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New Luxury Tailor Made Travel

Tailor Made Italy: Tuscany & Cinque Terre


9 days from $14,395 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
Book With Confidence

Read more about our flexible booking policy.


May–Aug; Priced from $14,795
Sep–Oct; Priced from $14,395

Prices are per person, double occupancy for the itinerary as published for 2022 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 and internal 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

See passport requirements and A&K's recommendations for obtaining necessary visas.

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CDC Information

Familiarize yourself with health and vaccination requirements for your destination, at the Centers for Disease Control’s website.

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