Tuscany Bike Tour

Pedal La Bella Toscana: Val d'Orcia to Chianti

Tour Duration

6 Days / 5 Nights

Trip Style

Classic Guided, Signature Tours

Activity Level

Level 3

Hotel Level

Explorer

Bikes

Trek Domane SL 7
Trek Electric-Assist Verve+ Gen 3
Trek Electric-Assist Domane+ SLR 7

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Starting from

$4,399.00 per person

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Embrace la dolce vita on our Tuscany bike tour, where every pedal stroke through Chianti and Val d'Orcia reveals Italy's captivating beauty.

Immerse yourself in the vibrant landscapes of Tuscany from the seat of your bike, where rolling hills, endless vineyards, and the aromatic Tuscan air create a sensory paradise for cyclists. Tuscany's renowned countryside offers stunning cycling routes, perfect for both leisure riders and cycling enthusiasts. On this Tuscany bike tour, savor a Chianti Classico in Radda, and indulge your culinary creativity with a private Italian cooking class featuring authentic pizza-making. Pedal through the breathtaking scenery of the Val d’Orcia, a UNESCO World Heritage site celebrated for its picturesque views and historic charm. Visit the fortified town of Montalcino, home to some of Tuscany’s most exquisite red wines, including the legendary Brunello. This tour is more than a journey; it’s an invitation to experience la dolce vita at its finest. With carefully planned routes, gourmet meals, and luxurious accommodations, our Tuscany Bike Tour promises to captivate, inspire, and enchant. Also see our Tuscany Wine Country Bike Tour »

Trip Wows
  • Cruise through Tuscany’s iconic, cypress-lined roads with panoramic views that capture the heart of Italy’s countryside

  • Get hands-on in a lively, private pizza-making class with a master Italian chef, crafting your own authentic pies in a traditional wood-fired oven!

  • Savor the finest bruschetta in Chianti at the beloved Bar Dante, perfectly paired with a unforgettable glass of Chianti Classico

  • Step back in time in the walled medieval town of Montalcino, sampling the renowned Brunello di Montalcino in its birthplace

  • Stay in the 13th-century village of Borgo di Vescine that has been transformed into an enchanting and elegant hotel

A quintessential Tuscan silhouette

The stunning Tuscan landscapes

Pedal through Tuscany's rolling roads framed by iconic cypress trees—a cycling paradise where breathtaking landscapes promise an unforgettable experience for every rider.


What Guests are Saying
two people posing with matching bike jerseys in their bike helmets

This trip was better than anticipated and I had high expectations based on previous participants' reviews! I am now convinced that this is THE way to see a new country and experience its culture; by the sights, sounds, and smells only obtainable by cycling through its countryside. The support of the Trek guides made it exceptionally easy and enjoyable. A perfect way to spend our 15-year wedding anniversary! We'll be back!

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Kathy, Trek Travel Guest

Cyclist standing in front of vineyards

The rides were phenomenal.  
Great conditions, great views, great challenges, all very rewarding.  Even with selecting the long option ride, I still found the balance of down time to be great. There's enough flexibility within to make the trip YOUR OWN trip. Excellent job.

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Carolyn, Trek Travel Guest


Cyclist riding by vineyards

Great Ride

Vescine to Radda in Chianti Loop

A valley ride where vines and olive trees give way to shady chestnut trees as the landscape subtly shifts. Stop for an espresso at the famous L’Eroica caffè.


Dates & Pricing

Book early for the best price

  • Guaranteed

  • Join Waitlist

  • Private

  • Limited Availability


Itinerary
Activity Information

Hotels
Hotel Palazzo del Capitano Wellness and Relais guest room suite
San Quirico d'Orcia, Italy
Hotel Palazzo del Capitano Wellness and Relais
Explorer

This historic 15th-century palazzo is nestled in the heart of the charming village of San Quirico d’Orcia, and boasts its own traditional trattoria – Al Vecchio Forno, an indulgent YON-KA SPA and tranquil gardens with two pools. Its mix of modern details and rich history is sure to enchant you.

...

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Il Borgo di Vèscine hotel pool
Chianti, Italy
Il Borgo di Vescine
Explorer

Il Borgo di Vèscine is a XIII century Etruscan village which has been transformed into a charming and elegant hotel. The rooms have been lovingly created within the original houses of the medieval hamlet. Situated in the heart of the Chianti region, this hotel boasts its own wine cellar and restaurant that offers guests the finest Chianti Classico Riserva wines accompanied by typical “Chiantigiana” cuisine.

...

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Bikes & Gear
Ride the Best Bikes in the Industry
New in 2023 Domane SL 7 Road
Trek Domane SL 7

Experiencing your cycling vacation of a lifetime is not complete without a world-class bike and the Trek Domane SL 7 Gen 4 is the best on the road. It raises the bar to deliver incredible endurance road bike comfort without sacrificing performance and features highly responsive disc brakes, road-smoothing IsoSpeed technology, and electronic shifting. This new bike is lighter than ever before, and carbon wheels are standard on every Domane SL 7 bike.

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E-Bike
Trek Electric-Assist Verve+ Gen 3

Fun from the first pedal stroke, venture further on our Trek Verve+. With its low-step frame design, upright riding position, and the barely-there Bosch electric motor, the Verve+ has one goal: pure enjoyment. Designed for both comfort and adventure, get a boost up the hills when you need it with energy to spare.

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Trek Domane+ SLR bike Road
Trek Electric-Assist Domane+ SLR 7

Upgrade your experience on the Domane+ SLR 7. It has everything you love in a road bike, with the extra boost to take you farther than ever before. With an ultra-lightweight design and a whisper quiet electric assist motor, this performance e-road bike will assist you on the climbs and enable you to venture further. So go ahead—take the long way. With Domane+ SLR 7, there’s always room for more distance and more fun!
Upgrade to the Domane+ SLR 7 on this trip for $399 (3-6 day trips) or $599 (7+ day trips). Available in limited quantities. See specific trip dates for available bike options.

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Two cyclist and one rider

Trek Travel Guides

The World’s Best

From the moment you meet our guides, you'll understand the difference. You'll feel the genuine care they take to make your vacation perfect. From their expert support to sharing their favorite hidden spots, they tailor every moment to you.

Certified Guides

Additional Gear
  • Trek Travel Santini cycling jersey to keep
  • Trek Travel water bottle to keep
  • Cinch sack day bag to keep
  • Garmin Edge 1030 GPS computer with pre-loaded routes
  • Bontrager front and rear Flare R lights
  • A flat pack containing a tube, levers, and a CO2 cartridge with inflator
  • Choice of Shimano SPD-SL road style pedals, Shimano SPD mountain style pedals, caged, or flat pedals
  • Bontrager helmet
  • Bontrager saddle
  • For the most comfortable ride, we recommend you bring your own saddle. If you prefer, you can bring your own pedals and helmet on the trip and our guides will install your gear on the first day during your bike fit.
A collage of cycling gear guests will use on a Trek Travel Classic Bike Tour.

Trip Inclusions

Additional Details

Know Before You Go!

We want you to be fully prepared for your cycling vacation of a lifetime. This involves making sure that you choose the appropriate trip for you and that every aspect of your experience is flawless. Each Trek Travel trip is unique to ensure maximum enjoyment every time.

Your Trip Need to Knows:

  • Dining in Tuscany: Meals in the Tuscany region often start later. Lunch begins from 1:00 PM and dinner from 8:00 PM. Dinner can also last two or more hours, allowing time to enjoy the sumptuous cuisine of the area at a leisurely pace.
  • Please note that although hotels have air conditioning, it is not as powerful as hotels in the USA and hotel rooms may be warmer than expected during the summer months.

Before and After Your Trip

Weather

Average monthly temperature and precipitation

Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
High 52.0°F· 11.1°C 55.0°F· 12.8°C 61.0°F· 16.1°C 67.0°F· 19.4°C 77.0°F· 25.0°C 84.0°F· 28.9°C 90.0°F· 32.2°C 90.0°F· 32.2°C 80.0°F· 26.7°C 71.0°F· 21.7°C 60.0°F· 15.6°C 52.0°F· 11.1°C
Low 37.0°F· 2.8°C 37.0°F· 2.8°C 42.0°F· 5.6°C 48.0°F· 8.9°C 55.0°F· 12.8°C 62.0°F· 16.7°C 66.0°F· 18.9°C 66.0°F· 18.9°C 60.0°F· 15.6°C 53.0°F· 11.7°C 45.0°F· 7.2°C 38.0°F· 3.3°C
Rain 0.93"· 2.36 cm 0.91"· 2.31 cm 0.72"· 1.83 cm 1.93"· 4.90 cm 1.16"· 2.95 cm 0.97"· 2.46 cm 0.24"· 0.61 cm 0.48"· 1.22 cm 1.08"· 2.74 cm 1.95"· 4.95 cm 2.02"· 5.13 cm 1.45"· 3.68 cm
FAQs

Spring and fall in Tuscany are usually clear and sunny, with warm daytime temperatures (75-90ºF / 24-32ºC) and evening temperatures 10-15 degrees cooler. A jacket or wrap will be useful in the evening. Summers are warmer with warm daytime temperatures (80-95ºF / 27-35ºC). Rain is always a possibility, however, so be prepared with wet-weather gear in order to best enjoy your cycling vacation.
View our Packing List

To reserve your space on a trip, you can either call us at 866-464-8735 to speak with an expert Trip Consultant or book online any time by clicking the “BOOK THIS TRIP” icon near the upper right of each destination’s overview page.* Once you have submitted your reservation online, a Trip Consultant will contact you within one business day to answer any questions you may have and to confirm space, bike, and room availability on your desired trip. Your booking will be finalized once your no-risk deposit is paid. If you make a reservation more than 90 days prior to the trip, a $750 no risk deposit is due at the time of booking.** If you reserve your trip less than 90 days prior to the departure, the full balance is due at the time of booking. Once your booking is complete you will receive an email confirmation with important information pertaining to your trip.

*Please note that select trips cannot be booked online at this time. For those trips, please call a trip consultant at 866-464-8735.

**Deposit amounts vary for all Race, Cross Country, Special Edition, Ride Camp, Discover, and Self-Guided tours. Please confirm deposit amounts for all trips with your Trip Consultant at time of booking.

When a trip is booked, a guest confirmation email is immediately sent out. One week prior to the trip start, you’ll receive an email containing your trip start meeting location reminder and any last-minute information that you’ll need to know. You will also receive instructions to download the Ride with GPS app before your trip to provide you the day to day plan and daily route guides.

With one person booked on a date, the trip becomes guaranteed.*

In the case where trips are at one or two guests, we will contact you prior to final payment to give you the following options:

Pay a small trip fee of $500 per person for two guests or $1000 for one guest, which ensures your preferred trip date will run. If there are three or more guests before departure date, the fee will be refunded in full.

or

Switch to a different trip or different departure date. Should there be any difference in trip price between your original trip and the new one, you will be expected to pay the difference, or we will refund you accordingly.

Offer only valid if Trek Travel contacts a guest to discuss these specific options. Bike trips with fewer than three guests may operate with only one guide. The guide will support all rides with a Trek Travel van. If you would like to discuss the option of having two guides, please speak with your trip consultant.

The small trip supplement for Ride Camps is as follows – for two guests an additional $250 or for one guest an additional $500.

*Cross Country, Discover, Race, and Special Edition trips as well as a small number of select departures have a minimum guest count to guarantee. Please check with your Trip Consultant for more information.

Unforeseen events may make it necessary to cancel or modify a trip. Our Guest Services team will update you with any changes. We reserve the right to cancel departures in cases of force majeure or the failure of third parties—such as hotels—to honor their reservations, in which case all payments received to date will be refunded, which constitutes full settlement. Trek Travel is not responsible for expenses incurred in preparation for any canceled trips, such as airline tickets, or for costs that are incurred due to travel delays, flight cancellations, or illness. We strongly encourage Travel Protection for complete coverage.

We understand things happen in life and sometimes you have to cancel or change your tour.

Read our Cancellation Policy

Our Trip Consultants are available to assist and can answer your questions. Please call us at 866-464-8735.

Trek Travel recommends that you purchase a travel protection plan to help safeguard you and your travel investment against the unexpected. We offer a travel protection plan through Arch RoamRight that provides coverage for unforeseen events that could affect your ability to travel with us. Learn more about our Travel Protection

We've collaborated with a specialized travel agency committed to delivering tailored vacation planning, ensuring your entire Trek Travel journey is nothing short of unforgettable. Learn more about our Travel Services

Sharing the joy that comes with wow moments

Trek Travel guides are dedicated to making moments that last a lifetime, and we invite you to thank them with a trip gratuity. These are customary and at your own discretion, to recognize service, hospitality, and the little extras that surprise and delight. For this Signature trip, we recommend between $240-$300 per guest and, of course, you may choose to give more if your guides made your trip an unforgettable experience.

Like everything else about your vacation, the Trek Travel team is here to make this experience easier for you. While local currency is preferred, you may also tip through the following options:

Via PayPal (please have this account set up in advance when possible) or with your guest services representative on the phone before or after the trip.

Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.

You cannot put a price on a wow. But you can show your thanks for an exceptional experience.

Didn't find what you were looking for? Check out our General FAQs section. You will find answers to the most common questions that don't necessarily pertain to a specific trip. See FAQs