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 »
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 hillside 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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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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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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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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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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Great Ride
The "Crete Senesi" offers one of the most photographed rural landscapes in the world: cultivated fields crossed by rows of cypresses and unparalleled views.
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Private
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Where to Arrive
Airport:
Amerigo Vespucci (Florence) Airport (FLR)
Pick-up location:
Villa Liberty Boutique Hotel, San Quirico d'Orcia
Pick-up time:
11:00 AM
Where to Depart
Airport:
Amerigo Vespucci (Florence) Airport (FLR)
Drop-off location:
Villa Liberty Boutique Hotel, San Quirico d'Orcia
Drop-off time:
11:00 AM
Additional Arrival Information
We suggest that you arrive at least one day prior to the trip start, which will enable you to adjust to the time zone and minimize the risk of missing the trip start due to flight-related delays. We recommend that you fly into Florence’s Amerigo Vespucci Airport (FLR) and rent a car for the duration of the trip. Most major rental car companies are available at FLR. Advance booking is recommended. If you are not renting a car, the Florence airport is about three miles from the town center. You can take a taxi (approximately €20) to the centre of town, or a bus which departs hourly.
From Florence (Santa Maria Novella train station) there are frequent direct trains to Siena. The trip takes about 90 minutes and a one-way ticket costs about ten euros. Italian train schedules can be found on www.TrenItalia.com.
The trip takes place in the Tuscan countryside that is not well served by public transportation. For this reason, if you have not rented a car, we suggest you take a taxi ride from Siena to San Quirico d'Orcia. A private transfer from Siena to San Quirico takes about one hour and costs approximately €150. We suggest you contact our local driver ahead of time to arrange the transfer. Our Trip Consultant can provide you with our recommended local contact information.
Your Trek Travel host will meet you at your trip hotel Villa Liberty (Via Dante Alighieri 119, 53027 San Quirico D'orcia SI) at 11:00 AM on the first day of the trip. Depending on the number of guests booked for your departure date, it is possible we will ask you to shift your meeting time by approximately 30 minutes. Please have your riding gear readily accessible to avoid having to unpack your luggage. After a trip overview, you may change into your cycling gear where you will then be fitted to your Trek bike ensuring you will be comfortable for the week. Following a safety talk and a review of the details of the route, you'll begin the day's ride through the Tuscan countryside.
If you will be late for the meeting or are going to miss it altogether, please inform your host. If you cannot reach them, please call our hotel, Villa Liberty (+39 0577 899028) and leave a message with your expected arrival time and contact details.
Additional Departure Information
Your Trek Travel host will meet you at 11:00 AM at the trip hotel to take your bike and equipment before your departure. The hotel staff will be happy to reserve a taxi for you for Florence or other destinations. The trip to the airport in Florence takes approximately two hours. Please allow adequate connection time for any ongoing travel to accommodate possible traffic delays.
Welcome to the rolling hills of the Val d'Orcia
Overview
Meet your Trek Travel host at your hotel, Villa Liberty, located in the heart of the medieval village of San Quirico d’Orcia. They'll give you a brief orientation of the adventures ahead and will fit you to your Trek bike, ensuring a comfortable ride for the week. Then, it's off on your self-guided bike tour in the enchanting landscape of the Val d’Orcia, famous for its unique and pristine views. Your first stop is the tiny medieval spa town of Bagno Vignoni, wh... Meet your Trek Travel host at your hotel, Villa Liberty, located in the heart of the medieval village of San Quirico d’Orcia. They'll give you a brief orientation of the adventures ahead and will fit you to your Trek bike, ensuring a comfortable ride for the week. Then, it's off on your self-guided bike tour in the enchanting landscape of the Val d’Orcia, famous for its unique and pristine views. Your first stop is the tiny medieval spa town of Bagno Vignoni, where you can dip your toes in the historic thermal springs and take pictures of the Roman baths located right at its center. Continue this scenic loop with a gentle climb up to Pienza, a UNESCO heritage site renowned for its pecorino cheese and considered one of the symbols of the Italian Renaissance. Wander through its streets and grab the best gelato in town at “Buon Gusto” before cycling back to your hotel at your leisure. Take some time to relax perhaps with a glass of wine in the garden and afterwards we suggest you walk to one of our favorite restaurants in the heart of San Quirico to enjoy your first Tuscan dinner! Read More
Hotel
Villa Liberty
Meals included
Highlight of the Day
Visit Pienza
Stroll through this UNESCO heritage site with a gelato in hand and get a photo of the valley below from one of the amazing viewpoints!... Stroll through this UNESCO heritage site with a gelato in hand and get a photo of the valley below from one of the amazing viewpoints! Read More
Ride Options
Ride Option 1
TODAY'S RIDE:
San Quirico to Bagno Vignoni to Pienza Loop - Approximately 19 mi | 30 km and 1,458 ft | 444 m
Activities
Activity 1
TODAY’S ACTIVITY:
Visit a Roman Thermal Spa Town
Montalcino—the home of the famous Brunello DOCG wine
Overview
This morning’s route lifts you high above the Val d’Orcia, a vista of rolling hills blanketed with vines and cypress trees. You'll ride up to Castiglione d’Orcia, admiring the remains of what was once the mighty Rocca Aldobrandesca, a fortress that dominates the village. Your first stop today will be the renowned Abbazia di Sant’Antimo, a monumental 12th-century Romanesque abbey, where if you're lucky, you may arrive to the haunting choral harmonies of the ... This morning’s route lifts you high above the Val d’Orcia, a vista of rolling hills blanketed with vines and cypress trees. You'll ride up to Castiglione d’Orcia, admiring the remains of what was once the mighty Rocca Aldobrandesca, a fortress that dominates the village. Your first stop today will be the renowned Abbazia di Sant’Antimo, a monumental 12th-century Romanesque abbey, where if you're lucky, you may arrive to the haunting choral harmonies of the monks' Gregorian chants. Your lunch destination is the walled village of Montalcino with its 14th-century fortress and steep cobblestone streets. Here you can discover the delights of Brunello wine, one of the finest Italian varietals, and enjoy lunch at your leisure at one of Montalcino’s many trattorias. When you're ready, cycle back to San Quirico along winding roads and relax at the hotel before selecting a local bistro in town from the list of Trek Travel recommendations. Read More
Hotel
Villa Liberty
Meals included
Breakfast
Highlight of the Day
Discover Brunello wine
Brunello di Montalcino is one of Italy's finest wines. At lunch in the walled village of Montalcino, taste this varietal at a trattoria, e... Brunello di Montalcino is one of Italy's finest wines. At lunch in the walled village of Montalcino, taste this varietal at a trattoria, either on its own or paired with each course of your meal. Read More
Ride Options
Ride Option 1
TODAY'S RIDE:
San Quirico to Montalcino Loop - Approximately 34 mi | 54 and 3,927 ft | 1,196 m
Ride Option 2
AVID OPTION:
San Quirico to Monticchiello to Montalcino Loop - Approximately 48 mi | 77 km and 4,822 ft | 1,470 m
Activities
Activity 1
TODAY’S ACTIVITY:
Visit the Abbazia di Sant’Antimo
Traverse the moonscape of the Crete Senesi
Overview
Today you’ll head north following winding ribbons of road into gently undulating terrain into one of Italy’s most dramatic regions, the Crete Senesi. Here vineyards and olive trees give way to cultivated fields crossed occasionally by rows of cypress trees and a few solitary farmhouses. Riding here gives you a feeling of peace and, if you feel like adding some more mileage and elevation, take the avid route to Asciano, pedaling through meandering roads overlooki... Today you’ll head north following winding ribbons of road into gently undulating terrain into one of Italy’s most dramatic regions, the Crete Senesi. Here vineyards and olive trees give way to cultivated fields crossed occasionally by rows of cypress trees and a few solitary farmhouses. Riding here gives you a feeling of peace and, if you feel like adding some more mileage and elevation, take the avid route to Asciano, pedaling through meandering roads overlooking the surrounding ridges on an other-worldly route. After a lunch break in the town of Montisi or Asciano, continue your loop back to the medieval village of San Quirico d’Orcia where you can relax, perhaps with a spa session. The evening is yours to explore the cobbled streets of the town and to enjoy dinner at one of the many small bistros recommended by our local experts. Read More
Hotel
Villa Liberty
Meals included
Breakfast
Highlight of the Day
Ride in the Crete Senesi moonscape
The Crete Senesi, Tuscany's badlands, offer some of the week's most dramatic views. The clay-dense soil creates an almost lunar landscape, w... The Crete Senesi, Tuscany's badlands, offer some of the week's most dramatic views. The clay-dense soil creates an almost lunar landscape, with undulating fields that invite you to stop and marvel at its beauty. Read More
Ride Options
Ride Option 1
TODAY'S RIDE:
San Quirico to San Giovanni d'Asso Loop - Approximately 25 mi | 40 km and 2,465 ft | 751 m
Ride Option 2
AVID OPTION:
San Quirico to San Giovanni d'Asso to Asciano Loop - Approximately 43 mi | 69 km and 4,377 ft | 1,334 m
Discover Montepulciano, a charming town of rare beauty offering a "noble wine!"
Overview
Enjoy your morning cappuccino before venturing out on a spectacular ride through the Val d'Orcia. Your destination today is one of Tuscany's prettiest towns, strung along a ridge at 605 meters above sea level and surrounded by walls and fortifications. Montepulciano is well known for its Renaissance buildings and churches, but it is especially renowned for its noble wine, Vino Nobile di Montepulciano—simply divine! Stop for lunch in this elegant town and ... Enjoy your morning cappuccino before venturing out on a spectacular ride through the Val d'Orcia. Your destination today is one of Tuscany's prettiest towns, strung along a ridge at 605 meters above sea level and surrounded by walls and fortifications. Montepulciano is well known for its Renaissance buildings and churches, but it is especially renowned for its noble wine, Vino Nobile di Montepulciano—simply divine! Stop for lunch in this elegant town and don't miss the opportunity of tasting its high-level vintage made from Tuscan Sangiovese grapes. There are plenty of wineries where you can sample it. After lunch, continue your ride at your own pace surrounded by idyllic cultivated hills. Back at the hotel in San Quirico, take some time to relax with a stroll in town soaking up the tranquil atmosphere of this ancient medieval village. Tonight, we suggest you dine at the local trattoria Il Vecchio Forno to celebrate a trip of a lifetime in a magical region of Italy! Read More
Hotel
Villa Liberty
Meals included
Breakfast
Highlight of the Day
Visit Montepulciano
Stop for lunch at one of Tuscany's prettiest towns. Explore its medieval streets filled with Renaissance buildings and churches and taste it... Stop for lunch at one of Tuscany's prettiest towns. Explore its medieval streets filled with Renaissance buildings and churches and taste its famous “Vino Nobile di Montepulciano." Read More
Ride Options
Ride Option 1
TODAY'S RIDE:
San Quirico to Montepulciano Loop - Approximately 32 mi | 52 km and 3,750 ft | 1,143 m
Ride Option 2
AVID OPTION:
San Quirico to Torrita to Montepulciano Loop - Approximately 39 mi | 63 km and 2,765 ft | 843 m
Rise early and watch the sun rise over the Tuscan countryside
Overview
If you're up for it, close out your Tuscany self-guided bike tour by rising early for a final bike ride to Monticchiello as you watch the sunrise creeping over the classic Tuscan countryside. Or simply linger over a hot cappuccino and walk into town at your leisure, enjoying your final moments in this enchanting region. Your Trek Travel host will meet you at the hotel at 11:00 AM to take your bike and say farewell before you leave for Florence or other destinations.
Hotel
Villa Liberty
Meals included
Breakfast
Highlight of the Day
Sunrise ride to Monticchiello
End your Tuscany Self-Guided Bike Tour with a sunrise ride. Wind up a quiet backroad to Monticchiello for breathtaking views of Pienza, San ... End your Tuscany Self-Guided Bike Tour with a sunrise ride. Wind up a quiet backroad to Monticchiello for breathtaking views of Pienza, San Quirico, and the surrounding hills. Read More
Ride Options
Ride Option 1
TODAY'S RIDE:
San Quirico to Monticchiello Return - Approximately 20 mi | 32 km and 1,494 ft | 455 m
View full itinerary to print.
View full itineraryThere are a variety of non-riding options on this trip for riders who want to take the afternoon off or travel companions who want to spend little or no time in the saddle. Non-riders are welcome on a Self-Guided trip if they are staying in the same room with a riding guest. Non-riders will be offered a $500 discount from the trip price. Please contact a trip consultant for details and to book a non-riding companion. Some of these options may need to be scheduled before your trip—please contact one of our Trip Consultants for more information. Except as specified in the itinerary, expenses and transportation to these activities are not included in the trip price. Some non-riding options on this trip are:
On a self-guided tour you need to feel comfortable changing a flat, as this is a common event when cycling. All self-guided trips include Ride With GPS, an app which is like having a personal guide in your pocket! You'll get turn-by-turn directions and navigation along with local recommendations. In the rare case of a bicycle breakdown or mechanical issue beyond a simple repair, your Ride With GPS app will have your full itinerary with detailed contact information with emergency phone numbers to call for assistance. Learn more about our Self-Guided Bike Tours.
Villa Liberty, an elegant 4-star boutique hotel set in a Renaissance villa, offers bright communal spaces and rooms blending Tuscan tradition with modern luxury, adorned with exclusive artwork. 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 their wonderful outdoor pool nearby, 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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Road
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!
E-Bike
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.
Learn more
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:
Siena, Italy
One of Italy's medieval jewels, Siena is a labryinth of rambling red-brick lanes. Siena's heart is its central piazza known as Il Campo, a shell-shaped square dominated by the red Palazzo Pubblico and its tower, Torre del Mangia. Admire it from below or climb over 500 steps to the top to enjoy a wonderful view—this is one stop you don't want to miss in Siena. Piazza del Campo is known worldwide for its architectural beauty and its particular "shell" form. Another unmissable highlight is the stunning Gothic Duomo full of treasures, including its marble pavement, Piccolomini library frescoes, and incredibly ornate interiors. We recommend the following accommodations for your pre-trip hotel:
Where to Stay
Hotel Athena
This 4-star hotel is nestled among the heart of the old town, with the cathedral and Piazza del Campo only steps away. It has been designed with luxury and rustic sensibility in mind, as each room comes equipped with a range of modern amenities. Enjoy panoramic views of the Tuscan countryside from a rooftop terrace adjacent to the hotel bar. www.hotelathena.com
Grand Hotel Continental Siena
Set in a 17th-century building, this luxury 5-star hotel is located in the historical center of Siena, 250 meters from Piazza Campo square. It offers elegant rooms with frescoed ceilings and period furnishings. With treasured artwork, rooms and suites feature porcelain and Travertine marble details, and original Tuscan terracotta floors. The elegant Sapordivino restaurant offers gourmet traditional cuisine, while at the Lounge Bar by Sapordivino guests can enjoy an aperitif or cocktail. www.starhotels.com
Palazzo Ravizza
This historic 3-star hotel is a family-run property in the heart of Siena, offering elegant rooms with characteristic 1920s furnishings. All rooms are different in size, and furnishings vary from frescoed walls or ceilings to terracotta floors. Some rooms have views of the garden or the hills surrounding Siena. www.palazzoravizza.com
Florence, Italy
Florence is the majestic heart of Renaissance art and intellect. Spend several days wandering the streets in the shadow of Brunelleschi’s Duomo and strolling beside the Arno. Visit the iconic Duomo, Ponte Vecchio, and the Uffizi Gallery, a pillar of the Renaissance and Medici eras. Michelangelo's David in the Galleria dell'Accademia is also a must-see. When exploring Florence, keep in mind that opening hours can vary, with different museums open on different days. To make the most of your time and avoid long lines, consider pre-booking your tickets for a few extra euros. This will allow you to bypass the queues and enjoy more of what the city has to offer. We recommend the following accommodations for your post-trip hotel:
Where to Stay
Eurostars Florence Boutique
This boutique hotel is a true masterpiece of hospitality, a historic palazzo restored and converted into a 4-star hotel, just 50 steps from the River Arno and a 10-minute walk into the heart of Florence. Discover the magic of Florence on two wheels with their fleet of Trek bikes or admire stunning city views from the rooftop terrace. www.eurostars-florence-boutique.com
Hotel Il Guelfo Bianco
This patrician home of the 16th century is close to the old market in the heart of downtown Florence, just a short walk to the Cathedral and principal museums. This 3-star hotel recently re-opened its doors to guests after having undergone a complete restoration. The Renaissance architecture and the refined furnishings reflect the Florentine character. www.ilguelfobianco.com
Hotel Montebello Splendid
The Hotel Montebello Splendid is an elegant 5-star, boutique hotel located just 10 minutes walk from all the main monuments and points of interest in Florence. Take advantage of their concierge services to plan your stay in Florence to the last detail. www.palazzomontebello.com
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 |
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. The turn-by-turn directions allow 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
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.
This trip is currently sold out, but you may be added to the waitlist in the case of 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.
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.
Explore beautiful destinations by bike, enjoy extra inclusions, savor delicious local cuisine, and enjoy the perfect mix of accommodations.
Enjoy a casual cycling vacation with fantastic routes and comfortable accommodations.
Train like the pros in some of their favorite riding destinations.
See the pros in action at the biggest cycling events of the year.
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.
Don’t see exactly what you are looking for or looking for a custom date?
Call our trip consultants at 866-464-8735
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 Explorer and Luxury hotels. Rest assured, no matter which hotel level you’re at, our trip designers carefully select every accommodation.
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).
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).
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).
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).
Classic:
Explore beautiful destinations with a curated blend of guided activities, local cuisine, handpicked accommodations, and itineraries to suit every traveler, from laid-back adventures to luxurious escapes.
Gravel:
Venture off the beaten path to unforgettable places, with fully-supported routes that combine gravel and paved roads in classic Trek Travel style.
Cross Country:
Tackle an epic adventure that takes you point-to-point across mountains, countryside, and more.
Pro Race:
See the pros in action at the biggest cycling events of the year.
Hiking & Walking:
Step into adventure with carefully designed routes, unparalleled hospitality, and deep-routed local connections.
Ride Camp:
Train like the pros in some of their favorite riding destinations.
Self-Guided:
Enjoy a bike tour on your schedule with just your chosen travel companions.
Enjoy a casual vacation with fantastic routes and comfortable accommodations.
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
