Tuscany Bike Tour
- Region: Italy
- Destination: Tuscany
- Duration: 6 Days / 5 Nights
- Level: Active
- Price From: $4695
- Single Supplement: $700
|Sep 20 - Sep 25, 2015||$5095||Call to book|
|Oct 4 - Oct 9, 2015||$4895||Book Now|
|Oct 11 - Oct 16, 2015||$4895||Book Now|
|Oct 25 - Oct 30, 2015||$4895||Call to book|
|Apr 3 - Apr 8, 2016||$4695||Book Now|
- The heart of Italy, located between Florence and Rome
- Known for: spectacular landscapes of rolling hills, Etruscan villages, the medieval city of Siena, and the birthplace of the Italian Renaissance
- Eat: Hand-rolled pici pasta, pecorino cheeses, fresh tomatoes, Chianina beef and cinghiale (wild boar)
- Drink: famous local wines, including Brunello, Chianti Classico, and Vino Nobile
- A visit to Pienza: an architectural gem thanks to its namesake, Pope Pius II, who made it his project to turn his hometown into the ideal Renaissance city
- Riding through scenic landscapes where both the English Patient and Gladiator were filmed
- A private tour of the cantina of our friend and local winemaker, philosopher and playwright, Vittorio Innocenti
- Private cooking class in Montalcino in the 15th-century home of our friends Domenico and Lina
We include more on our Tuscany cycling trips than any other bike tour company in an effort to provide our guests with the most unforgettable, stress-free travel experience.
- Stunning, luxurious, world-class accommodations
- Top-of-the-line bicycle selection
- Daily breakfasts, all lunches, four gourmet dinners, Après Velo cocktails, and nutritious snacks
- Carefully selected local wines with every delicious meal
- Expert guides with extensive local knowledge who go above and beyond to cater to your every need
- Complete van support every mile of the way to enjoy your vacation at your own pace
- Group sizes that don’t exceed 14 guests on a scheduled departure
- Wine tastings and cooking classes as outlined in the itinerary
- Pick up and drop off before and after your tour from convenient locations
- Gratuities for baggage, porters, and hotel service
- Pre- and post-travel planning advising with optional upgrade to Concierge Travel Planning (learn more)
- Complimentary DuVine gear, including a custom cycling jersey, DuVine t-shirt, water bottle, and drawstring bag
DuVine strives to consistently amaze, surprise, and delight. For this reason, each itinerary may be subject to slight modifications. Contact us to speak with a destination specialist for the most up to date tour inclusions.
- Gratuities for DuVine bike tour guides (learn more)
- Dinner on one free night
Grab your fork and knife and dive into our list of our five favorite ways to experience food and travel in a few of the best foodie destinations in the world.
From classic to wacky, discover our list of top hotels for art lovers where the art isn’t meant to be displayed but to immerse the guest in an interactive experience.
Whether you’re a first-time visitor or someone who has traveled to Tuscany many times, the region can still amaze you with undiscovered corners.
Discover Europe’s most charming towns and villages—where cobblestoned streets lead to incredible hilltop views and fishing boats float in tranquil harbors.
What is a truffle? We teamed up with some truffle experts from around the world to uncover the mysterious secrets of the world-famous black and white truffles.
Travel is all about the people you meet along the way! Meet the charismatic and charming personalities behind the most authentic and memorable hidden gems of Italy.
Dozens of DuVine bike tours include castle visits, so we’ve assembled this list of our guides’ favorite castles in Europe.
Travel is the healthiest high you can find, and Tuscany will get you hooked. Find out why Travel to Tuscany is the gateway to becoming a travel addict.
DuVine’s own Arien Torsius has been chosen as Outside Magazine’s Cycling Guide of the Year! Learn more about Arien and why DuVine has the best team in the industry!
Don’t bottle up your passion. Set it free with one of the world’s most romantic wines, recommended by some of our favorite wine shops.
Stop worrying about your calorie intake. There’s nothing to worry about! With a DuVine bike tour, traveling can be guilt-free.
Have you considered taking a bike tour in Tuscany? Find out what DuVine employee, Tracy, says are her favorite parts of the trip.
Private bike tours are more popular than ever and we’ve put together our top 10 private departures to spur your inspiration.
Ready for Harvest Season? See why autumn is the best time to take a bike tour in Southern Europe.
Game of Thrones fans unite! Explore the set of King’s Landing on the popular TV series in Croatia with DuVine.
Not sure what to give your grad this spring? These bike tours make the perfect gifts.
Enjoy access to the world’s best spas on select trips in Italy, France and Spain this May – it’s our treat!
The famous, vibrant and exiting Il Palio di Siena horse race is a perfect inclusion to a Tuscany bike tour.
There’s no better way to experience Italy than like a local. Come meet our friends and make real, local, connections as you tour by bike.
Feel like venturing out on a solos bike tour? Our Tuscany tour this April was made just for you!
Enjoy the serenity of these bike tour destinations! Relax at some of the best spas in the world.
DuVine’s new and improved bike tours for 2014 promise to raise the bar of authentic, character-rich, and luxurious accommodations for our travelers.
Guest contributor, Priscila Siano, shares her ten favorite biking spots in Italy and why it’s one of the world’s best cycling destinations.
Many travelers think it seems scary or nontraditional to go it alone on one of our luxury cycling trips. Not to worry! We’ve made meeting new people a part of the adventure.
Sybille Steiner, Sales Manager at DuVine, just returned from her Tuscany bike tour adventure. In short, the Tuscan landscape greeted her like something you would find it in a picture book.
The Wall Street Journal recently highlighted one of our trips as one that “…let you burn calories during the day and refuel with a great meal at night.” There is more where that came from!
Vittorio Innocenti has been a wine producer for generations and his family has been producing wines in a traditional fashion, which – while time consuming – ensures a higher quality product.
Welcome to Pienza. It is here, in this charming city, that a man’s dream came true and a wonderful little hidden gem emerged. And it’s a must-stop spot on your journeys through Tuscany.
The cooking class begins with a toast, some of Domenico’s wine that is produced locally, though is not sold in any store. He explains to you that the wine is from his friend, and it is very good. “You try, you like,” he assures you.
DuVine Singles and Solos build connections between people who are bound by the common spirit of adventure.
Explore the iconic Italian countryside as you ride through its gentle green hills and cypress-lined byways on the Tuscany Bike Tour. Climb vine-covered hills to ancient Etruscan villages. Discover medieval fortresses and Renaissance masterpieces and delight in a visit to our friend Vittorio Innocenti’s private cantina. You’ll never forget the scent in the air as you ride along the ridges of the Crete Senesi or the sight of Siena’s Piazza del Campo at night. Savor local treats like homemade pici pasta, pecorino cheese, garden-fresh bruschetta with local olive oil, and sample the finest Brunello, Super Tuscan, Vino Nobile, and Chianti Classico wines.
Tour by Day
Day One: La Dolce Vita
Meet our guides at the Chiusi train station for a transfer to La Chiusa in the sleepy village of Montefollonico, our home away from home for the next two nights. You’re in Italy, so the welcome always begins with a light lunch and glass of Prosecco; then we’ll get fitted on the bikes and head out into Tuscan countryside. Ride back in time to the 1200s on the cobbled streets of tiny Petroio and wave at the old men tending their olive groves. You’ll feel as if you’re cycling through a painting. Choose your own adventure with longer or shorter ride options. Regroup and relax with an après velo cocktail on the patio surrounded by breathtaking views. Tonight our chef Dania will delight you with gourmet specialties, and our host Umberto will welcome you as a friend and show you how to live like a local.
Meals: Light Lunch / Dinner
Destinations: Montefollonico, Petroio
Accomplished: 14.5 miles / 23.2 km, elevation gain: 642 meters (optional additional 20 miles/ 32 km)
Accommodations: La Chiusa
Day Two: The Renaissance Ride
Embark on a loop ride to the town of Pienza. Stop at the gorgeous Renaissance church of San Biagio on the outskirts of Montepulciano before pedaling along the lovely cypress-lined curves into Montichiello. These routes have inspired countless local postcards, and you’ll see why as we ride by. This area, known as the Val d’Orcia, is so beautiful that UNESCO has designated it a World Heritage Site. Take in the views from lunch on a private terrace in Pienza. Wander the carefully laid out Renaissance streets, and sample some local pecorino cheese before looping home to our hotel. Back in Montefollonico, we’ll be treated to a private visit at our friend Vittorio Innocenti’s cantina. Taste some traditional Vino Nobile and Vin Santo in his garden overlooking the Chiana Valley before heading next door for a true feast at our favorite local restaurant.
Meals: Breakfast / Lunch / Dinner
Destinations: Montefollonico, Montepulciano, Montichiello, Pienza
Accomplished: 26 miles / 43 km, elevation gain: 793 meters (optional additional 36 miles / 59 km)
Accommodations: La Chiusa
Day Three: Montalcino Castles, Brunello + Home-Cooking
Set off riding through pastures and forests to join the locals for a coffee in sleepy Montisi. Don’t forget your camera as the road opens up onto the bare ridgelines of the Crete Senesi. Take in panoramic views pedaling down the Asso Valley and into the Brunello wine-growing region. It’s a big climb up to Montalcino, the medieval hilltown at the heart of the Brunello zone, but the effort is well-rewarded as we check into our stunning 5-star castle hotel. Spend the afternoon relaxing by the pool or getting pampered at the spa. This evening we’ll head back into Montalcino for a cooking class and dinner in the fifteenth-century home of our friends, Domenico and Lina.
Meals: Breakfast / Lunch / Dinner
Destinations: Montefollonico, Montisi, Torrenieri, Montalcino
Accomplished: 30 miles / 50 km, elevation gain: 732 meters (optional additional 46 miles / 76 km)
Accommodations: Castello di Velona
Day Four: Across the Crete Senesi
Wake up early to catch the monks greeting the new day with a Gregorian chant at the nearby Abbey of Sant’Antimo or sleep in at our castle hotel. Start the day with a ride across the Brunello region before an unforgettable visit to the Renaissance frescoes at the Abbey of Monte Oliveto. After a picnic lunch, continuing riding into the rolling wheat fields of this scenic landscape. If you’re eager to get into Siena, you can opt for an earlier van transfer to the hotel or continue cycling all the way into the city’s iconic Piazza del Campo on a truly unforgettable ride. Tonight you are free to explore the medieval city of Siena where your guides can provide great dining recommendations.
Meals: Breakfast / Lunch
Destinations: Buonconvento, Monte Oliveto, Asciano, Siena
Accomplished: 27 miles / 45 km, elevation gain: 1378 meters (optional additional 44 miles / 73 km)
Accommodations: Grand Hotel Continental
Day Five: The Tuscan Heartland
Pedal through the olive and cypress trees as we ride deep into the hills of Chianti. This area was at the center of Florence and Siena’s 300-year struggle for regional dominance, and the numerous fortified hamlets and castles are a testament to its unsettled past. More recently the locals have turned from war to wine, and these former fortresses now protect signature Chianti Classico wines as they age in coveted antique cellars. Pedal past Bossi, San Felice, Brolio and countless castles as we weave our way through forests and vineyards to the hilltop village of Radda. Here our friend Monica will welcome us to her family-run bottega for a lunch featuring bruschette, cheeses, homemade salads and inventive pastas. Ride the scenic ridgeline to the hotel, relax by the pool, and celebrate an incredible week of riding with a festive final dinner.
Meals: Breakfast / Lunch / Dinner
Destinations: Bossi, San Felice, Brolio
Accomplished: 25 miles / 40 km, elevation gain: 1186 meters (optional additional 34 miles / 57 km)
Accommodations: Locanda Le Piazze or Borgo di Vescine
Day Six: Ride to Florence
It’s our last day, and you can opt to sleep in, enjoy the hotel and take a late-morning shuttle to Florence; or make an epic final ride across Chianti for a triumphant finish at Florence’s Piazzale Michelangelo. Say your goodbyes with the stunning Florentine skyline for your backdrop as you head onto your next adventure.
Accomplished: Optional 29 mile/ 48 km ride into Florence