| Months |
April, May, June, August, September, October | View Dates» |
| Price (USD) |
From $2,495 | See Pricing» |
| Start & End |
Florence, Italy |
| Trip Length |
6 days | 5 nights |
| Rider Type |
2 | Learn More» |
| Daily Rides |
Options from 14 - 50 miles |
| Beyond Biking |
Historical Site Visit, Cultural Tour, Wine Tasting, Food Tasting, Spa, Shopping
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| Trip Options |
Make it Private or Choose Your Own Date |
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Bid farmers "Buongiorno!" from the seat of your Trek bike as you tour the roads of Chianti. Awash in the rich sights and smells of the endless vineyards, the quiet, rolling roads of the Tuscan countryside offer gorgeous terrain that's a joy to pedal for cycling experts and novices alike. Explore the streets of the medieval hilltop town of Castellina in Chianti and shop in one of the many artisans shops. Sample a Chianti Classico in Radda, or stop in the walled town of Monteriggioni to enjoy a delicious white truffle. Discover the legend of the Iron Baron, the creator of the Chianti Classico recipe. The seductive, relaxed pace of "la dolce vita" is more evident here than anywhere else–you’re sure to fall under its spell on this cycling vacation of a lifetime.
Trip Wow’s
- Ride along quiet roads lined with cypress trees in the beautiful Tuscan landscape.
- Savor Tuscan cuisine and discover local specialties like sheep cheese and fresh bruschetta.
- Discover the tradition of Chianti Classico.
- Stroll through the walled village of Montefioralle, a small hamlet rich in history and charm.
- Meet the locals and learn how to live "la dolce vita".
| 2012 Trip |
Dates |
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April 29 | May 6, 27 | June 3 | August 26 | September 2, 9, 16, 23, 30 | October 7 |
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May 13, 20 | June 10
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Days 1 – 3 | Radda in Chianti
Stay at Palazzo Squarcialupi or Hotel San Niccolo'
Cycle through the rolling hills of the Chianti countryside | Discover the local wines of Chianti during our private wine tasting | Visit Radda in Chianti, the charming capital of the Ancient League of Chianti | Visit art galleries, shop artisan's stalls, and discover hidden walkways, as you explore the irresistible walled towns of Castellina in Chianti and Monteriggioni
Days 4 – 6 | Volterra
Stay at Park Hotel Le Fonti
Challenge yourself on rides to hilltop towns and enjoy the small winding roads through the Tuscan hills | Visit the charming town of Montaione by bike | Learn of Volterra’s rich history with an evening walking tour with our local guide
Palazzo Squarcialupi | Chianti, Italy
Located in the heart of Castellina in Chianti, a medieval city and one of central Tuscany's most charming villages. The hotel, a 14th century palace, boasts a remarkable view of the stunning Chianti hillsides and comfortable rooms that highlight the hotel's original structure.
Hotel San Niccolo’ | Radda in Chianti, Italy
Hotel San Niccolo’ is located in the heart of Radda in Chianti, a medieval city and one of central Tuscany's most charming villages. This small hotel is housed in an ancient building, renovated and equipped with all modern comforts. Its unbeatable location, together with the original structure, provides visitors with the quintessential Tuscan experience.
Park Hotel Le Fonti | Volterra, Italy
Recently renovated, the Park Hotel Le Fonti is designed according to old Tuscan traditions, while at the same time offering all the comforts of a top modern hotel. The view of the surrounding hills from the swimming pool and terrace are unbeatable!
What’s Included in the Trip Price
- 5 nights of accommodation
- Daily breakfast, 1 lunches, 1 social hours, 3 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?
Summer and fall in Tuscany are 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
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Average Daily Mileage | 27
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| Terrain | hilly |
Average Daily Elevation | 3,100
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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:
- Explore Radda’s history during a guided walking tour of town.
- Shop and explore the medieval villages of Castellina, Lecchi, Montefioralle, and Greve in Chianti.
- Take a side trip to Siena
- Discover why Tuscan wines and olive oils are so renowned during our private tasting.
- Opt to spend a half day at the hotel’s spa
- Visit Castello di Meleto
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.
| 2012 Trip |
Dates |
Price(USD) |
Tuscany
|
April 29 | May 6, 13, 20, 27 | June 3, 10
|
$2,495 per person | $650 single occ. |
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August 26 | September 2, 9, 16, 23, 30 | October 7 |
$3,295 per person | $650 single occ. |
Other Options
Don’t see a date that works for your schedule? Learn how to pick your own date with Travel Match today!
Have a group of friends? Want to make this a corporate retreat? Learn more about our custom and group bike trips.
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…
The designs for the rides were a perfect mix linking all of the important points of interest with the countryside of Tuscany. The camaraderie and challenge all combined to create a close nit group of newly found friends—Tom
All of Tuscany was beautiful - Diane and Nate provided incredible service/assistance when needed. Always cheerfully and with professionalism. It was truly a trip of a lifetime! We have many pictures and happy memories.—Carol
I had a fantastic time on my first Trek Travel vacation! Nate and Diane contributed to my wonderful experience, and the other guests on the trip were all very nice. We had good chemistry and I think everyone on this trip had a great time! Hope to see everyone in Lake Cuomo (hint, hint)!—Maria
The bike! I had the Madone 5.5 and it was great. The guides! Very supportive of whatever we wanted. The scenery! First trip to Tuscany and it was fun!—Bruce
This was our first cycling trip and it definitely exceeded our expectations!—Katharine
