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Italy by Rail with Privately Guided Sightseeing (2026 Itinerary)
Whether its just the two of you, a group of friends, or your family, our Privately Guided Italian holiday can be tailored to your personal style: Choose from our fine city-center hotels in Rome, Florence and Venice and then pursue your own interests with a choice of included privately-guided sightseeing tours in each city. High-speed Italo trains with reserved First-Class seats and chauffeured transfers when you come and go promise carefree travel and more time to enjoy this trio of cities, including our extended 3-night stays in Rome and Florence.
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Additional Information
Day 1 - Benvenuto a Roma!
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.
Day 2 - Tailor Your Stay in Rome
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 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. This 3-hour tour is offered every day of the week. 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. This 3-hour tour is offered every day of the week. Vatican Museums: Starting from your hotel in a privately chauffeured vehicle, this halfday 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. The complex of buildings nowadays called Vatican Museums was actually built and used as the official residence of the Popes, whose rooms were decorated by the greatest artists of all times, like Raphael, Pinturicchio, Botticelli and Michelangelo. Your guide will lead you through a selection of masterpieces that culminates with the Sistine Chapel, where Michelangelo’s frescoed vault and Last Judgement have been leaving visitors in awe since their unveiling. This 3-hour tour is offered every day except Sunday.
Day 3 - Free Day in the Eternal City
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 experienceRomeat your own pace. Meals B
Day 4 - By First Class Rail through the Tuscan Countryside
We’ll chauffeur you to the station today to board the high-speedItalotrain. 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
Day 5 - Pursue Your Own Passions in Florence
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 + Academia: 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. This 3-hour tour is offered every day except 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. This 3-hour tour is offered every day except 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. This 4.5-hour tour is offered every day of the week.
Day 6 - Florence at Your Leisure
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
Day 7 - Scenic Rail Journey to Venice
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-speedItalotrain. 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
Day 8 - Personalize Your Stay in Venice
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. This 4-hour tour is offered every day of the week. 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. This 30-minute tour is offered every day of the week.
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 ofItaly, you can add extra nights here inVeniceor let our experts assist you with extensions all acrossItaly. We can arrange your transportation, wonderful hotels, meals, and sightseeing. Meals B
Departure Dates
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Start: January 2, 2026 End: January 10, 2026 Price: $5,999 pp | Land Only Price My Trip |
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Start: January 2, 2026 End: January 10, 2026 Price: $8,499 pp | Land Only Price My Trip |
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Start: January 2, 2026 End: January 10, 2026 Price: $7,599 pp | Land Only Price My Trip |
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Start: January 6, 2026 End: January 14, 2026 Price: $5,999 pp | Land Only Price My Trip |
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Start: January 6, 2026 End: January 14, 2026 Price: $8,499 pp | Land Only Price My Trip |
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Start: January 6, 2026 End: January 14, 2026 Price: $7,199 pp | Land Only Price My Trip |
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Start: January 24, 2026 End: February 1, 2026 Price: $6,199 pp | Land Only Price My Trip |
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Start: January 24, 2026 End: February 1, 2026 Price: $7,199 pp | Land Only Price My Trip |
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Start: January 24, 2026 End: February 1, 2026 Price: $8,499 pp | Land Only Price My Trip |
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Start: February 27, 2026 End: March 7, 2026 Price: $8,199 pp | Land Only Price My Trip |
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Start: February 27, 2026 End: March 7, 2026 Price: $9,399 pp | Land Only Price My Trip |
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Start: February 27, 2026 End: March 7, 2026 Price: $6,699 pp | Land Only Price My Trip |
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Start: April 1, 2026 End: April 9, 2026 Price: $7,199 pp | Land Only Price My Trip |
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Start: April 1, 2026 End: April 9, 2026 Price: $10,299 pp | Land Only Price My Trip |
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Start: April 1, 2026 End: April 9, 2026 Price: $9,699 pp | Land Only Price My Trip |
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Start: July 1, 2026 End: July 9, 2026 Price: $10,299 pp | Land Only Price My Trip |
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Start: July 1, 2026 End: July 9, 2026 Price: $6,599 pp | Land Only Price My Trip |
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Start: July 1, 2026 End: July 9, 2026 Price: $9,699 pp | Land Only Price My Trip |
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Start: July 16, 2026 End: July 24, 2026 Price: $6,599 pp | Land Only Price My Trip |
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Start: July 16, 2026 End: July 24, 2026 Price: $10,299 pp | Land Only Price My Trip |
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Start: July 16, 2026 End: July 24, 2026 Price: $8,799 pp | Land Only Price My Trip |
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Start: July 21, 2026 End: July 29, 2026 Price: $9,499 pp | Land Only Price My Trip |
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Start: July 21, 2026 End: July 29, 2026 Price: $8,799 pp | Land Only Price My Trip |
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Start: July 21, 2026 End: July 29, 2026 Price: $6,599 pp | Land Only Price My Trip |
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Start: August 29, 2026 End: September 6, 2026 Price: $6,999 pp | Land Only Price My Trip |
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Start: August 29, 2026 End: September 6, 2026 Price: $10,299 pp | Land Only Price My Trip |
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Start: August 29, 2026 End: September 6, 2026 Price: $9,699 pp | Land Only Price My Trip |
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Start: November 1, 2026 End: November 9, 2026 Price: $8,599 pp | Land Only Price My Trip |
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Start: November 1, 2026 End: November 9, 2026 Price: $6,099 pp | Land Only Price My Trip |
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Start: November 1, 2026 End: November 9, 2026 Price: $9,399 pp | Land Only Price My Trip |
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Start: November 13, 2026 End: November 21, 2026 Price: $7,399 pp | Land Only Price My Trip |
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Start: November 13, 2026 End: November 21, 2026 Price: $9,399 pp | Land Only Price My Trip |
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Start: November 13, 2026 End: November 21, 2026 Price: $6,099 pp | Land Only Price My Trip |
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Start: December 19, 2026 End: December 27, 2026 Price: $9,699 pp | Land Only Price My Trip |
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Start: December 19, 2026 End: December 27, 2026 Price: $6,999 pp | Land Only Price My Trip |
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Start: December 19, 2026 End: December 27, 2026 Price: $10,199 pp | Land Only Price My Trip |
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Start: January 2, 2027 End: January 10, 2027 Price: $8,099 pp | Land Only Price My Trip |
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Start: January 2, 2027 End: January 10, 2027 Price: $8,699 pp | Land Only Price My Trip |
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Start: January 2, 2027 End: January 10, 2027 Price: $6,399 pp | Land Only Price My Trip |
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Start: January 5, 2027 End: January 13, 2027 Price: $8,299 pp | Land Only Price My Trip |
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Start: January 5, 2027 End: January 13, 2027 Price: $6,099 pp | Land Only Price My Trip |
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Start: January 5, 2027 End: January 13, 2027 Price: $7,399 pp | Land Only Price My Trip |
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Start: January 23, 2027 End: January 31, 2027 Price: $8,299 pp | Land Only Price My Trip |
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Start: January 23, 2027 End: January 31, 2027 Price: $7,399 pp | Land Only Price My Trip |
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Start: January 23, 2027 End: January 31, 2027 Price: $6,399 pp | Land Only Price My Trip |
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Start: March 2, 2027 End: March 10, 2027 Price: $8,399 pp | Land Only Price My Trip |
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Start: March 2, 2027 End: March 10, 2027 Price: $9,299 pp | Land Only Price My Trip |
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Start: March 2, 2027 End: March 10, 2027 Price: $6,399 pp | Land Only Price My Trip |
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Start: March 8, 2027 End: March 16, 2027 Price: $9,299 pp | Land Only Price My Trip |
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Start: March 8, 2027 End: March 16, 2027 Price: $8,399 pp | Land Only Price My Trip |
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Start: March 8, 2027 End: March 16, 2027 Price: $7,099 pp | Land Only Price My Trip |
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Start: March 27, 2027 End: April 4, 2027 Price: $10,299 pp | Land Only Price My Trip |
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Start: March 27, 2027 End: April 4, 2027 Price: $8,399 pp | Land Only Price My Trip |
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Start: March 27, 2027 End: April 4, 2027 Price: $7,099 pp | Land Only Price My Trip |
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Start: April 2, 2027 End: April 10, 2027 Price: $7,099 pp | Land Only Price My Trip |
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Start: April 2, 2027 End: April 10, 2027 Price: $10,299 pp | Land Only Price My Trip |
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Start: April 2, 2027 End: April 10, 2027 Price: $9,799 pp | Land Only Price My Trip |
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Start: April 26, 2027 End: May 4, 2027 Price: $9,799 pp | Land Only Price My Trip |
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Start: April 26, 2027 End: May 4, 2027 Price: $7,299 pp | Land Only Price My Trip |
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Start: April 26, 2027 End: May 4, 2027 Price: $10,299 pp | Land Only Price My Trip |
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Start: April 30, 2027 End: May 8, 2027 Price: $10,699 pp | Land Only Price My Trip |
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Start: April 30, 2027 End: May 8, 2027 Price: $7,299 pp | Land Only Price My Trip |
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Start: April 30, 2027 End: May 8, 2027 Price: $10,299 pp | Land Only Price My Trip |
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Start: June 9, 2027 End: June 17, 2027 Price: $10,299 pp | Land Only Price My Trip |
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Start: June 9, 2027 End: June 17, 2027 Price: $7,599 pp | Land Only Price My Trip |
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Start: June 9, 2027 End: June 17, 2027 Price: $10,699 pp | Land Only Price My Trip |
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Start: June 28, 2027 End: July 6, 2027 Price: $10,699 pp | Land Only Price My Trip |
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Start: June 28, 2027 End: July 6, 2027 Price: $6,899 pp | Land Only Price My Trip |
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Start: June 28, 2027 End: July 6, 2027 Price: $10,299 pp | Land Only Price My Trip |
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Start: July 17, 2027 End: July 25, 2027 Price: $9,599 pp | Land Only Price My Trip |
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Start: July 17, 2027 End: July 25, 2027 Price: $9,999 pp | Land Only Price My Trip |
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Start: July 17, 2027 End: July 25, 2027 Price: $6,899 pp | Land Only Price My Trip |
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Start: August 29, 2027 End: September 6, 2027 Price: $10,399 pp | Land Only Price My Trip |
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Start: August 29, 2027 End: September 6, 2027 Price: $10,699 pp | Land Only Price My Trip |
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Start: August 29, 2027 End: September 6, 2027 Price: $7,199 pp | Land Only Price My Trip |
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Start: November 1, 2027 End: November 9, 2027 Price: $6,399 pp | Land Only Price My Trip |
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Start: November 1, 2027 End: November 9, 2027 Price: $9,699 pp | Land Only Price My Trip |
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Start: November 1, 2027 End: November 9, 2027 Price: $9,199 pp | Land Only Price My Trip |
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Start: November 13, 2027 End: November 21, 2027 Price: $6,399 pp | Land Only Price My Trip |
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Start: November 13, 2027 End: November 21, 2027 Price: $9,699 pp | Land Only Price My Trip |
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Start: November 13, 2027 End: November 21, 2027 Price: $7,899 pp | Land Only Price My Trip |
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Start: November 15, 2027 End: November 23, 2027 Price: $8,499 pp | Land Only Price My Trip |
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Start: November 15, 2027 End: November 23, 2027 Price: $7,899 pp | Land Only Price My Trip |
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Start: November 15, 2027 End: November 23, 2027 Price: $6,399 pp | Land Only Price My Trip |
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Start: December 21, 2027 End: December 29, 2027 Price: $10,299 pp | Land Only Price My Trip |
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Start: December 21, 2027 End: December 29, 2027 Price: $6,399 pp | Land Only Price My Trip |
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Start: December 21, 2027 End: December 29, 2027 Price: $10,799 pp | Land Only Price My Trip |
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Start: December 24, 2027 End: January 1, 2028 Price: $10,299 pp | Land Only Price My Trip |
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Start: December 24, 2027 End: January 1, 2028 Price: $7,399 pp | Land Only Price My Trip |
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Start: December 24, 2027 End: January 1, 2028 Price: $10,799 pp | Land Only Price My Trip |
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Product Code: Alexander+Roberts-1339