Tuscany Bike Tours

If there's one place in the world custom designed to offer cyclists the greatest riding they've ever experienced, Tuscany is very likely the spot. Winding country roads, challenging climbs and swooping descents, panoramic vistas and quaint village coffee stops—Tuscany has it all. From the Mediterranean coast to central Chianti, laid-back Umbria to the UNESCO World Heritage "Valley of Gold," let Backroads show you the best.

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7 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

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

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

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

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