
Italy: Tuscany, Chianti & Marina di Castagneto
Guided Biking
- Daily Mileage: 8 - 39 miles|
- Biking: 1 - 5 hours|
Starting From
10-day Air Package
$5,045
8-day Bike Tour Only
$4,045
Per person, double occupancy
Italy: Tuscany, Chianti & Marina di Castagneto
For a sublime bike tour in Tuscany’s wine regions, we’ve found the perfect pairing – the lush vineyards of Chianti and the sun-soaked coast of the Tyrrhenian Sea. This unique bicycling vacation showcases dreamy landscapes, mouthwatering cuisine, and a rich culture that welcomes you with open arms. Cycle the scenic Strada del Vino, rolling hills, and gentle valleys lined with cypress trees. Visit a 13th-century castle-turned-winery and haven for bees. Learn the ancient crafts of spinning pottery and pressing olive oil. Along the way, step into medieval days in remarkably preserved villages, including stunning Monteriggioni. Immerse yourself in Italy’s rich culinary traditions in the kitchen of a longtime VBT friend. And at day’s end, indulge in thermal pool soaks, dine on incredible meals, and sip world-renowned wines.
Tour Highlights
- Indulge in luxurious accommodations where you can relax on a private sandy beach, soak in natural Etruscan hot springs, dine on elegant meals, and more
- Visit the home of longtime VBT friend and founder of Cooking in Tuscany, then cook a traditional Tuscan meal with her
- Learn about different olive oils by taste with the family that owns the Fonte di Foiano olive oil mill as your guide
- Cycle past Bolgheri’s Super Tuscan vineyards and along its famous cypress-lined avenue, a prelude to the stunning medieval towns of Castagneto Carducci, Sassetta, and Suvereto
- Explore the fascinating Etruscan city of Populonia, a bustling port in ancient times, and take in breathtaking views of the turquoise waters of Baratti Bay.
What to Expect
This tour offers a combination of easy terrain and moderate hills, ideal for both beginner and experienced cyclists. Our VBT support vehicle is always available for those who would like assistance with the hills. The rides are almost entirely on paved roads or bike paths with a few short stretches in pine forests on unpaved, but even, terrain.
- Daily Mileage: 8 - 39 miles|
- Biking: 1 - 5 hours|
- Group Size: 22
Cycling
Cyclists
Support
Average High /
Low Temperature (°F):
Apr68º/40º
May75º/53º
Jun84º/58º
Sep81º/58º
Oct69º/51º
Average
Precipitation:
Apr2.9 in
May3.0 in
Jun2.7 in
Sep3.3 in
Oct4.0 in
Air Package | Tour Only |
|
---|---|---|
Roundtrip international airfare | ||
Airport car service for arrival and departure | ||
One night in Florence and one night in Lucca in conveniently located hotels with daily breakfast | ||
6 nights in country estates and one 5-star hotel | ||
13 meals: 6 breakfasts, 3 lunches, 4 dinners |

Road Bicycle (Carbon frame)
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Step-Through (Mixte Hybrid) Comfort Bicycle
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Step-Over (Diamond) Comfort Bicycle
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Electric-Assisted Bicycle (E-bike)
See More >Biking Packages Include:
Custom VBT Bike and Helmet
Two Local, Bilingual Trip Leaders
Support Vehicle
Luggage Transportation
Ride with GPS and Daily Route Notes
Welcome Reception
Facilitated Cultural Experiences
Your Choice of VBT Branded Gear for Your Adventure
Accommodations (Please Note: Days are based on the Air Package Itinerary. Accommodations may vary depending on departure date. )
Enjoy Your Vacation Longer With Low-Cost Trip Extensions
Air Package Only
2024 Pre-Trip Extension - Florence
2 Nights From $495 per person, double occupancy
Single Supplement: From $345
- 2 nights at the Hotel De La Ville
- Airport car service for arrival
- Orientation tour
- Hospitality desk
- Daily breakfast
- City information
Your vacation is about to begin! Spend your first night aloft and arrive ready for an unforgettable trip.
Start off your first day in Florence right by having A VBT representative greet you at the airport. A complimentary car service will whisk you to your centrally located hotel. Here, a local VBT representative will be available at 5:00 p.m. to answer your questions, help you organize your time in Florence, and suggest optional walking and biking tours to discover the secret corners of the city. From here, you are perfectly positioned to explore this charming city at your leisure.
After a delicious included breakfast at your hotel, you are free to explore on your own, using our included city information packet to guide your discoveries.
Included Meals: Breakfast
After a delicious included breakfast at your hotel, you are free to explore on your own, using our included city information packet to guide your discoveries.
Included Meals: Breakfast
Hotel De La Ville
Air Package Only
2024 Post-Trip Extension - Lucca
2 Nights From $295 per person, double occupancy
Single Supplement: From $195
- 2 nights at the Hotel Ilaria & Residenza dell’Alba
- Airport car service for arrival
- Daily breakfast
- City information
After a delicious included breakfast at your hotel, you are free to continue exploring on your own, using our included city information packet to guide your discoveries. See how it is easy to get to the near city of Pisa, to visit the famous Miracle square with its leaning tower.
Please note: Italian museums are closed on Mondays.
Included Meals: Breakfast
After a delicious included breakfast at your hotel, you are free to continue exploring on your own, using our included city information packet to guide your discoveries.
Please note: Italian museums are closed on Mondays.
Included Meals: Breakfast
After an included breakfast this morning, complimentary transportation to the Florence airport will be provided (an approximately 55 to 60 minute drive) for your departing flight.
Included Meals: Breakfast
Hotel Ilaria & Residenza dell’Alba

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