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Italy by Rail with Privately Guided Sightseeing (2026 Itinerary)

Whether it’s 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... Read More

Starting at: $4,599

(Not Including Airfare)*

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Italy by Rail with Small Group Sightseeing (2026 Itinerary)

With the most flexibility to Italy, our unique approach allows you to create your own Italian holiday. Choose from our fine city-center hotels in Rome, Florence and Venice, and tailor your vacation with a choice of included sightseeing – expertly guide with never more than 8 guests. High-speed Italo... Read More

Starting at: $4,699

(Not Including Airfare)*

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Italy by Rail with Small Group Sightseeing (2025 Itinerary)

With the most flexibility to Italy, our unique approach allows you to create your own Italian holiday. Choose from our fine city-center hotels in Rome, Florence and Venice, and tailor your vacation with a choice of included sightseeing – expertly guide with never more than 8 guests. High-speed Italo... Read More

Starting at: $4,799

(Not Including Airfare)*

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Northern Italy: Florence, Bologna + Milan

With chauffeured transportation throughout, our Privately Guided Journey takes you from the heart of Tuscany to Lombardy and Emilia-Romagna, two northern provinces renowned for their wealth of art, culture, history, and some of Italy’s finest culinary traditions—all enhanced by our uniquely flexible,... Read More

Starting at: $5,399

(Not Including Airfare)*

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Rome to Tuscany - Privately Guided Italy

Highlighted by five UNESCO World Heritage Sites, this in-depth Original Journey is a distinctive combination of Italy’s sophisticated urban appeal, its pastoral landscapes, and charming medieval hilltop towns. In short, it’s all that we love about Italy enhanced by our engaging professional guides,... Read More

Starting at: $6,199

(Not Including Airfare)*

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Enchanting Sicily

With our unique flexibility and signature privately-guided services, you’ll enjoy a deeper and more leisurely paced exploration of all that Sicily has to offer. From amazing sites of antiquity to the fascinating cultural legacy of ancient civilizations that left their mark on Sicily, you’ll return... Read More

Starting at: $7,199

(Not Including Airfare)*

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Italy's Amalfi Coast - Privately Guided

With our signature Private Touring services, you’ll experience Italy at its best—from the sophisticated urban appeal of Naples and the idyllic charms of the Amalfi Coast to the magical isle of Capri. Our extensive sightseeing and cultural activities include a tasting of Neapolitan specialties, an... Read More

Starting at: $7,599

(Not Including Airfare)*

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Exploring the Amalfi Coast

If you’ve ever wanted to forge a deeper bond with a destination, this is your chance. Travel through some of the most sought after destinations in Italy on this seven-day adventure from Naples to the Amalfi Coast. Taste limoncello in Sorrento, drive along the pristine coastline passing small towns... Read More

Starting at: $1,387

(Not Including Airfare)*

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Local Living Italy—Amalfi Coast Winter

Get ready to live like a local on this off-season trip to the hilltop towns and vineyards of the Amalfi Coast. Explore the small towns and trails of this beautiful countryside while experiencing local customs and once-in-a-lifetime moments. Explore the ruins of Pompeii in the morning, hike the coastline... Read More

Starting at: $1,679

(Not Including Airfare)*

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Explore Southern Sicily

If you’ve ever written down “experience the best of Southern Sicily” on some sort of must-do list, this eight-day adventure will let you emphatically check that box. Featuring a Sicilian cooking class, ancient Roman mosaics, pristinely preserved Greek temples, Medieval towns, and so much more,... Read More

Starting at: $1,719

(Not Including Airfare)*

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