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Italy Tuscany & Cinque Terre Walking

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Italy Tuscany & Cinque Terre Walking
Immerse yourself in two of Italy's most enchanting regions on this perfectly paced hiking adventure from Tuscany to the Italian Riviera. Follow scenic trails through Tuscan vineyards and cypress-dotted valleys, exploring historic hill towns and sampling fine Chianti wines along the way. Marvel at the medieval wonders of Siena and San Gimignano with its ancient ramparts and towers. Then journey to Liguria's spectacular coast to hike cliff-side trails that connect the Cinque Terre's picturesque seaside towns. With fragrant lemon groves and stunning sea views, this is la dolce vita at its best!
  • Hike to hilltop towns in the heart of Chianti and follow dramatic coastal trails in the Cinque Terre
  • Experience the medieval splendor of Siena, San Gimignano, and Monteriggioni — "Gateway to the Middle Ages"
  • Sip fine wines, feast on regional culinary delights, and enjoy tranquil stays at charming hotels

Minimum Age: 16
  • Adventure and Active
About MT Sobek
MT Sobek  logo
This is where adventure travel began! Since our first Everest Base Camp trek in 1969, we’ve been connecting adventurers to the world through genuine, active and immersive experiences. We can’t think of anything more fulfilling than being outside and going deep into nature, exploring hidden places and getting to know local people. It’s what we love to do, so let us share it with you.

To feed your spirit of adventure, Mountain Travel Sobek offers a wide range of unique and perfectly paced itineraries led by incredible local guides. We keep groups small, usually fewer than 10 people, and seek out great food and characterful accommodations everywhere we go.

Beyond the seamless logistics and careful attention to detail, our aim is to create a space for truly special moments in unforgettable places.

We are the Adventure Company—come explore with us.
May 16, 2023 through
May 24, 2023
May 12, 2023 7:00 PM
8 Nights from
$6,195.00 (USD)
Per Person
May 02, 2023 through
May 10, 2023
Apr 28, 2023 7:00 PM
8 Nights from
$6,195.00 (USD)
Per Person
Sep 12, 2023 through
Sep 20, 2023
Sep 8, 2023 7:00 PM
8 Nights from
$6,195.00 (USD)
Per Person


Day Destination
1 Arrive in Florence & Journey to San Casciano
2 Chianti Wines & Walks
3 Vineyard Trails to San Polo in Rosso
4 Explore Enchanting Siena
5 Hike to San Gimignano
6 Journey from Carrara to Cinque Terre
7 Explore Trails in Cinque Terre
8 Coastal Path to Monterosso
9 Depart from Pisa
Prices are per-person based on double occupancy, unless otherwise noted.