| Months |
September, October | View Dates» |
| Price (USD) |
From $4,495 | See Pricing» |
| Start & End |
Florence, Italy |
| Trip Length |
6 days | 5 nights |
| Rider Type |
3 | Learn More» |
| Daily Rides |
Options from 15 - 55 miles |
| Beyond Biking |
Historical Site Visit, Cultural Tour, Wine Tasting, Cooking Class, Food Tasting, Shopping |
| Trip Options |
Make It Private or Choose Your Own Date |
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Mix sun-drenched landscapes with equal parts history, rustic charm, and exclusive experiences - and you'll have a recipe for an unforgettable bicycle tour. Add the buoyant warmth of the Tuscan people to the region’s tradition for incredible wine and cuisine, and you’re in for a truly magical cycling vacation. Celebrating Trek Travel's 10 year anniversary, this week-long luxury vacation accommodates any level of cyclist. Ride quiet country roads through lush vineyards, or relax on a terrace with a glass of local vino. Each day, there will be plenty of opportunities to ride, relax, and explore—be it exploring the cellar of Castello di Brolio, perfecting your “cucina italiana” at a private cooking class, or enjoying the hospitality of the Stianti Mascheroni family in their Volpaia's estate Villa.
Trip Wow’s
- In celebration of Trek Travel’s 10th anniversary, delight in the hospitality of the Stianti Mascheroni family and enjoy a lunch wine tasting at their estate's Villa at Castello di Volpaia.
- Take a gourmet tour of the village of Montalcino to savor the flavors of Tuscany.
- Ride along quiet roads of Tuscan landscape, lined by cypress trees.
- Discover the ancient fortress of Brolio and the secrets of Chianti wine during a private tour tasting.
- Learn how to prepare a Tuscan feast from an Italian chef.
| 2012 Trip |
Dates |
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September 2, 9, 16, 23, 30 | October 7
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Days 1 – 2 | San Quirico d’Orcia
Stay at Palazzo del Capitano
Sample famous regional wines—Brunello di Montalcino and Vino Nobile di Montepulciano | Cycle the stunning Val d'Orcia | Immerse your feet in the therapeutic springs of the former Roman hot spot, Bagno Vignoni | Take a gourmet tour of Montalcino
Day 3 | Casabianca
Stay at Borgo Casabianca
Ride through the dramatic landscape of the Crete Senesi | Explore the abbey of Monte Oliveto Maggiore | Relax in the country luxury of hotel Casabianca.
Days 4 – 6 | Chianti
Stay at Castello di Spaltenna
Cycle the winding roads of the Chianti Classico region | Discover the cellar of Brolio fortress during a private tour and wine tasting | Visit Radda in Chianti, the charming capital of the Ancient League of Chianti | Create a culinary masterpiece at cooking school | Enjoy a visit to Volpaia’s fortress cellar and an exclusive lunch and wine tasting in the winery’s owner’s Villa.
Palazzo del Capitano | San Quirico d’Orcia, Italy
A historic palazzo in the heart of charming San Quirico, Palazzo del Capitano boasts newly renovated rooms, an indulgent spa, and tranquil gardens. Its mix of modern luxury and rich history will enchant you.
Borgo Casabianca | Asciano, Italy
Set deep in the hills of Tuscany, this collection of 18th century buildings was once a farming complex and is now elegantly restored into a refined and luxurious hotel, far from the bustle of modern life. Stroll the bucolic grounds and enjoy spectacular views of the surrounding countryside from the pool!
Castello di Spaltenna | Gaiole in Chianti, Italy
This medieval hamlet, complete with castle and church, is now an elegant hotel surrounded by vineyards and woods. The hotel weaves modern luxuries with its rich history, offering uniquely decorated rooms, a full wine cellar, and both outdoor and indoor pools.
What’s Included in the Trip Price
- 5 nights of accommodation
- Daily breakfast, 4 lunches, 2 social hours, 4 dinners, and all snacks and drinks for each day
- The knowledge, support, and camaraderie of experienced guides
- Daily route support
- The use of a Trek Madone™ 5.2 carbon road bike, or Trek Madone™ 5.2 Women’s Specific Design carbon road bike (limited selection), or Trek 7.7 FX™ hybrid bike
- The use of Trek bike helmets and other gear and equipment to make your ride comfortable
- Trek Travel water bottles
- Private tours
- Entrance fees to all group events/activities
- All luggage transfers
- All transportation during the trip, including private coaches
- Comprehensive trip literature and complimentary Trek merchandise
- All gratuities for special events, local guides, transfers, hotels, and restaurants
- $300 Discount on a 5 or 6 series Trek Madone purchase at your local Trek retailer
Not Included
- Airfare to and from the trip
- Transportation to the trip pick-up location
- Lodging before and after the trip
- Gratuities for Trek Travel guides
- Personal items purchased during the trip
- Some meals are not included in each destination, which allows you the opportunity to explore regional cuisine on your own. Your guides are happy to make recommendations should you so desire.
What is the weather going to be like?
Fall in Tuscany is usually clear and sunny, with warm daytime temperatures (75F-90F) and evening temperatures 10-15 degrees cooler. A jacket or wrap will be useful in the evening. Rain is always a possibility, however, so be prepared with the proper wet-weather gear in order to best enjoy your vacation.
What are the daily rides like?
| Rider Type | 3 |
Average Daily Mileage | 29 |
| Terrain | hilly |
Average Daily Elevation | 2,400 |
On all of our vacations, Trek Travel strives to find quiet, paved secondary roads or bike paths to experience a region; busy roads are avoided as much as possible. Tuscany is best suited for our Type 3 Riders. Our Trek Travel guides can also easily accommodate Type 2 Riders, who seek less mileage or fewer uphills, with a boost in the van. Those who wish to ride every mile but are concerned about their physical ability may want to try our electric bike option--you still get a workout but can climb alongside even the strongest rider. Type 4 Riders will enjoy the extra mileage the avid route options offer. The terrain is consistently rolling, with quiet, narrow and winding roads. Many towns sit atop hills and, although the ascents are not exceptionally steep, they are often upwards of 5km long. See Itinerary for specific daily ride distance and elevation options.
What are the options for a non-rider travel companion?
On most Trek Travel trips, we offer non-riding options for riders who want to take the afternoon off, or travel companions who want to spend little or no time in the saddle. Some of these options may need to be scheduled before your trip--please contact one of our Trip Consultants for more information. Expenses and/or related transportation to these activities may not be included in the trip price. See Included In The Trip Price for more information.
Some non-riding options on this trip are:
- Discover Pienza, a UNESCO World Heritage Site.
- Explore the ancient walled towns of Montalcino, and discover the wines that made it famous
- Therapeutic springs and spa in Bagno Vignoni
- Discover why Tuscan wines are so renowned during our private wine-tasting
- Opt to visit historic Siena
- Indulge at the Spa
General FAQs
Didn’t find what you were looking for? Check out our General FAQs section. You will find answers to all the most common questions that don’t necessarily pertain to a specific trip.
Wow’s From Our Guests & More Photos
When we asked our guests what their favorite WOW's were from their Tuscany bike vacations, here is what they said…
We just wanted you to know that we thoroughly enjoyed our trip through Tuscany this fall. All of the hotels, restaurants, and activities were beyond our expectations. We are very appreciative!--Dan & Mariah
While walking toward the cloister that had the famous frescoes of St. Benedict at Monte Oliveto Maggiore, in a lower courtyard, I saw an elderly man of small stature, struggling with a ladder; I had no idea how he was going to lift it up against a wall. I opened a gate and offered assistance. He didn’t speak much English and I sure don’t speak either Latin or Italian. Using the international pointing language, we succeeded in trimming an overgrown vine and picking up the debris. When we finished, he pointed at himself and said ’Father’ and I pointed at myself and said ’Presbyterian’. He smiled and I left to have lunch with the Trek group. I never mentioned the experience except to my wife, but it was definitely a highlight of the trip. 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.--John
Great place in the world. Very interesting hotels. Wine tasting was a nice touch.--Tony
I loved the fellow riders on this trip. They were so much fun. Tuscany was amazing.--Sue
Tuscany and its people. The riding was great and the scenery magnificent. The people were friendly and the joyful culture was heartwarming.--Jim
I always say mortals don’t get to go on these kinds of trips. It was amazing in all aspects. We will travel with you again and again.--Janice
