Experience Italian joy—allegria—in Tuscany, woven into every aspect of this luxurious bike tour in Chianti. From lush olive groves to sun-kissed vineyards, we bring you the best cycling this region offers. Enjoy revered wines and heartfelt hospitality at Castello di Volpaia, hosted by our friends, the Mascheroni Stianti family. Delight in hand crafted Tuscan cuisine and learn pizza-making with an expert pizzaiolo. Rest in secluded, historic luxury hotels. Every detail is tailored to perfection, from the first light of a fiery sunrise to the evening's last sip of Chianti Classico. This wine country cycling tour is more than the ultimate bike and wine adventure; it’s an exploration into the heart of joy.
Toast the day at Belmond Castello di Casole, awarded the Two Key recognition in the inaugural 2024 Michelin Guide hotel ratings
Enjoy your spectacular 5-star hotel nestled in the heart of Chianti, transformed from a historic building into the ultimate luxury property
Visit San Gimignano, where you’ll be met with vibrant colors, sights, and sounds of the open-air market
Experience an intimate gathering with the Mascheroni Stianti family, enjoying a gourmet dinner and exquisite wine tasting at their hidden estate, Castello di Volpaia
Take part in a private pizza-making class and sip local wines with perfect dessert pairings
Savor the finest vintages at a private visit to Castello di Volpaia
Enjoy a wine tasting and gourmet dinner at Castello di Volpaia
The Mascheroni Stianti family welcomes you for an exquisite wine-paired dinner in their villa, with an exclusive visit of the castle’s cellars and olive oil press.
Another spectacular adventure! After an incredible trip to Napa with Trek Travel, we were excited to explore yet another amazing area with you. Tuscany was absolutely awesome, and we are already debating where we should go with Trek Travel next. Thanks for all that you do – we can’t imagine anyone doing it better.
Read more
Whichever the season, Tuscany is always beautiful. Intimate dining experiences, private tours, and exceptional hotels are just some of what makes this such a special trip. Be prepared for some climbing, the views are the best enjoyed at the top! Afterwards relax in the hotel spa then glam up for splendid dinners complete with local wine pairings. This is a trip I always look forward to!
Read more
All expectations were exceeded. The sights, the tastes, the people... all spectacular. The tone was set by our guides, who immediately put us at ease when we felt apprehensive about our ability to keep up with the group. It was obvious that a lot of attention went into planning every detail of the trip, which made our experience relaxing and wondrous.
Read more
The itinerary, accommodations, food, and restaurant selections were all super. Guides were great. This was our 7th trip with Trek Travel...that should say all you need to know.
Read more
All around awesome —we enjoyed everything!!! The riding was great. The food was awesome. Our guides were absolutely fantastic. We enjoyed the pizza making, the country lunch and the lunch at the residence, the tour of Siena. The places that we stayed were first class. It was a totally awesome vacation.
Read more
The trip was wonderful. I was a little anxious before we left since my biking skills are not at the same level as my husband's, but the e-bike made all the difference...It's super easy to use! I was also pleased with the routes we biked - great roads and the motor vehicles know to be cautious of bikers. The accommodations were top rate and so was the food. Our guides were fantastic and kept the trip moving smoothly. The people of Italy were kind and welcoming. Can’t wait until our next Italy trip!
Read more
Can't say enough great things about the guides, the itinerary, the organization, the bikes, and the accommodations. This trip was long overdue for us and exceeded all our expectations.... We will travel with Trek Travel again to be sure.
Read more
Great Ride
Experience Great Ride #6 on our List of Great Global Rides. Perfect ribbons of road carving through the hillsides, dotted with quaint villages, olive groves, and vineyards for as far as the eye can see.
Learn MoreBook early for the best price
Guaranteed
Join Waitlist
Private
Limited Availability
Where to Arrive
Airport:
Amerigo Vespucci Airport (FLR)
Pick-up location:
Palazzo Montebello, Florence, Italy
Pick-up time:
11:00 AM
Where to Depart
Airport:
Amerigo Vespucci Airport (FLR)
Drop-off location:
Palazzo Montebello, Florence, Italy
Drop-off time:
12:30 PM
Additional Arrival Information
We suggest that you arrive at least one day prior to the start of your Tuscany Wine Country bike tour, 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 directly to the hotel (for approximately 20€) 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€ 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 approximately 50€.
Your Trek Travel guides will meet you at the Palazzo Montebello (Via Giuseppe Garibaldi, 14, 50123 Florence, Italy) at 11:00 AM on the first day of the trip. You’ll then shuttle 90 minutes to your lunch spot for your first taste of delicious Tuscan cuisine. After lunch, your guides will do a bike fitting to ensure your comfort on your Trek bike 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. If you cannot reach them, please call your first hotel, Pieve Aldina (+39 0577 1911511), 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€. The trip takes over an hour from the center of Florence.
Additional Departure Information
You will say farewell to your guides at 11:00 AM at the Castello di Casole, Casole D'elsa. You’ll depart by private shuttle for Palazzo Montebello, Florence, arriving close to 12:30 PM. The hotel is a 10-minute taxi from Santa Maria Novella train station where trains connect to many European cities. Please do not book seats before 1:30 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.com for train information.
Enjoy a warm up ride through ancient olive groves
Overview
Your Trek Travel guides will meet you at the Palazzo Montebello at 11:00 AM on the first day of your luxurious 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 ri... Your Trek Travel guides will meet you at the Palazzo Montebello at 11:00 AM on the first day of your luxurious 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. You’ll arrive at our lavish hotel, the serene Pieve Aldina, part of the renowned Relais & Châteaux collection, where you will be hosted for the next three nights. This evening, you'll enjoy a warm welcome to your Tuscany Wine Country bike tour as we gather for drinks on the terrace overlooking Tuscan vineyards before enjoying the first of many exquisite meals together, this one expertly prepared at the hotel's convivial enoteca Read More
Hotel
Pieve Aldina
Meals included
Lunch | Social Hour | Dinner
Highlight of the Day
Scenic Warm-Up Ride
Warm up on picturesque, winding roads through woodlands and ancient olive groves to the medieval Castel Monastero, now a lavish hotel, where... Warm up on picturesque, winding roads through woodlands and ancient olive groves to the medieval Castel Monastero, now a lavish hotel, where you'll stay for the next three nights. Read More
Ride Options
Ride Option 1
TODAY'S RIDE:
La Badia di Coltibuono to Pieve Aldina - Approximately 12 mi | 20 km and 1,083 ft | 330 m
Savor a wine tasting evening at Castello di Volpaia
Overview
Slowly awaken in your opulent surroundings to another perfect day in Tuscany! Today’s ride traverses the forested hills and olive groves of the celebrated Chianti region. Pedal through the village of Lecchi and enjoy an espresso with the locals before continuing up to the center of Radda, the ancient capital of the League of Chianti. Take time to explore this vibrant village, filled with art galleries, cycling boutiques, and wine shops—the perfect place to pick ... Slowly awaken in your opulent surroundings to another perfect day in Tuscany! Today’s ride traverses the forested hills and olive groves of the celebrated Chianti region. Pedal through the village of Lecchi and enjoy an espresso with the locals before continuing up to the center of Radda, the ancient capital of the League of Chianti. Take time to explore this vibrant village, filled with art galleries, cycling boutiques, and wine shops—the perfect place to pick up some mementos to take home. Lunch is hosted in a local trattoria where you can savour the local tasty bruschetta, caprese salads and other delicious Tuscan fare. From here, it’s a short climb back to our hotel for a dip in the pool or choose to spin your wheels a little more with a loop to the charming village of Lucarelli. Your evening destination is a short shuttle to Castello di Volpaia, where the Mascheroni Stianti family will personally welcome you. Enjoy an exclusive visit of the castle’s winery and original olive oil press followed by an intimate wine and olive oil tasting from their cellars. We’ll then enjoy a spectacular wine-paired dinner in their family villa. Read More
Hotel
Pieve Aldina
Meals included
Breakfast | Lunch | Social Hour | Dinner
Highlight of the Day
Wine tasting at Castello di Volpaia
Meet the Mascheroni Stianti family at their wine estate in Volpaia. Tour the estate, taste their olive oil and vintages, and enjoy a wine-pa... Meet the Mascheroni Stianti family at their wine estate in Volpaia. Tour the estate, taste their olive oil and vintages, and enjoy a wine-paired dinner. Read More
Ride Options
Ride Option 1
TODAY'S RIDE:
Pieve Aldina to Radda in Chianti Loop - Approximately 22 mi | 36 km and 2,549 ft | 777 m
Ride Option 2
SHORT OPTION:
Pieve Aldina to Lecchi in Chianti with Shuttle - Approximately 14 mi | 22 km and 1,286 ft | 392 m
Ride Option 3
AVID OPTION:
Pieve Aldina to Radda in Chianti and Lucarelli Loop - Approximately 40 mi | 65 km and 4,334 ft | 1,631 m
Discover the history of Castello di Brolio and the quaint village of Villa a Sesta
Overview
Following a relaxing breakfast, cruise through the Chianti vineyards, rewarded by panoramic views of rolling, sun-drenched Tuscan hills. Stop to explore Castello di Brolio, the oldest castle and winery in the area, owned by the Ricasoli family for nearly 800 years. Enjoy an espresso at the Eroica Caffè, named after L’Eroica, the local cycling event on the strade bianche, where contestants ride vintage bikes on white gravel roads in full vintage regalia. Then, cho... Following a relaxing breakfast, cruise through the Chianti vineyards, rewarded by panoramic views of rolling, sun-drenched Tuscan hills. Stop to explore Castello di Brolio, the oldest castle and winery in the area, owned by the Ricasoli family for nearly 800 years. Enjoy an espresso at the Eroica Caffè, named after L’Eroica, the local cycling event on the strade bianche, where contestants ride vintage bikes on white gravel roads in full vintage regalia. Then, choose to climb into the hills to Monteluco, one of the highest points in Chianti, or continue to the quaint village of Villa a Sesta, our lunch destination. Savor true Tuscan hospitality and cuisine at Osteria alla Villa, a small bistro serving fresh, creative dishes. This afternoon, indulge in free time at the hotel: enjoy the restorative spa or lounge by the pool with an Aperol Spritz. This evening, dine at your leisure at Le Rondini, our hotel's gourmet restaurant. Surrender your taste buds to Chef Niccolo Pini's cuisine, inspired by the seasons. Read More
Hotel
Pieve Aldina
Meals included
Breakfast | Lunch | Dinner
Highlight of the Day
Taste an espresso at the Eroica Caffè
Pause for an espresso at the Eroica Caffè, named after L’Eroica, the local vintage cycling event on the strade bianche.
Ride Options
Ride Option 1
TODAY'S RIDE:
Pieve Aldina to Villa a Sesta Loop - Approximately 41 mi | 66 km and 4,744 ft | 1,446 m
Ride Option 2
SHORT OPTION:
Pieve Aldina to Castello di Brolio with Shuttle - Approximately 31 mi | 50 km and 2,220 ft | 860 m
Ride Option 3
AVID OPTION:
Pieve Aldina to Villa a Sesta with Monteluco Climb Loop- Approximately 50 mi | 81 km and 6,221 ft | 1,896 m
Ride through the breathtaking Elsa Valley and spin your own pizza dough with a trained pizzaiolo
Overview
The breathtaking Elsa Valley awaits you today. The quiet roads offer rich, colorful vistas of golden hills dappled with silver olive groves, framed by dark green cypress trees. After a beautiful morning ride descending from the hills of Chianti, you will pedal on quiet country lanes and observe a landscape change as we journey to the stunning 5-star Castello di Casole. This incomparably resplendent hotel is one of Italy's most impressive destination hotels—and for... The breathtaking Elsa Valley awaits you today. The quiet roads offer rich, colorful vistas of golden hills dappled with silver olive groves, framed by dark green cypress trees. After a beautiful morning ride descending from the hills of Chianti, you will pedal on quiet country lanes and observe a landscape change as we journey to the stunning 5-star Castello di Casole. This incomparably resplendent hotel is one of Italy's most impressive destination hotels—and formerly an estate to the 10th-century nobility. Along the way, you’ll pause to enjoy a farm to table picnic lunch, featuring hand-cured prosciutto and local cheeses accompanied by delicious Frantoio olive oil. Afterward, choose to climb up to the medieval village of Simignano or pedal directly to your castle hotel. Relax with a cocktail on the hotel terrace and enjoy the spectacular views over timeless Tuscan scenery. Tonight, enjoy a private pizza-making class, where you'll learn how to spin your own pizza dough and make the pie of your choice with a trained pizzaiolo! Read More
Hotel
Belmond Castello di Casole
Meals included
Breakfast | Lunch | Dinner
Highlight of the Day
Private pizza-making class
Tonight, join a private pizza-making class where you'll learn to spin your own dough and create your favorite pizza with a trained pizzaiolo... Tonight, join a private pizza-making class where you'll learn to spin your own dough and create your favorite pizza with a trained pizzaiolo! Read More
Ride Options
Ride Option 1
TODAY'S RIDE:
Pieve Aldina to Castello di Casole - Approximately 41 mi | 53 km and 3,860 ft | 795 m
Ride Option 2
SHORT OPTION:
Monastero to Scorgiano - Approximately 34 mi | 55 km and 3,510 ft | 1,070 m
Ride Option 3
AVID OPTION:
Pieve Aldina to Castello di Casole w/ Simignano climb - Approximately 41 mi | 66 km and 3,468 ft | 1,057 m
Explore the medieval market town of San Gimignano
Overview
It's pure extravagance to awake at Castello di Casole, and after a leisurely breakfast, you'll mount your bike for one last amazing day on the rolling hills of Tuscany. You will start with a descent from the hotel into the valley below, across vine-covered slopes, and up to the medieval town of San Gimignano, where you're welcomed by the vibrant colors, sights, and sounds of the legendary open-air market. Taste fresh regional olives and take a stroll through the sta... It's pure extravagance to awake at Castello di Casole, and after a leisurely breakfast, you'll mount your bike for one last amazing day on the rolling hills of Tuscany. You will start with a descent from the hotel into the valley below, across vine-covered slopes, and up to the medieval town of San Gimignano, where you're welcomed by the vibrant colors, sights, and sounds of the legendary open-air market. Taste fresh regional olives and take a stroll through the stalls of the local artisans before savoring the famous picci pasta at our favorite local osteria. This afternoon, spin back to the hotel to relax by the infinity pool overlooking the gorgeous Elsa Valley. Or, choose one of the many activities available at the hotel including a ceramics lesson or a watercolor class. You may wish to indulge yourself at their destination spa. Tonight, you'll savor the trip's final gastronomic delight: a perfectly timed aperitif on the hotel’s panoramic terrace as the sun dips below the horizon, followed by a magnificent meal at the hotel's renowned restaurant, La Tosca. Soak in the magical atmosphere of this elegant retreat and raise your glass to an unforgettable luxury bike tour in Tuscany. Read More
Hotel
Belmond Castello di Casole
Meals included
Breakfast | Lunch | Social Hour | Dinner
Highlight of the Day
Featured Meal | La Tosca
Indulge in a gastronomic delight at La Tosca, where exquisite meals use the finest local ingredients. Enjoy beautifully presented dishes tha... Indulge in a gastronomic delight at La Tosca, where exquisite meals use the finest local ingredients. Enjoy beautifully presented dishes that pay homage to farm traditions. Soak in the magical atmosphere of this elegant restaurant and toast to the unforgettable cuisine of Tuscany. Read More
Ride Options
Ride Option 1
TODAY'S RIDE:
Castello di Casole to San Gimignano with Shuttle to Hotel - Approximately 21 mi | 33 km and 2,200 ft | 670 m
Ride Option 2
SHORT OPTION:
Castello di Casole to Castel San Gimignano - Approximately 14 mi | 22 km and 1,300 ft | 396 m
Ride Option 3
AVID OPTION:
Castello di Casole to San Gimignano Return - Approximately 42 mi | 67 km and 4,500 ft | 1,371 m
Witness the sunrise creeping over the stunning Val d'Elsa
Overview
While by now this region is surely starting to feel like home, this morning you'll arise early for your final bike loop through the Tuscan countryside as the sunrise washes over the captivating Elsa Valley. If you’d rather, simply 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 a private shuttle, taking you to Florence and further adventures.
Meals included
Breakfast
Ride Options
Ride Option 1
TODAY'S RIDE:
Castello di Casole to Mensano Loop - Approximately 15 mi | 24 km and 1,400 ft | 426 m
View full itinerary to print.
View full itineraryOn 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. Some non-riding options on our Tuscany Wine Country bike tour are:
We've got you covered on and off the bike! Our team of guides will always have one in the support vehicle and one on the bike, ready to fill up your water bottles, fix a flat tire, or give you a lift up the hill. They'll also give you the inside scoop on the best local spots. And when you're not riding, your guides are happy to help with anything you need - from massage appointments to finding that special local treat you've been craving.
Nestled in Chianti, Pieve Aldina embodies Tuscany’s soul with its 10th-century charm, surrounded by vineyards and olive groves. Enjoy Chef Niccolo Pini’s Tuscan cuisine in various settings, relax by the pool with countryside views, and unwind in the spa. As a member of the renowned Relais & Chateaux collection, you’ll experience luxury, history, and culinary excellence at this serene retreat.
... Learn more
Part of the exclusive Belmond group and awarded the Two Key recognition in the inaugural 2024 Michelin Guide hotel ratings, the superbly luxurious Castello di Casole is a beautifully restored castle set on a 4,200-acre private estate. This five-star boutique hotel boasts an incredible destination spa, both gourmet and relaxed dining, and exquisite suite accommodations that effortlessly combine Old World Tuscan charm with modern luxuries.
... Learn more
Road
Experiencing your cycling vacation of a lifetime is not complete without a world-class bike and the Trek Domane SL 7 Gen 4 is the best on the road. It raises the bar to deliver incredible endurance road bike comfort without sacrificing performance and features highly responsive disc brakes, road-smoothing IsoSpeed technology, and electronic shifting. This new bike is lighter than ever before, and carbon wheels are standard on every Domane SL 7 bike.
Learn more
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
Road
Upgrade your experience on the Domane+ SLR 7. It has everything you love in a road bike, with the extra boost to take you farther than ever before. With an ultra-lightweight design and a whisper quiet electric assist motor, this performance e-road bike will assist you on the climbs and enable you to venture further. So go ahead—take the long way. With Domane+ SLR 7, there’s always room for more distance and more fun!
Upgrade to the Domane+ SLR 7 on this trip for $399 (3-6 day trips) or $599 (7+ day trips). Available in limited quantities. See specific trip dates for available bike options.
Trek Travel Guides
From the moment you meet our guides, you'll understand the difference. You'll feel the genuine care they take to make your vacation perfect. From their expert support to sharing their favorite hidden spots, they tailor every moment to you.
Certified Guides
Know Before You Go!
We want you to be fully prepared for your cycling vacation of a lifetime. This involves making sure that you choose the appropriate trip for you and that every aspect of your experience is flawless. Each Trek Travel trip is unique to ensure maximum enjoyment every time.
Your Trip Need to Knows:
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 pre-trip hotel:
Where to Stay
Palazzo Montebello
The Palazzo Montebello 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. Please note: This is also your trip-start meeting hotel. www.palazzomontebello.com
Number Nine
This brand new luxury boutique hotel is located in a noble Florentine residence and has been given individual design attention to all its 46 rooms. Enjoy the finest comfort and hospitality for the discerning, modern traveller while taking full advantage of its central location and savoring the heart and soul of Florence. www.firenzenumbernine.com
Villa Cora
Escape the city bustle at the immaculately restored 18th-century Villa Cora, offering superb facilities, impeccable service, and an ideal location—just a 15-minute walk or quick shuttle to the Ponte Vecchio. Relax in the rose-filled gardens, cool off in the large pool, or unwind at the luxurious spa, "Bené." Take a cooking class or sip a cocktail while enjoying skyline views from the rooftop terrace. www.villacora.com
Rome, Italy
Rome is a powerhouse of stunning architecture and ancient history, beautifully told through its ruins and buildings. It seems that every street you walk down provides another unexpected glimpse of ancient times, yet modern bustle and energy abounds as well. The Coliseum, the Forum, Vatican City, and the Pantheon are some of the must-see attractions. Be sure to linger on the Spanish Steps one afternoon and take advantage of great shopping and fantastic cuisine. We recommend the following accommodations for your post-trip hotel:
Where to Stay
Hotel Barocco
This 37-room hotel is tucked away in central Piazza Barberini. It boasts a refined, simple style with all of the comforts and amenities needed for a relaxing Roman getaway. www.hotelbarocco.com
Hotel Capo d’Africa
Located in the heart of Imperial Rome, between the Forum and the Domus Aurea, the Hotel Capo d’Africa boasts contemporary decor within a beautiful, early 19th-century building. www.hotelcapodafrica.com
Mecenate Palace
In front of the Basilica of Santa Maria Maggiore, this hotel is within walking distance of most of the important monuments and shopping areas found in Rome. Guests can enjoy a panoramic view of the city from the hotel’s roof garden. www.mecenatepalace.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, however, 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 email 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. You will also receive instructions to download the Ride with GPS app before your trip to provide you the day to day plan and daily route guides.
With one person booked on a date, the trip becomes guaranteed.*
In the case where trips are at one or two guests, we will contact you prior to final payment to give you the following options:
Pay a small trip fee of $500 per person for two guests or $1000 for one guest, which ensures your preferred trip date will run. If there are three or more guests before departure date, the fee will be refunded in full.
or
Switch to a different trip or different departure date. Should there be any difference in trip price between your original trip and the new one, you will be expected to pay the difference, or we will refund you accordingly.
Offer only valid if Trek Travel contacts a guest to discuss these specific options. Bike trips with fewer than three guests may operate with only one guide. The guide will support all rides with a Trek Travel van. If you would like to discuss the option of having two guides, please speak with your trip consultant.
The small trip supplement for Ride Camps is as follows – for two guests an additional $250 or for one guest an additional $500.
*Cross Country, Discover, Race, and Special Edition trips as well as a small number of select departures have a minimum guest count to guarantee. Please check with your Trip Consultant for more information.
Unforeseen events may make it necessary to cancel or modify a trip. Our Guest Services team will update you with any changes. We reserve the right to cancel departures in cases of force majeure or the failure of third parties—such as hotels—to honor their reservations, in which case all payments received to date will be refunded, which constitutes full settlement. Trek Travel is not responsible for expenses incurred in preparation for any canceled trips, such as airline tickets, or for costs that are incurred due to travel delays, flight cancellations, or illness. We strongly encourage Travel Protection for complete coverage.
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
Sharing the joy that comes with wow moments
Trek Travel guides are dedicated to making moments that last a lifetime, and we invite you to thank them with a trip gratuity. These are customary and at your own discretion, to recognize service, hospitality, and the little extras that surprise and delight. For this Reserve trip, we recommend $240-$300 per guest and, of course, you may choose to give more if your guides made your trip an unforgettable experience.
Like everything else about your vacation, the Trek Travel team is here to make this experience easier for you. While local currency is preferred, you may also tip through the following options:
Via PayPal (please have this account set up in advance when possible) or with your guest services representative on the phone before or after the trip.
Gratuities will be divided among the guide team, so feel free to leave your gratuity with whomever you choose at the end of your trip.
You cannot put a price on a wow. But you can show your thanks for an exceptional experience.
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 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).
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.
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
