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Luxury Tailor Made Travel

Tailor Made Italy: Tuscany & Cinque Terre


9 days from $14,995 per person

Private Journey

Travel with your private party on this Luxury Tailor Made Journey, departing when you choose and with expert local guides leading the way; you can even customize the itinerary to your interests.

The flavors of Italy’s fabled Tuscany are on full display on this private journey, along with its one-of-a-kind historic heritage and timeless Old World charm. Visit Siena, San Gimignano, Pienza and Montepulciano, enjoying culinary highlights including truffle hunting, olive oil and cheese tasting, and lunch at a Michelin-starred restaurant. Visit Pisa’s leaning tower, bike Lucca’s medieval tree-lined walls, hike the nearby “five lands” of Cinque Terre and cook your own sun-kissed Tuscan lunch.

A&K Advantages

  • Experience a comprehensive journey through Tuscany, covering the region’s most iconic areas in Chianti and the Pisa region
  • Sample the best gastronomic products of Tuscany through visits and tastings of olive oil, cheeses, truffles and Chianti wine
  • Explore the hilltop towns and medieval towers of Siena, San Gimignano and Pisa, as well as several smaller charming towns and villages
  • Bike the medieval walls of Lucca, and hike around the charming seaside fishing villages in the Cinque Terre
  • Try your hand at fashioning authentic regional dishes in a local cooking class, following recipes handed down through generations

Itinerary at a Glance

Day 1
Arrive Florence, Pisa or Rome, Italy
Day 2
Chianti | Wine & Olive Oil
Day 3
Siena | Truffle Hunting
Day 4
Montepulciano & Pienza | The Art of Cheesemaking
Day 5
San Gimignano & Pisa | Renaissance Treasures
Day 6
Lucca | Fortified Medieval City
Day 7
The Cinque Terre | Five Charming Villages
Day 8
Pisa | A Tuscan Cooking Lesson
Day 9
Depart Florence, Pisa or Rome

Enhance Your Journey

Elevate your experience with a host of options available for an additional cost.

Explore Rome From Below

Descend three levels beneath Rome for a subterranean exploration of 2,000 years of history. See the unique Church of San Clemente, as well as the catacombs of San Sebastian.

Make a Venetian Mask

Pay a guided visit to a Venetian mask-making studio, where you hear about the significance and history of the art form from experts at the craft. Under an artisan’s watchful eye, make a mask of your own, be it inspired by Carnival, theater, modern times or daily Venetian life.

Enjoy a Private Cooking Class in a Family Home

Stroll through a local food market alongside your local host, who then welcomes you into her home. After discovering firsthand how to prepare time-honored Tuscan dishes — including pasta, sauce, a main course and dessert — sit down to the lunch you prepared.

Walk Pisa & Bike Lucca’s City Walls

Travel by private vehicle to Pisa, where you take a guided tour of the Piazza dei Miracoli and Leaning Tower. After lunch at leisure, travel to the beautiful, preserved town of Lucca to bike its city walls. As you see the historic city center and picturesque gardens from above, pause for refreshments at a café, with views of the San Martino Cathedral.


Apr–Oct; Priced from $14,995

Prices are per person, double occupancy for the itinerary as published for 2023 travel, and subject to availability.

Pricing reflects A&K's recommended months of travel of this itinerary. Supplements may apply over holiday periods, festivals, special events and due to high demand. International air not included.


Preparing for Your Journey

Review A&K's quick travel tips to ensure you are prepared for your journey.

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Essential Information

Download important information about your destination(s), including passport and visa requirements; vaccinations; baggage restrictions; a packing list; and tipping guidelines.

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Passports & Visas

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CDC Information

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