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This Tuscan bike tour is the perfect way to experience the rich sights, sounds, and tastes of Tuscany in an efficient bicycle trip.
Your Tuscan cycling tour will take you to some of the region’s most remote, culturally significant villages and allow you to immerse yourself in the renowned landscape along the way.
This cycling tour of Tuscany begins in San Gimignano, a UNESCO World Heritage Site. The town is fascinating, with ancient architecture still intact.
You’ll spend the next day riding through prestigious vineyards up to Ulignano and the lovely hilltop village of Certalo. The ceramic-clad central square is a perfect place to relax a moment and soak up the atmosphere.
Next, your cycling tour of Tuscany takes you to the ancient Etruscan village of Volterra. Here, the surrounding patchwork of fields creates a beautiful setting for this gated ancient town.
Then, your bike will take you through a valley and through the beautiful Val d’Era, where you’ll cruise down typical white Tuscan roads. The day is filled with inspiring views at each kilometre, and it’s sure to be a highlight of your time cycling through this wonderful portion of Italy.
The Tuscany 5-day Cycling Tour is the perfect way to pack plenty of Tuscan charm into a quick trip, so book soon!
Tuscany 5-day Cycling Tour
This Tuscan bike tour is the perfect way to experience the rich sights, sounds, and tastes of Tuscany in an efficient bicycle trip.
Your Tuscan cycling tour will take you to some of the region’s most remote, culturally significant villages and allow you to immerse yourself in the renowned landscape along the way.
This cycling tour of Tuscany begins in San Gimignano, a UNESCO World Heritage Site. The town is fascinating, with ancient architecture still intact.
You’ll spend the next day riding through prestigious vineyards up to Ulignano and the lovely hilltop village of Certalo. The ceramic-clad central square is a perfect place to relax a moment and soak up the atmosphere.
Next, your cycling tour of Tuscany takes you to the ancient Etruscan village of Volterra. Here, the surrounding patchwork of fields creates a beautiful setting for this gated ancient town.
Then, your bike will take you through a valley and through the beautiful Val d’Era, where you’ll cruise down typical white Tuscan roads. The day is filled with inspiring views at each kilometre, and it’s sure to be a highlight of your time cycling through this wonderful portion of Italy.
The Tuscany 5-day Cycling Tour is the perfect way to pack plenty of Tuscan charm into a quick trip, so book soon!
Cycle between remote villages rich with cultural and historical significance, like Volterra and San Gimignano.
Ride through the best of Tuscan landscape, including vineyards, olive groves, and rolling green hills.
Dine on authentic Tuscan cuisine and sample regionally produced wine.
Stay in luxurious accommodations that capture the essence of Tuscany.
Trip map
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Andrew C.
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Becky M.
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Beverly M.
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Bill B.
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Denise O.
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Doug H.
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Eloise R.
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Cycling Dolomites to Lake Garda
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Aisling G.
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John D.
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John O.
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Karen J.
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We're ready for our next adventure!
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Why book with 10 Adventures?
We know adventure
Founded by experienced travellers, active and adventure vacations are all we do.
Experience the trip of a lifetime organized by a team of travel specialists who combine knowledge and passion for adventure travel.
Self-guided specialists
With over 600 tours across 30+ countries, we specialize in self-guided tours.
Combine the freedom of travelling on your own with the confidence that all of your logistics are taken care of.
Packed with value
Get everything you need for your next vacation with one easy booking.
We take care of accommodations, luggage transfers, gear rentals, and more - so you can focus on making memories.
World Class support
Get unbeatable support at every step of your journey.
Whether you are planning or travelling, no matter what your question, a real human is always a call or click away.
Hassle free bookings
Have peace of mind for when travel plans change.
Explore our flexible booking, payment, and cancellation options, as well as our Lifetime Deposits program.
Solo Traveller
Single Room (2+)
Double/Twin Room
Triple Room
| Dates | Solo Traveller | Single Room (2+) | Double/Twin Room | Triple Room |
|---|---|---|---|---|
| Apr 1, 2025 to Apr 15, 2025 | $1,050USD | $875USD | $650USD | $550USD |
| Apr 16, 2025 to Jun 21, 2025 | $1,075USD | $895USD | $675USD | $550USD |
| Jun 22, 2025 to Jul 13, 2025 | $1,050USD | $875USD | $650USD | $550USD |
| Jul 14, 2025 to Jul 23, 2025 | $1,075USD | $895USD | $675USD | $550USD |
| Jul 24, 2025 to Aug 31, 2025 | $1,050USD | $875USD | $650USD | $550USD |
| Sep 1, 2025 to Oct 18, 2025 | $1,075USD | $895USD | $675USD | $550USD |
| Oct 19, 2025 to Oct 31, 2025 | $1,050USD | $875USD | $650USD | $550USD |
| Optional Extras | ||||
| Hybrid bike rental (incl. rear bag, odometer, repair kit, phone holder):$125USD | ||||
| E-bike rental (incl. rear bag, odometer, repair kit, phone holder):$195USD | ||||
| Helmet rental:$25USD | ||||
| Printed trip documents:$50USD | ||||
Meals
4 breakfasts and one dinner are included.
Accommodations
Accommodation for 4 nights is included.
Transportation during the Tour
This tour includes rental bike delivery and pick up, as well as one luggage transfer (day 3).
Also Included
- Route guides and notes
- Maps and detailed information packs
- 24/7 telephone guidance and support
- Bike theft insurance
Not included
- Bike rental
- Travel insurance
- Any transfers not mentioned as ‘included’
- Lunches and dinners or drinks and snacks not previously mentioned
- Tourist taxes
- Personal equipment
Optional Extras
- Bike rental
- Any additional nights before or after tour
- Airport transfers
Accommodation for Tuscany 5-day Cycling Tour
This tour is based in 3-star hotels.
The hotels offer luxurious rooms with gorgeous decoration and great proximity to village centers.
In some cases, accommodation listed below may need to be substituted for other, comparable accommodations.
Single Rooms and Solo Travelers
Solo travellers must pay a supplement that varies based on the season and the size of the group (please check Dates and Prices for more info).
How hard is the Tuscany 5-day Cycling Tour?
We rate this tour as a 2 / 5. You will cycle longer distances through varied terrain. Most roads are well-maintained and not highly trafficked, but you should expect up to 1,000 m of elevation gain daily and 1/3 of the tour is on dirt roads.
Do I need a Visa to travel to Italy?
Check with your local country about visa requirements. You could also try this website, though you should verify with your government.
I’ve never been on a self-guided trip! How does it work?
Self-guided travelling is not difficult! For many, it is a preferred type of travel as you are in charge of your own time and pace. You are provided all the information on which direction you need to go daily. You don’t need to carry lots of things with you and can only carry your daypack, as your luggage will be picked up from your hotel daily in the morning and delivered to your destination hotel.
Are meals included on the Tuscany 5-day Cycling Tour?
4 breakfasts and 1 dinner are included.
Do I need insurance?
Yes. You will need to acquire travel insurance that covers hiking/walking. Get your Travel Insurance.
How do I get to San Gimignano to start this tour?
The best airports to arrive at are Florence (FLR), Pisa, (PSA), and Bologna (BLQ). From any airport, take the bus to Santa Maria Novella train station and then transfer to a train for Poggibonsi, and then a direct bus to San Gimignano. Check train schedules here.
Is the Tuscany 5-day Cycling Tour guided?
No, you will be provided with maps, route guides, notes, and 24/7 telephone support to complete your self-guided tour.
Where does the Tuscany 5-day Cycling Tour end?
The tour ends in Volterra, where you can take the bus and train to the airport.
Can I rent a bike?
Yes, you can rent an electric or hybrid bike. Your rental includes lights, bags, odometer, padlock, repair kit, and water bottle. Helmets are available for a small fee. Rental bikes available for this tour are:
- Specialized Sirrus Elite Carbon Disc
- Specialized Crossover
- Wilier Triestina GTR
- Winora Y420.X Yamaha (e-bike)
Do I need special vaccines to travel to Italy?
Check with your family doctor.
Are there any travel restrictions for Italy?
Please check with your local government about travel restrictions before you book your tour. This map from the US Department of State provides an overview of the current status in countries around the globe. The UK‘s Foreign Office and Government of Canada also provide advice on foreign travel. Note that the travel advice may change depending on your nationality.