Available*Privately guided sightseeing during this period
AccommodationPriceAvailability
First Class$3,399Available
Deluxe$3,899Available
Luxury$5,299Available
Call for Details PhoneRequest a Quote Booking
01 March 2021 - 20 March 2021$3,399Available*Privately guided sightseeing during this period
AccommodationPriceAvailability
First Class$3,399Available
Deluxe$4,299Available
Luxury$5,299Available
Call for Details PhoneRequest a Quote Booking
21 March 2021 - 31 March 2021$3,599Available*Privately guided sightseeing during this period
AccommodationPriceAvailability
First Class$3,599Available
Deluxe$4,299Available
Luxury$5,299Available
Call for Details PhoneRequest a Quote Booking

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 $600 per couple + $300 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