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Italy By Rail - A Flexible Holiday

9 days

Now with Private Transfers + More Time in Rome and Florence

Overall Rating
based on 15 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.

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 Highlights: 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.

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. If you wish, additional sightseeing can also be arranged.

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.

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. 

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.

We also Offer these Special Excursions to Enhance Your 4-day Stay in Florence

Chianti with Wine Tasting and Lunch: In the pastoral heart of Tuscany, Chianti is a region famed as much for its robust wines as for its rural charms, beauty and fine culinary traditions. Departing from your hotel in Florence around 8:30 this morning, this full-day excursion for never more than 8 guests begins with a scenic drive to Greve After some free time to experience the charms of this medieval town on your own, we’ll take you to a nearby estate where you’ll tour its vineyards and cellars. Enjoy a tasting of their fine wines and a lunch of Tuscan specialties. Enjoy an after-lunch stroll in the charming hamlet of Montefioralle and visit the medieval abbey at Badia a Passignano before returning to your hotel in Florence.
 
8 hours • $165 per person • Offered Sun, Mon, Wed, Thu, and Fri • Guaranteed for 2 guests • Apr 1 to Nov 15
 
Siena and San Gimignano with Wine Tasting + Lunch: Designed for an intimate group of never more than 8 guests, this full-day excursion begins with a morning pick-up from your hotel in Florence. Leaving the city behind, you’ll travel into the Tuscan countryside with its vistas of vineyards, olive groves and medieval hamlets. Arriving in Siena, you’ll enjoy a walking tour along its medieval streets as your expert resident guide shares colorful stories and historic insights. Behold the beautiful Piazza del Campo and tour the Siena Cathedral. From Siena, you’ll continue to a family-run vineyard estate for lunch and a tasting of their fine vintages. Before returning to your hotel in Florence, you’ll stop in San Gimignano where you’ll have free time to explore this UNESCO World Heritage Site at our own pace.
 
9 hours • $280 per person • Offered Sun, Tue, Thu and Fri • Guaranteed for 2 guests • Year-round
 
Privately Guided Tour to Pisa: Departing from your hotel with your personal car and driver, enjoy the scenic journey to Pisa where you’ll explore the Piazza dei Miracoli, recognized as one of Europe’s finest ensembles of medieval architecture. Accompanied by your own private guide, you’ll tour the Cathedral, a Romanesque masterpiece that was begun in 1093, and also visit the Baptistery – a unique circular building that was started in 1153 in Romanesque style and finished 200 years later in Gothic style. Of course, you’ll have time to capture plenty of photographs of the world-famous Leaning Tower before returning to Florence.
 
4.5 hours • $325 per person • Offered daily • Guaranteed for 2 guests • Year-round

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
 
Twilight Gondola Serenade: Experience the magic of Venice as the sun dips toward the horizon and deepening shadows fall across Venice’s glorious medieval architecture. Accompanied by music and song, your 30-minute Gondola cruise takes you on a romantic promenade along the city’s most picturesque canals and waterways.
 
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. 

We also Offer these Special Excursions to Enhance Your Time in Venice

Private Excursion to Murano and Burano: We’ve chartered a private boat with an experienced skipper so you can explore two of Venice’s most enchanting islands. With your own personal guide, step ashore on Murano, famous throughout the world for its exquisite glass. On Burano, delight in the island’s colorfully painted residences and learn about the extraordinary lace-making skill of its residents.
 
4 hours • $330 • Offered daily • Guaranteed for 2 guests Year-round
 
Private Walking Tour with Art + Wine: Join your personal 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) where you’ll join city residents for a glass of wine and some appetizers, a favorite pre-dinner tradition here in Venice.
 
2 hours • $160 • Offered daily • Guaranteed for 2 guests Year-round

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 $999

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 $1,000 per couple | $500 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

Occupancy

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    2020
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    2020
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    2020
  • Jul

    2020
  • Aug

    2020
  • Oct

    2020
  • Nov

    2020
  • Dec

    2020
  • Jan

    2021
  • Feb

    2021
  • Mar

    2021
  • Apr

    2021
Date RangeFromAvailabilityDeparture Note
05 January 2020 - 12 February 2020$2,499Available
AccommodationPriceAvailability
First Class$2,499Available
Deluxe$3,099Available
Luxury$3,699Available
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13 February 2020 - 29 February 2020$2,499Available
AccommodationPriceAvailability
First Class$2,499Available
Deluxe$3,099Available
Luxury$3,899Available
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01 March 2020 - 22 March 2020$2,699Available
AccommodationPriceAvailability
First Class$2,699Available
Deluxe$3,099Available
Luxury$3,899Available
Call for Details PhoneRequest a Quote Booking
23 March 2020 - 27 March 2020$2,699Available
AccommodationPriceAvailability
First Class$2,699Available
Deluxe$3,899Available
Luxury$3,899Available
Call for Details PhoneRequest a Quote Booking
28 March 2020 - 28 March 2020$2,699Available
AccommodationPriceAvailability
First Class$2,699Available
Deluxe$3,899Available
Luxury$4,799Available
Call for Details PhoneRequest a Quote Booking
29 March 2020 - 05 May 2020$3,199Available
AccommodationPriceAvailability
First Class$3,199Available
Deluxe$3,899Available
Luxury$4,799Available
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06 May 2020 - 30 June 2020$3,199Available
AccommodationPriceAvailability
First Class$3,199Available
Deluxe$3,899Available
Luxury$4,999Available
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01 July 2020 - 14 July 2020$2,899Available
AccommodationPriceAvailability
First Class$2,899Available
Deluxe$3,899Available
Luxury$4,999Available
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15 July 2020 - 23 August 2020$2,899Available
AccommodationPriceAvailability
First Class$2,899Available
Deluxe$3,499Available
Luxury$4,299Available
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24 August 2020 - 27 August 2020$2,899Available
AccommodationPriceAvailability
First Class$2,899Available
Deluxe$3,899Available
Luxury$4,299Available
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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
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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
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01 November 2020 - 16 November 2020$2,599Available
AccommodationPriceAvailability
First Class$2,599Available
Deluxe$3,199Available
Luxury$3,599Available
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17 November 2020 - 19 December 2020$2,599Available
AccommodationPriceAvailability
First Class$2,599Available
Deluxe$3,199Available
Luxury$3,599Available
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20 December 2020 - 22 December 2020$2,599Available
AccommodationPriceAvailability
First Class$2,599Available
Deluxe$3,899Available
Luxury$3,599Available
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23 December 2020 - 31 December 2020$3,099Available
AccommodationPriceAvailability
First Class$3,099Available
Deluxe$3,899Available
Luxury$4,699Available
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01 January 2021 - 01 January 2021$3,099Available
AccommodationPriceAvailability
First Class$3,099Available
Deluxe$3,899Available
Luxury$4,699Available
Call for Details PhoneRequest a Quote Booking
02 January 2021 - 08 February 2021$2,799Available
AccommodationPriceAvailability
First Class$2,799Available
Deluxe$3,199Available
Luxury$4,299Available
Call for Details PhoneRequest a Quote Booking
09 February 2021 - 24 February 2021$2,799Available
AccommodationPriceAvailability
First Class$2,799Available
Deluxe$3,499Available
Luxury$4,299Available
Call for Details PhoneRequest a Quote Booking
25 February 2021 - 28 February 2021$2,799Available
AccommodationPriceAvailability
First Class$2,799Available
Deluxe$3,499Available
Luxury$4,999Available
Call for Details PhoneRequest a Quote Booking
01 March 2021 - 14 March 2021$2,599Available
AccommodationPriceAvailability
First Class$2,599Available
Deluxe$3,499Available
Luxury$4,999Available
Call for Details PhoneRequest a Quote Booking
15 March 2021 - 03 April 2021$2,899Available
AccommodationPriceAvailability
First Class$2,899Available
Deluxe$3,499Available
Luxury$4,999Available
Call for Details PhoneRequest a Quote Booking
04 April 2021 - 30 April 2021$3,199Available
AccommodationPriceAvailability
First Class$3,199Available
Deluxe$3,499Available
Luxury$4,999Available
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 $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.

Free Companion Air or Save $500

Available for Economy Class travel when you pay in full at booking by Nov 30, 2019 for any 2020-2021 departure. If you prefer Economy Plus or Business Class, take $1,000 off your companion’s airfare. Solo travelers enjoy $500 savings on air! Applies to new bookings made between Oct 1 and Nov 30, 2019 and cannot be combined with our ongoing pay-in-full discount. Any airline charges for advance seat assignments are not included. Cancellation penalties and other requirements and conditions may apply.