- 10+ Guests Price as advertised*
- 8-9 Guests +$500 per person to trip price*
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- 4-5 Guests +$1,500 per person to trip price*
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Your Trek Travel guides will meet you at the Hotel Montebello Splendid at 11:00 AM on the first day of your 4-day luxury bike tour in Tuscany. After a one-hour shuttle, you will arrive at the quiet and historic Badia a Coltibuono, or "Abbey of the Good Harvest," to have a delicious local lunch with stunning views of the Chianti hills. Your Trek Travel guides will then spend some time familiarizing you with your Trek bicycle and ensuring you have an excellent fit. A warm up ride will take you along picturesque, winding roads through woodlands and ancient olive groves, before you make your way to the small, quintessential village of San Felice where our luxurious hotel for the next three nights, awaits you. This evening, you'll enjoy a warm welcome to your Tuscany bike and wine tour as we gather for drinks on the terrace overlooking the hotel's own Sangiovese vineyards before enjoying our first gourmet meal together.
La Badia di Coltibuono to San Felice
Approximately 14 miles with 1,250 feet of climbing
Borgo San Felice
Lunch | Social Hour | Dinner
Today’s ride traverses the forested hills and olive groves of the Chianti region. Pedal through the village of Lecchi and enjoy an espresso with the locals before continuing up to Radda, the ancient capital of the League of Chianti. Take time to explore this vibrant village, filled with wine shops and art galleries—the perfect place to pick up some mementos to take home-—or choose to climb up to the medieval village of Lucarelli on our avid option. Your midday destination is Castello di Volpaia, where the Mascheroni Stianti family personally welcomes you for a wine-paired lunch in their villa. Afterward, enjoy an exclusive visit of the castle’s cellars and olive oil press. From here, shuttle back to our hotel for a dip in the pool or hop back on your bike to return through the rolling vineyards. This evening, we’ll shuttle into the medieval town of Siena, home of the "Palio" horse race and the storied Mangia Tower. Here, you'll learn the secrets of this historic city from our local guide and see the world-famous Duomo and the Piazza del Campo. Afterward, wander the cobbled streets as an array of Tuscan specialties unfold before your eyes. Your guides will have plenty of suggestions on where to find culinary favorites like wood-fired pizza or a bowl of Cinghiale (wild boar) pasta accompanied by a glass of Brunello. Be sure to finish your fabulous day with a world-class gelato!
San Felice to Volpaia Loop
Approximately 33 miles with 3,850 feet of climbing
San Felice to Volpaia with shuttle
Approximately 18 miles with 2,600 feet of climbing
San Felice to Lucarelli to Volpaia Loop
Approximately 48 miles with 5,400 feet of climbing
Borgo San Felice
Breakfast | Lunch
This morning you will cruise through the Chianti vineyards where you'll be rewarded by rich panoramic views of rolling, sun-drenched Tuscan hills. Choose to stop and explore the Castello di Brolio, the oldest castle and winery in the area, which has belonged to the Ricasoli family for nearly 800 years. Stop for coffee at their Eroica Caffè, named after L’Eroica, the local cycling event on the “strade bianche” (white gravel roads) with contestants riding vintage bikes and in full vintage regalia. Then choose to climb up into the hills to Monteluco, one of the highest points in Chianti or continue on to the quaint village of Villa a Sesta, our lunch destination. Enjoy true Tuscan hospitality as you savor the cuisine of Osteria alla Villa, a small bistro that serves up fresh and creative dishes. This afternoon relax with some free time at the hotel; enjoy the spa or lounge by the pool with an Aperol spritz in hand. This evening, an exquisite Michelin-starred dinner awaits you at Poggio Rosso. Surrender your tastebuds to the innovative cuisine of our Chef Juan Camilo Quintero who prides himself on crafting gourmet cuisine from all locally sourced ingredients, perfectly paired with the hotel’s best vintages from their own vineyards.
San Felice to Villa Sesta Loop
Approximately 29 miles with 2,800 feet of climbing
San Felice to Castello di Brolio Loop
Approximately 21 miles with 2,050 feet of climbing
San Felice to Monteluco to Villa Sesta Loop
Approximately 38 miles with 4,100 feet of climbing
Borgo San Felice
Breakfast | Lunch | Dinner
Rise early this morning and witness the sunrise creeping over the stunning Chianti countryside for a final time, surely by now it's starting to feel like your second home. Linger over a hot cappuccino and enjoy a leisurely morning soaking in the gorgeous views from the breakfast patio before you bid your farewells and board your private shuttle at 9:00 AM. It's been a great Tuscan getaway!
Private shuttle to Florence
Every moment of a Trek Travel luxury bike tour has more than you could have ever dreamed. More romance. More scenery. More choice. It's the little additions to every Trek Travel cycling vacation that make it truly special. And that's how we help you create more memories.
It isn’t the cycling vacation of a lifetime unless you have the industry’s best bike to match. In 2019, we upgraded our fleet to feature the award-winning Domane SL 7 with Shimano Ultegra Disc brakes. Because when you combine the lightweight stability and comfort of the Domane with the superior safety and stopping power of disc brakes, you get a match made in cycling heaven. And the best part? It’s included in the trip price. Ride confidently, comfortably and longer in the most beautiful destinations around the world with the new Domane SL 7. Learn More
The Domane+ LT combines the best of the race-built Domane endurance bike with a slight pedal-assist perfect for climbing the toughest hills. This bike primarily functions as a road bike, but on tough hills or in strong headwinds, you can get an extra boost by using the electric assist feature. Upgrade to the Domane+ LT on this trip for $500. Learn More
With its Low-Step frame design, hopping on and off the Trek Verve+ is super easy. The front suspension will take the edge off any bumps in the road and the Bosch system will keep you smiling from ear to ear. The integrated battery keeps this bike looking sleek as you pedal through amazing terrain. Learn More
See itinerary for specific daily ride distances and elevation options. On all of our cycling vacations, Trek Travel seeks to find quiet, paved secondary roads or bike paths to experience a region; busy roads are avoided as much as possible. Our itineraries are an approximation of our trips. Trek Travel strives to offer every guest a vacation of a lifetime on every trip. At times routes, hotels, activities, etc. listed here may change at the discretion of the trip designer or guides to improve the trip experience.
Averages and totals are calculated from our Today’s Ride options.
We suggest that you arrive at least one day prior to the start of your 4-day bike tour in Chianti, 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). The Florence airport is about three miles from the town center. You can take a taxi (~20 euros) directly to the hotel, or a bus which departs hourly.
Rome and Milan also offer flight options. From Rome’s Fiumicino Airport (FCO), you may take a direct train to Rome’s central station, Roma Termini. Follow the “Stazione/Railway Station” signs. Trains depart twice hourly. Tickets can be purchased at a Biglietteria office or from ticket machines. All tickets must be validated before getting on the train; do this by stamping your ticket at the yellow boxes near the platform. The ride takes 30 minutes. From Roma Termini, transfer to a train for Florence. The Eurostar trains depart frequently and are the quickest. The trip takes one and a half hours and costs between 44-62 euros one way per person. In Florence, taxis are available to take you to your hotel. Taxi service is available from Rome Fiumicino Airport to central Rome for ~50 euros.
Your Trek Travel guides will meet you at the Hotel Montebello Splendid (Via Giuseppe Garibaldi, 14, 50123 Florence, Italy) at 11:00 AM on the first day of the trip. Should you wish to reserve a room at this hotel pre or post trip, please contact your Trip Consultant for a discount code. You’ll then shuttle 90 minutes to your lunch spot for a taste of Tuscan cuisine. After lunch, your guides will do a bike fitting to ensure your comfort on your Trek Domane this week, before you take your first spin through the countryside. Please have your first day’s riding gear handy and separate from your other luggage to facilitate the bike fitting and ride.
If you will be late for the pick-up or are going to miss it altogether, please inform your guides. You will receive an email a week before the trip start with their names and contact details. If you cannot reach them, please call our first hotel, Borgo San Felice (+39 0577 3964) and leave a message with your expected arrival time and contact details. You may take a taxi to the first night’s hotel for approximately 200 euros. The trip takes over an hour from the center of Florence.View our pre hotel recommendations
You will say farewell to your guides at 9:00 AM at Borgo San Felice, in San Felice. You’ll depart by private shuttle for Hotel Montebello Splendid, Florence, arriving close to 10:30 AM. The hotel is a 10-minute taxi ride from Santa Maria Novella train station where trains connect to many European cities. Please do not book seats before 12:00 PM, allowing adequate connection time for any ongoing travel or possible traffic delays. The airport in Florence (FLR) is three miles from the city. You can reach it by train, taxi, or shuttle bus; please do not schedule a flight prior to 4:00 PM. Visit www.TrenItalia. for train information.View our post hotel recommendations
Spring 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. Summers are hotter with higher daytime temperatures (80F-95F) and evening temperatures 10 degrees cooler. Rain is always a possibility, however, so be prepared with wet-weather gear in order to best enjoy your Chianti bike tour. Packing List
Florence is the majestic heart of Renaissance art and intellect. Several days can be spent wandering the streets in the shadow of Brunelleschi’s Duomo and strolling beside the Arno. Along with the Duomo and Ponte Vecchio, the Uffizi gallery, a pillar of the Renaissance and Medici eras, merits a visit. Michelangeo’s David in the Galleria dell’Arte is not to be missed. Keep in mind while exploring Florence that opening hours vary and are quite often inconsistent. Different museums are open on different days and lines can be very long. It’s worthwhile to pay a few extra euros and pre-book your tickets—this will enable you to bypass long lines of visitors at the entrances. We recommend the following accommodations for your pre-trip hotel.
In every region we travel, we uncover the area’s best, and most delightful accommodations. On our Tuscany trip, you will stay in a historic palazzo in charming San Quirico, a luxurious country villa surrounded by rolling hills, and a former castle of a medieval hamlet high above Gaiole. If you are looking to discover the bustling city of Rome after your trip, we recommend the following accommodations for your post-trip hotel.
Our unrivaled selection of Trek Bikes sets the bar for quality and comfort. From the ultra-smooth Trek Domane SL 7 to the Trek Electric-Assist Verve+, you deserve the best ride on your vacation. Plus, we offer a range upgrade options to take you the extra mile.
Our guides are trained to make your trip magical. They aren't just experts in riding; they're trained in delivering uncompromising service in ways you won't believe. We know that it's the unexpected surprises that make a trip magical. That's why our guides pride themselves on anticipating your needs before you ask.
Our vacations are built to deliver the ultimate in flexibility, from extreme relaxers to hard-core roadies. You pick your mileage, itinerary and experiences. We take care of the rest.