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Tuscany Self-Guided Bike Tour

Val d'Orcia — Explore the beating heart of the Tuscan countryside

Tour Duration

5D / 4N

Trip Style

Self-Guided

Activity Level

3

Hotel Level

Explorer

Bikes

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

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Starting from

$2,199.00 per person

See dates

See the Tuscany you've always imagined on this self-guided bike tour, with its incomparable riding, breathtaking beauty, and rich culture.

Every day is your perfect day on our Tuscany self-guided tour as you weave your way through the heart of this famed region. You’ll get to discover at your own pace all the wonders of this captivating landscape. As you pedal over golden, rolling hills, explore the serene beauty of cypress-framed paths, ancient farms, and hilltop villages that sit behind towering medieval walls. Tuscany's culinary legacy, from its fresh, simple cuisine to world-class wines, complements the experience at every turn. We have designed a perfectly curated itinerary so that you can create your very own ideal experience and spend your time savoring each and every moment.
Learn more about Self-Guided trips and if they're right for you »

Trip Wows
  • Ride along quiet roads lined with cypress trees in the beautiful Tuscan landscape

  • Stay in a historic building which has been transformed into an elegant and charming hotel

  • Explore the unique cultural landscape of Val d'Orcia designated a UNESCO World Heritage Site

  • Pamper yourself with the world-famous Brunello di Montalcino wine and "vino nobile" di Montepulciano

  • Indulge in fresh Tuscan pasta dishes and discover local pecorino cheese

Vineyards sprawling across a hillside in Tuscany

Vineyards sprawling across hillside in Tuscany


What Guests are Saying
A couple hold their bikes against a backdrop of a cypress-lined avenue in Tuscany

All was great. Traveling without the hassle of bikes was worth every penny. Having the routes pre-loaded made for ease when unsure where to go ride safely.

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Liz, Trek Travel Guest

A group of four people smiling in front of an old stone building

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

A cyclist couple wearing Toscana jerseys in front of a landscape

An amazing trip. We were married in Florence the day before our Trek trip started. It was the best way to spend our honeymoon. We were able to spend time together cycling which is an activity that brought us together and that we are both very passionate about!

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Brian, Trek Travel Guest

Love these bikes and routes, and Jonathan, our bike expert in San Quirico!!! Having the bike garage with light charging stations was a huge help. My daughter in law now wants to buy a new Trek road bike!

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Jeannie, Trek Travel Guest

A group of people saying cheers with their Aperol Spritzes

Great location. Charming village with more restaurant options than I expected. Loved being in just one place. Plenty of options on rides. Lorenzo was a gracious manager and available to address any issues. The accommodations were perfect. Very comfortable and quiet. The breakfasts from the hotel’s top class restaurant were great.

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Brett, Trek Travel Guest


Cypress trees in Tuscany

Great Ride

San Quirico to San Giovanni d'Asso Loop

The "Crete Senesi" offers one of the most photographed rural landscapes in the world: cultivated fields crossed by rows of cypresses and unparalleled views.


Dates & Pricing

Book early for the best price

  • Guaranteed

  • Join Waitlist

  • Private

  • Limited Availability


Itinerary
Rider Information

Hotels
San Quirico d’Orcia, Italy
Villa Liberty
Explorer See dates for more details.

Villa Liberty is an elegant 4-star boutique hotel set in an ancient Renaissance villa with bright and spacious communal areas. The rooms are a perfect blend of Tuscan tradition and modern luxury, decorated with exclusive works of art. Instead of a fully dedicated wellness area, the spa’s features are scattered throughout the property in the heart of charming San Quirico d’Orcia. There is also access to a wonderful outdoor pool surrounded by tranquil gardens where you can relax after the ride. Breakfast is served at the hotel’s own traditional trattoria “Al Vecchio Forno” within short walking distance from the accommodation.

...

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Bikes & Gear
Ride the Best Bikes in the Industry
Trek Domane SL 7 Gen 3 Road
Trek Domane SL 7 Gen 3

The Domane SL 7 Gen 3 is a beautiful, high-performance endurance road bike with wireless electronic Ultegra Di2 12-speed drivetrain for fast, precision shifting in any conditions. The combination of the lightweight carbon frame with front and rear IsoSpeed, carbon wheels that come stock on the bike, and hydraulic disc brakes keep it smooth, safe, fast, and most importantly, fun!

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Verve+ electric assist lowstep bike E-Bike
Trek Electric-Assist Verve+

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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Additional Gear
  • Trek Travel water bottles to keep
  • Bontrager saddle
  • Bontrager helmet
  • Bontrager front and rear Flare R lights
  • Garmin Edge 830 or 1030 GPS computer with pre-loaded routes
  • Shimano SPD-SL road style pedals, Shimano SPD mountain style pedals, caged, or flat 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 your host will install your gear on the first day during your bike fit.
A collage of cycling gear guests will use on a Trek Travel Self-Guided Bike Tour.

Trip Inclusions

Additional Details

Your Day. You Decide.

Our self-guided vacations are designed to fit all types of travel styles. Whether you like to spend your time relaxing or on a non-stop adventure, you get to decide what your day looks like. Choose your mileage, itinerary, and experience level and leave the rest to us!

Your Trip Need to Knows:

  • We do our best to avoid busy roadways as much as possible, however, urban riding and sections of busy roads are unavoidable for some segments of your rides.
  • It’s a good idea to carry cash when visiting some of Tuscany’s smaller villages and for paying for small items like coffee. You’ll be amazed at the quality of coffee you can get for just a few euros.
  • Expect slower service in restaurants and cafés in Tuscany. Be aware that meals usually take a little longer and are traditionally multiple courses.

Before and After Your Trip

Weather

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°
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 hotter with higher daytime temperatures (80-95ºF/27-35ºC) and evening temperatures 10 degrees cooler. Rain is always a possibility, so be prepared with wet-weather gear in order to best enjoy your 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 letter 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 before you go. Once you arrive at your destination, your Trek Travel host will brief you on the day-to-day plan for the trip and give you an overview on the daily route information and detailed maps within the Ride with GPS app. Your host will also review with you the preloaded Garmin GPS computer that allows you to ride with complete confidence and independence.

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

Your Self-Guided trip price is per person based on two guests sharing a room. If you are a solo traveler or if you want to stay in your own private room while traveling with other people, you will have a Single Supplement Fee added to your trip price at the time of booking.

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 Self-Guided 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.

Self-Guided

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

Private

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.

Luxury:

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.

Explorer:

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

Combined:

On select cycling vacations, you’ll stay at a mix of Explorer and Luxury hotels. Rest assured, no matter which hotel level 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.

Self-Guided

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