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Tuscany Gravel Bike Tour

Ride the famed white roads of Tuscany

Tour Duration

5D / 4N

Trip Style

Signature, Gravel

Activity Level


Hotel Level



Trek Checkpoint SLR 7
Trek Electric-Assist Domane+ SLR 7

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Starting from

$3,299.00 per person

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Explore Tuscany's legendary "white roads" on our gravel bike tour, where amazing rides meet the region's famed wines and gastronomy.

This is everything you imagine from a Tuscany cycling vacation, but so much more as we get off the grid and onto a gravel adventure fit for royalty. You'll ride on timeworn white gravel roads, known as the strade bianche, that set the stage for Italian pro races and the famous Eroica bike event, into the Crete Senesi with its stunning other-worldly views, and over to the scenic Val d’Orcia. Discover the quintessential Tuscan villages of Gaiole, picturesque Montalcino, and the most regal of them all — Siena. Your taste buds will indulge in rich pastas, pizzas, and all the great wines of the region including the deep reds of Chianti and Brunello. This is the ultimate Tuscan unpaved adventure you won’t want to miss.
Learn more about Gravel trips and if they're right for you »

Trip Wows
  • Pedal on the same hilly paths as the historic and famous bike events the region is known for

  • Take part in a private wine tasting and taste superb Tuscan wines, including the world-recognized Brunello di Montalcino

  • Stay in a 16th-century transformed village that today is a luxury destination in the heart of the Tuscan countryside

  • Explore white gravel roads — the strade bianche — lined with cypress trees and immerse yourself in Italy’s less-traveled paths

  • Discover the charming, medieval towns of Montalcino, San Quirico, and the historical center of Siena as well as the UNESCO World Heritage site, Val d'Orcia

Capanna Suites hotel at sunset

Capanna Suites in the Tuscan countryside during sunset

Capanna Suites - Agriturismo, Spa, & Wine Club

Immerse yourself in the Tuscan countryside, not only by bike but also during your stay at a luxury farmhouse and spa, in the heart of Brunello wine region.

What Guests are Saying
Rider standing with a back toward camera looking at horizont of Tuscan countryside

It is an incredible journey to discover the hidden corners of the Tuscan territory. Nothing is like the "white roads" of Tuscany; perfect for cycling, quiet, picturesque, rich in history, and ready to host cyclists, whether it's a pro race or an historical re-enactment. At the top of each new hill, I am rewarded with unique, postcard scenery. The atmosphere that you breathe is one of a kind, the people are cheerful and light-hearted and never refuse a good glass of Chianti or Brunello.

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Giorgio, Trek Travel Guide

A woman cycling on a gravel road

Loving the exceptional and consistent TT experience. Top level guides, logistics, accommodations and equipment. Enjoy beautiful scenery, great rides, company, food and wine. Repeat. There is no better way to vacation!

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Rose, Trek Travel Guest

Two people riding on a white gravel road in Tuscany

The week was one of the highlights of my life. Riding up the hills of Tuscany continually reminded me how lucky and blessed I am.

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John, Trek Travel Guest

Cyclist in front of a tower in the main piazza of Siena

Great Ride

Siena to Buonconvento

Ride on the Strade Bianche Pro race course and enjoy the views ranging from the lunar landscape of the Crete Senesi and fortified villages to endless green hills.

Dates & Pricing

Book early for the best price

  • Guaranteed

  • Join Waitlist

  • Private

  • Limited Availability

Rider Information

Double hotel room with sun streaming in large windowns. Painted harlequin design walls.
Villa Curina Resort
Villa Curina Resort sunset view
Villa Curina hotel room
Villa Curina Resort entrance to guest suite
Castelnuovo Berardenga, Italy
Villa Curina Resort

Set peacefully in the countryside, surrounded by the verdant hills of Chianti and close to Siena, this charming hotel has it all, including rich sunset views; incredibly romantic, well-appointed and individually decorated rooms; a refined, elegant restaurant; and beautiful gardens that surround the entire property, all encompassed in a 16th century hamlet that has a long and rich history.


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Exterior pool
Exterior pool
Hotel room
Montalcino, Italy
Capanna Suites – Agriturismo, Spa, & Wine Club

Capanna Suites is a unique luxury destination – a boutique agriturismo offering true immersion in the local terroir to understand the path of the grape to your glass, and the farm to your table. Room designs explore the perfect balance of rustic chic. Enjoy the modern amenities and high-quality materials that help create an incredibly comfortable stay. It’s also a beautiful introduction to Brunello wines in the Montalcino region, as you decompress and enjoy the best in food, accommodations, and optional spa treatments.


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Bikes & Gear
Ride the Best Bikes in the Industry
Trek Checkpoint SLR 7 Gravel bike Gravel
Trek Checkpoint SLR 7

Ride with confidence on the best gravel bike in the business, featuring a high-performance frame designed to be nimble yet stable, and the smoothing effect of IsoSpeed technology. Shimano hydraulic disc brakes provide safe stopping, and with the electronic Shimano GRX Di2 drivetrain, you’re set for smooth shifting on any terrain. Enjoy all the bumps in the road with robust 45mm tubeless tires. The Checkpoint SLR 7 will take you on big adventures beyond the pavement.

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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 bottles to keep
  • Cinch sack day bag to keep
  • Bontrager saddle
  • Bontrager helmet
  • Bontrager front and rear Flare R lights
  • Garmin Edge 1030 GPS computer with pre-loaded routes
  • Shimano SPD mountain style pedals
  • A flat pack containing a tube, levers, and a CO2 cartridge with inflator
  • 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:

  • Getting off the beaten path means there may be limited services during gravel rides. There may not be traditional restrooms available on some routes, but there will be plenty of trees.
  • On some rides, we may opt for a simple picnic style lunch on the route or a more traditional cafe lunch at or near the end of the ride when we are back in town.
  • 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.

Before and After Your Trip


Average monthly temperature and precipitation

Jan Feb Mar Apr May Jun Jul Aug Sep Oct Nov Dec
High (°F) 52.0° 55.0° 61.0° 67.0° 77.0° 84.0° 90.0° 90.0° 80.0° 71.0° 60.0° 52.0°
High (°C) 11.1° 12.8° 16.1° 19.4° 25.0° 28.9° 32.2° 32.2° 26.7° 21.7° 15.6° 11.1°
Low (°F) 37.0° 37.0° 42.0° 48.0° 55.0° 62.0° 66.0° 66.0° 60.0° 53.0° 45.0° 38.0°
Low (°C) 2.8° 2.8° 5.6° 8.9° 12.8° 16.7° 18.9° 18.9° 15.6° 11.7° 7.2° 3.3°
Rain (in) 0.93° 0.91° 0.72° 1.93° 1.16° 0.97° 0.24° 0.48° 1.08° 1.95° 2.02° 1.45°

Spring and fall in Tuscany are usually clear and sunny, with pleasant daytime temperatures (70-85ºF/21-29ºC) and evening temperatures 10-15 degrees cooler. A jacket will be useful in the evening. Rain is always a possibility, however, so be prepared with wet-weather gear and warmers 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.


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 Gravel trip, we recommend between $200-$250 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 Gravel FAQs

Guaranteed Trips

Our trips are guaranteed to run once we have one confirmed booking on the trip. Click here to view our full guarantee policy.

Trek Travel reserves the right to cancel trips with zero guests, therefore you must book with Trek Travel before making travel arrangements for the trip. We are not responsible for travel arrangements made prior to confirming your Trek Travel Trip. Select trips are not guaranteed.

Sold Out/Waitlist

This trip is currently sold out, but you may be added to the waitlist in the case of availability.

Limited Availability

If a date is marked with Limited Availability, there are few spots left to book. We will secure additional rooms from our hotels before confirming your reservation.

Looking to travel with a small group? Ask our trip consultants about private trips and learn more.

What are your trip styles?

Classic - Reserve:

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discovor:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.


Enjoy a bike tour on your schedule with just your chosen travel companions.


If a date is marked as Private, it is reserved for a private group.

Looking to travel with a small group or looking for a custom date?
Call our trip consultants at 866-464-8735

What is the Difference?

Ultimate Luxury:

Savor some of the most spectacular, 5-star properties in the world. Exuding luxury and elegance, these one-of-a-kind accommodations offer the chance to rejuvenate at award-winning spas, dine at Michelin-starred restaurants, and more.


Enjoy luxurious accommodations handpicked for a refined experience. From signature spa treatments to delicious local cuisine, you’ll be more than provided for; you’ll be pampered.


These handpicked hotels provide relaxation and fun in a casual and comfortable environment. Delicious cuisine and great service mix perfectly for a memorable stay.


On select cycling vacations, you’ll stay at a mix of hotel levels, from Explorer to Luxury to Ultimate Luxury. Rest assured, no matter which level of hotel you’re at, our trip designers carefully select every accommodation.

Activity Level

Level 1:

Road: 1-3 hours of riding. Up to 25 mi (40 km). Up to 1,000 ft (300 m).

Gravel: 1-3 hours of riding. Up to 20 mi (35 km). Up to 1,000 ft (300 m).

Hiking: 1-3 hours of hiking. Up to 5 mi (8 km). Up to 1,000 ft (300 m).

Level 2:

Road: 2-4 hours of riding. 20-35 mi (35-60 km). Up to 2,500 ft (750 m).

Gravel: 2-4 hours of riding. 15-30 mi (25-45 km). Up to 2,000 ft (300 m).

Hiking: 2-4 hours of hiking. 4-8 mi (6-12 km). Up to 1,500 ft (450 m).

Level 3:

Road: 3-5 hours of riding. 25-55 mi (40-85 km). Up to 4,500 ft (1,500 m).

Gravel: 3-5 hours of riding. 20-40 mi (35-60 km). Up to 3,000 ft (900 m).

Hiking: 3-5 hours of hiking. 6-10 mi (9-16 km). Up to 2,000 ft (600 m).

Level 4:

Road: 4+ hours of riding. 40-70 mi (60-110 km). Up to 8,000 ft (2,400 m).

Gravel: 4+ hours of riding. 30-50 mi (45-80 km). Up to 4,000 ft (1,200 m).

Hiking: 4+ hours of hiking. 7-15 mi (11-24 km). Up to 4,000 ft (1,200 m).

What are your trip styles?

Classic - Reserve:

Savor the finer things as you relax in luxurious 5-star accommodations and wine, dine, and ride in some of the most unforgettable destinations around the world.

Classic - Signature:

Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.

Classic - Discover:

Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.

Ride Camp:

Train like the pros in some of their favorite riding destinations.

Pro Race:

See the pros in action at the biggest cycling events of the year.

Cross Country:

Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.


Enjoy a bike tour on your schedule with just your chosen travel companions.

Single Occupancy

Sometimes it’s more convenient and comfortable to have your own room while on vacation. We understand and that’s why we offer a Single Occupancy option. The additional price guarantees a private room all to yourself