Tuscany Biking, Walking & Hiking Tours

14 Trips

Lungomare Castiglione della Pescaia

Close-up of three food platters during sunset.

Guest laughing while inspecting grape-vine.

Group of guests relaxing on sailboat, coastal town in background.

Two guests cycling down road, trees arching above them.

Biking

Couples, Friends & Solos

Tuscany by the Sea Bike Tour

Italian Vineyards & Romantic Coast

6 days

Levels 1-4

Premiere Hotels

From $6,099/person

Porto Venere, Italy

Wide shot of Cinque Terre houses, small pier and ocean down below.

Two guests hiking up rocky trail, colorful coastal town in background.

Group of guests at dinner, cheersing wine glasses.

Two guests walking through arched brick walkway, flowers and hanging plants above.

Walking & Hiking

Couples, Friends & Solos

Cinque Terre & Tuscany Walking & Hiking Tour

Coastal Italy's Seaside Charm & Tuscan Villages

6 days

Levels 1-4

Casual & Casual Plus Hotels

From $4,399/person

Wide shot of brick villages, large brick building on hilltop.

Guest biking past vineyard.

Close up of hand tending to red grapes.

Wide shot of Italian town in valley, terracotta roofing, sandstone brick.

Wide shot of curved vineyard.

Biking

Couples, Friends & Solos

Italy's Assisi to the Adriatic Bike Tour

Umbria's Wine Country & the Coastal Charm of Le Marche

6 days

Levels 1-4

Casual & Casual Plus Hotels

From $4,299/person

Rear shot of guest with bike, looking towards vineyard town.

Guest relaxing poolside.

Point of view shot of Italian countryside, wine glass in hand.

Group of guests at dinner, smiling and laughing.

Guest rejoicing over grapevines, sunlight.

Biking

Couples, Friends & Solos

Tuscany Wine Country Bike Tour

Cuisine, Culture & Chianti in the Heart of Italy

6 days

Levels 2-4

Premiere Hotels

From $6,399/person

Guest cycling down lone, tree-lined road.

Four guests at dinner, talking wine with local.

Guests cycling in front of red flower bushes, hills in distance.

Bird's eye shot of Italian countryside, forests, castle, hills visible.

Bird's eye shot of tree-lined road, towards small countryside house.

Biking

Couples, Friends & Solos

Tuscany Bike Tour

A Taste of Italy from Pienza to Siena & Chianti

6 days

Levels 2-5

Casual & Casual Plus Hotels

From $4,099/person

Shot of the Abbey of Sant'Antimo.

Wide shot of Tuscan countryside.

Duplicate.

Shot of San Quirico town square.

Wide shot of housing around communal body of water.

Walking & Hiking

Couples, Friends & Solos

Tuscany Active Culinary Walking & Hiking Tour

Gourmet Adventure in Italy from Chianti to Val d'Orcia

6 days

Levels 1-4

Casual & Casual Plus Hotels

From $4,399/person

Two guests walking past vineyard, Italian hillside in background.

Wide shot of Cinque Terre houses, small pier and ocean down below.

Shot of ceiling in domed church, mosaics and art on ceiling.

Two smiling guests in front of colorful buildings.

Close up of caprese salad.

Walking & Hiking

Women's Adventures

Cinque Terre & Tuscany Women's Walking & Hiking Tour

Coastal Italy's Seaside Charm & Tuscan Villages

6 days

Levels 1-4

Casual & Casual Plus Hotels

From $4,399/person

Wide shot of the Duomo di Siena.

Shot of alleyway, clock tower.

Guest relaxing poolside.

Group of guests at dinner, cheersing wine glasses.

Two guests walking down Italian alleyway, arms over each other's shoulders.

Biking

Couples, Friends & Solos

Tuscany Wine Country Easygoing E-bike Tour

Dolce Tempo Journey through the Towns & Vineyards of Chianti

6 days

Levels 1-3

Premiere Hotels

From $6,399/person

Wide shot of Cinque Terre houses, small pier and ocean down below.

Young guest on boat, gesturing to coastal city.

Group of guests at dinner, cheersing wine glasses.

Shot of ceiling in domed church, mosaics and art on ceiling.

Two guests walking through arched brick walkway, flowers and hanging plants above.

Walking & Hiking

Couples, Friends & Solos

Cinque Terre & Tuscany Easygoing Walking Tour

Dolce Tempo Journey from Italy's Seaside to Tuscan Villages

6 days

Levels 1-2

Casual Plus Hotels

From $4,449/person

Two guests cycling down vineyard road towards villa.

Shot of alleyway, clock tower.

Wide shot of countryside villa, meadow, trees, sunset.

Wide shot o0f small wooden wheelbarrow, tree lined road.

Three guests at lunch, pizzas in hand.

Biking

Families with Older Teens & 20s

Tuscany Family Bike Tour

A Taste of Italy from Pienza to Siena & Chianti

6 days

Levels 2-5

Casual & Casual Plus Hotels

From $4,099/person

Man and boy biking on a road with fields in the foreground

Wide shot of Brunelleschi's dome and it's surrounding city.

Open field of grass, trees and crops

Rustic town full of brick buildings and trees

Guest cycling past hillside homes, yellow-flowered bushes.

NEW

Biking

Families with Teens & Kids

Tuscany Family Bike Tour

Fun & Adventure from Montepulciano to Chianti

6 days

Levels 1-4

Premiere Hotels

From $5,199/person

Wide shot of Tuscan countryside.

Four guests at dinner, talking wine with local.

wheels of cheese stacked on a wooden counter

Close-up of guests at cooking class.

Shot of the Abbey of Sant'Antimo.

NEW

Walking & Hiking

Women's Adventures

Tuscany Active Culinary Women's Walking & Hiking Tour

Gourmet Adventure in Italy from Chianti to Val d'Orcia

6 days

Levels 1-4

Casual & Casual Plus Hotels

From $4,399/person

Wide shot of Cinque Terre houses, small pier and ocean down below.

Three guests on cliff, gesturing towards colorful coastal city.

Shot of ceiling in domed church, mosaics and art on ceiling.

Two smiling guests in front of colorful buildings.

Six guests cheersing wine glasses, vast hilly vineyards in distance.

Walking & Hiking

Families with 20s & Beyond

Cinque Terre & Tuscany Family Walking & Hiking Tour

Coastal Italy's Seaside Charm & Tuscan Villages

6 days

Levels 1-4

Casual & Casual Plus Hotels

From $4,499/person

Wide shot of Italian coastal town.

Wide shot of Cinque Terre coastal village.

Six guests cheersing wine glasses, vast hilly vineyards in distance.

Guest on coastal hillside, looking towards ocean, small buildings behind.

Close up of cup of coffee.

Walking & Hiking

Families with 20s & Beyond

Cinque Terre & Tuscany Easygoing Family Walking Tour

Dolce Tempo Journey from Italy's Seaside to Tuscan Villages

6 days

Levels 1-2

Casual & Casual Plus Hotels

From $4,699/person

Tuscany Biking, Walking & Hiking Tours

To D.H. Lawrence, Tuscany was "the perfect centre of man’s universe." Dante, a Tuscan native, more than likely called it "divine." You may conjure up a few superlatives of your own as you walk or pedal from one unbelievable view to the next, gaze at incredible Renaissance art and architecture, and savor delicious pecorino cheese, homemade pasta, fruity olive oils and celebrated Tuscan wines. Few things in this world live up to the hype. We’re delighted to report that everything you've ever heard about Tuscany and our Tuscany tours is true.

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