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Italy: Tuscany, Chianti & Marina di Castagneto
Guided Biking
- Daily Mileage: 8-39 miles|
- Biking: 1-5 hours|
Starting From
10-day Air Package
$5,445
7-day Bike Tour Only
$4,445
Per person, double occupancy
Italy: Tuscany, Chianti & Marina di Castagneto
On this unique cycling vacation, we’ve paired the sun-soaked Tuscan seacoast with the lush vineyards of Chianti. Along the way, you’ll pedal rolling hills and gentle valleys lined with cypress tress—stopping to discover a 13th century castle, observe artists crafting traditional pottery, visit a local olive oil mill, and explore the walled medieval village of Monteriggioni. As you discover the azure coast of Tuscany, your trip leaders will bring you to a quintessential Tuscan farmhouse to introduce a local friend who teaches you how to prepare authentic Italian dishes in her kitchen. In the evenings, there’s so much to look forward to—including a restorative soak in your hotel’s thermal pool, incredible cuisine, world-renowned wines, and the envy of all your friends.
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 bee life and preservation as you tour a 13th century castle in Chianti.
- 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.
Positive Impact
VBT is proud to support In the Name of the Bee with a donation on behalf of each guest on this tour. The beehives that guests visit at Castello di Meleto protect pollinators that are vital to farmers in Tuscany. In the Name of the Bee is Castello’s initiative to triple the number of bees in the region, along with creating premium organic honey.
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|
- Max Group Size: 22
Cyclists
Support
Ideal for active beginners to more experienced riders.
- Average Daily Mileage: 18-32 mi.
- Average Daily Cycling Time: Up to 4 hrs.
- Average Daily Elevation gain: Up to 2200 feet.
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 |
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Roundtrip international airfare |
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Airport car service for arrival and departure |
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One night in Florence and one night in Lucca in conveniently located hotels with daily breakfast |
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6 nights in one country estate, one 4-star and one 5-star hotel |
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13 meals: 6 breakfasts, 3 lunches, 4 dinners |
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Step-Through Electric Assisted Bicycle V Frame (E-Bike)
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Electric-Assisted Bicycle (E-bike)
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Road Bicycle (Carbon frame)
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
2025 Pre-Tour Extension - Florence
2 Nights From
$595
per person, double
occupancy
Single Supplement: From $345
- 2 nights at the Hotel De La Ville
- Arrival airport transportation
- 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
25hours Hotel Piazza San Paolino
Situated in the heart of Florence’s Santa Maria Novella district, the 25hours Hotel Piazza San Paolino is inspired by Dante’s Divine Comedy. A whimsical 4-star property, the hotel has playfully designed rooms with air conditioning and complimentary WiFi, a lively restaurant, a COMPANION Dolceamaro bar, a specialty food and wine shop, and a movie lounge in its Cinema Paradiso.
Air Package Only
2025 Post-Tour Extension - Lucca
2 Nights From
$295
per person, double
occupancy
Single Supplement: From $245
- 2 nights at the Hotel Ilaria & Residenza dell’Alba
- Departure airport transportation
- 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
Located within the walls of historic Lucca, Hotel Ilaria & Residenza dell’Alba is an ideal starting point from which to discover the wonderful city center of Lucca. Renovated from Villa Bottini’s historic stables and a 14th-century church, Hotel Ilaria provides a plush and welcoming atmosphere. Here you can find quiet, spacious, and elegantly furnished air-conditioned rooms with modern comforts. WiFi is available throughout the hotel.
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We were lucky enough to take our adult children on this Bucket List Tuscany bike trip and we all really enjoyed it. We are of various bike riding levels; my husband and I are avid road bikers and the adult kids, not so much. I debated heavily about renting e-bikes instead of road bikes because the rating is "Easy" on the VBT site. I wanted us all to be together so we all got e-bikes ( my husbands and my first experience with them) and boy am I GLAD we did ! The roads were beautiful and well maintained, very safe with little to moderate traffic, but long hills with 11% grade at times on repeat. Such gorgeous scenery and amazing lunches, tours, olive oil and wine experiences, we would have been behind and exhausted by the time we caught up with others. This was a wonderful cultural experience for all of us, learning about Tuscan wine, organic bees and honey, tasting honey wine, a farm to table meal at an olive grove that we are still talking about. My favorite, however, was the cooking class with Chicca ! I can't say enough good things about Andrea and Igor, our guides. They worked tirelessly for our group and even gave us Italian lessons. They were very patient - one road each day and one drove SAG. The hotels were outstanding experiences - old but luxurious with an abundance of character. There is a lot of walking on cobblestone, however, so if you have any ambulatory problems, you should be aware of that. Overall, I would do this ride again and definitely use an e-bike because I think this is a "Moderate" ride and you don't want to miss out on all of your experiences.
A Wonderful Biking + Cultural Experience
Our first trip and LOVED the VBT experience! The ride, the scenery, the variety of hotels and tour guides/leaders were amazing. Alessandra and Marco were knowledgeable and fun! We are looking forward to our next VBT adventure.
LOVED our first VBT adventure!
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