Included: An experienced, local cycling guide with extensive knowledge of the area 7-day Tuscany bike, wine, and food tour Accommodation for 6 nights in Palazzo Massaini (luxury farmhouse) Six breakfasts, six gourmet dinners, and two lunches Two cooking classes Two wine tastings One cheese tasting All maps, trip notes, and detailed route directions All shuttles and technical assistance Support van Luggage transfers Services of experienced guides Cicloposse water bottle Transfer on Day 1 from the Chiesi station to the accommodation Transfer on Day 7 to the Chiesi station Sales taxes Add-ons: Single supplement — $515 Hybrid bike rental — $200 Road, e-bike, or gravel bike rental — $280 Not included: Airfare to Italy Bike rental — hybrid, road bike, gravel, or e-bike (available to rent upon checkout) Train to Chiusi Five lunches Beverages Laundry expenses Guide gratuities — optional Travel and medical insurance — optional

What’s the accommodation like?

For a truly authentic experience of the Tuscan countryside, there’s no better base for your trip than Palazzo Massaini . Nestled in the heart of the Val d’Orcia, a UNESCO World Heritage Site, this estate is surrounded by vineyards, olive groves, and medicinal plants. The price of the trip is based on double occupancy, but a single supplement is available. This place guarantees maximum privacy and an unforgettable stay. The feeling of peace and serenity here is like nowhere else in the world. It’s exactly what you imagine when you think of the Tuscan countryside—and soon you’ll be strolling through picture-perfect bucolic landscapes.

What are the food and cooking classes like?

Your guides will take you out to dine every evening, and you’ll get to discover simple osterias, family trattorias, and elegant restaurants. Tuscan cooks take advantage of the freshest seasonal products and tamper with their natural state as little as possible. In Italy, a meal can tell a lot about the local culture, so pay attention! A variety of bike tours get you deep into some of the world’s most awe-inspiring landscapes, while the sampling of food and beverages let you dig into the Tuscan way of life . Each meal will be paired with a Tuscan wine: besides the must Brunello, Nobile and Chianti classico you will learn about and sip Morellino di Scansano, Super Tuscan & Bolgheri, Orcia doc, Vin Santo, Syrah di Cortona. Actually tasting all that delicious food won’t be the only thing you’ll be doing—you’ll also get to make it by yourself! Most days include a hands-on cooking class or a visit to local artisan shops to taste local food, wine, and cheese . You can check out the itinerary to learn more about what your days will look like. You’ll leave this Tuscany food, wine, and bike tour feeling inspired and eager to make delicious Italian meals! Anyone becomes enamored with the Italian way of life and cuisine , so the enthusiasm to cultivate these lessons into your daily life won’t fade away soon. Vegetarian, vegan, and gluten-free diets can be accommodated, as well as certain intolerances or allergies! <img fetchpriority="high" decoding="async" class="alignnone size-medium wp-image-98121" src="https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany-1200x800.jpg" alt="Cooking class in Tuscany" width="1200" height="800" srcset="https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany-1200x800.jpg 1200w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany-784x523.jpg 784w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany-768x512.jpg 768w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany.jpg 1536w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany-2048x1365.jpg 2048w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany-1920x1280.jpg 1920w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany-888x592.jpg 888w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany.jpg 1776w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany.jpg 2400w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany.jpg 1568w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany.jpg 3072w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany.jpg 4096w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany.jpg 3840w, https://57hours.com/wp-content/uploads/2024/01/cooking-class-tuscany.jpg 3552w" sizes="(max-width: 1200px) 100vw, 1200px" />

How fit do I need to be?

The itinerary of this Tuscany bike, wine, and food tour is designed to make it a true vacation, not a race ! The pace is leisurely in order to enjoy the scenery along the way. You will be covering an average of 25-45 miles (40-70 km) per day and you can find day-by-day distance breakdowns in the itinerary. You can choose between a hybrid bike, race bike, e-bike, and gravel bike. The pace is about 9-12 miles/hour (15-20 km/hour) – but this is just an average. Covering shorter distances is also possible. If you want to skip riding on a particular day and do something else (or just stay at the villa), just join your group in the late afternoon or in the evening. Advanced cyclists who’d like to kick it up a notch can be accommodated as well —you’ll just have to follow the route on an app in case you want to go faster, while the guide stays with the group. Keep in mind that back-up transportation and support will be available throughout the adventure. Note that it’s possible to have non-riding participants! There will be optional activities available. Contact us for more information.

Yes! If you’d like to skip the hassle of bringing a bike with you to Tuscany, your guides offer bike rental. Prices are per person and for the entire week if cycling: Hybrid bike — $200 Race bike, e-bike, or gravel bike — $280

What do I need to bring?

This is a list of clothing & footwear we recommend you bring: Cycling shorts (padded shorts recommended, try them out before the tour) Riding jerseys T-shirts and/or casual shirts (quick-dry) Bathing suit Bike socks and/or sports socks (quick-dry) Dress or casual socks Windbreaker or cool-weather jacket (rainproof and breathable) Light rain jacket or poncho (cheap version is fine—insurance on sunny days!) Bike shoes Riding gloves Underwear (quick-dry) Sweater or fleece Slacks or light jeans (quick-dry, wrinkle resistant) Belt Comfortable walking shoes Sandals Miscellaneous Passport, wallet and ID Waterproof, zip-lock type plastic bag for your valuables Health insurance card Travel insurance card Cash, credit cards and/or travel cheques Electronic chargers (for camera, MP3 player, e-reader, cell phone) Adaptors or convertors First aid kit Insect repellent Antiseptic cream or antibiotic ointment Antihistamine tablets for hay fever Sunscreen and total bloc Throat lozenges or hard sweets Painkillers Band-aids and ‘Second Skin’ for blisters Rehydration salts Multi-vitamins

Group sizes and age requirements

Group sizes and pricing For this Tuscany bike, wine, and food tour, the usual client-to-guide ratio is 6:1. It takes a minimum of 6 people for this tour to operate. The maximum group size is set at 14 participants. Single supplement is available at an additional cost of $515. Participants need to book the Tuscany bike, wine, and food tour at least 45 days in advance. Participants will receive tour confirmation at the latest 60 days prior to the start of the tour. If the minimum number is not reached, there’s the option of moving the tour to another scheduled week or getting a full refund. Tuscany bike, wine, and food tours can be arranged for larger groups. Contact us to make arrangements. Min. age requirements If you are older than 18, you’re good to go. Minors older than 16 may be permitted to join the hike on a case-by-case basis, but must be in the presence of a parent or legal guardian. If your group has hikers under the age of 18, contact us prior to booking to make arrangements.

Getting there and meeting location

Your Tuscany bike, wine, and food tour begins at Chiusi train station. Chiusi is a charming little town very well connected by rail. If you’re flying in, the nearest airports are Florence Airport (FLR) , Pisa Airport (PSA) , and Rome Fiumicino Airport (FCO) . From there, you can reach Chiusi by bus, train, or car—Chiusi is a major stop on all Rome-Florence lines. You’ll meet your guide at 1 pm on Day 1 of the tour at Chiusi train station. Make sure to be fresh and ready for Day 1, so flying in a day earlier and booking your accommodation for the night might be a good idea.

Safety measures and insurance

We highly recommend that you cover all your bases with both medical and travel protection . To make your booking and traveling experience as carefree as possible , simply choose Redpoint—the official 57hours insurance partner ! Redpoint tailors their protection packages for adventure travel, offering a comprehensive travel program, even in remote locations. Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered. Once your booking is confirmed and your trip is paid in full, you will be offered to purchase Redpoint’s protection. If you need any help or require more information, let us know and we will be happy to help!

Secure your 2026 adventure with just a 10% deposit.

TUSCANY | ITALY

A Journey Through Tuscany: Bike, Food, and Wine Tour

5.00

Tagliatelle and porcini mushrooms in Tuscany

From $3,340 ()

Duration

7 days

Season

May through June, September through October

Book a call

Intro
Itinerary
Brochure
Accommodation
Reviews
Things to know

Every corner of Tuscany is postcard-worthy, and you’ll witness this firsthand during a week-long exploration of the Italian countryside. Spring and fall transform the birthplace of Renaissance into a truly magical destination, making it the ideal season for a bike-food-wine tour. Travel back in time by pedaling through its rolling hills, medieval towns, and vineyards, and learn something new about its history and culture each and every day. To get the full picture, take a cooking class or go for a wine, cheese, or olive oil tasting. The accommodation you’ll be staying at is absolutely divine—in a wonderful farmhouse, seamlessly blended with the unique landscape surrounding it. It’s time to finally book your vacanze italiane, taste la cucina toscana, and experience la dolce vita.

Adventure highlights

Return home with new skills

After making your own meals and Italian specialties, pair them with delicious wine and enjoy
Dreamy Tuscan landscapes

Spend a week cruising through the bucolic setting and medieval towns of Val d’Orcia, a UNESCO site
Charming accommodation

Stay at a peaceful and comfy farmhouse, stroll around its lush gardens

Itinerary

Download itinerary

Hop onto a bike and explore gorgeous loop rides of the spectacular Val d’Orcia UNESCO site! This 7-day adventure is much more than just a bike tour—you’ll also do cooking classes and go for wine, cheese, and olive oil tastings. Your guides designed this trip with the Tuscan culture and history in mind, as this week-long trip is a total immersion into all-things Italian. There will be a support vehicle by your side, all breakfasts and dinners are included, and you’ll be based at gorgeous, historic farmhouses. Let your next holidays be Italian!

We begin our journey with a private van transfer to La Pieve di Massaini, our charming Tuscan accommodation. Surrounded by vineyards, olive groves, and medicinal plants, the villa offers the perfect setting for our adventure.

Once we’re all set with bikes and equipment, we’ll take a short test ride. At 18:00, we’ll gather for an introduction to the week ahead, and Chef Paolo will present the cooking lesson, starting with a cheese and olive oil tasting, followed by a delicious dinner at the villa.

Meals: Lunch and dinner
Accommodation: Palazzo Massaini
We saddle up for a 40 km cycling journey through landscapes that feel straight out of a Renaissance painting. The first half of the ride to Montalcino is 80% gravel, as we pedal through Sangiovese vineyards and head toward the city bearing its name. Montalcino’s medieval history is fascinating, with battles between the Florentine and Sienese city-states and a towering fortress built by the Sienese in the 14th century. We take time to explore Montalcino’s charming piazzas and the fortress.

A gentle downhill ride leads us to Castelnuovo dell’Abate to visit the Abbey of Sant’Antimo. We’ll enjoy a wine tour and a light lunch at Tenuta Fanti winery before returning to La Pieve. There are two options: we can ride back for a total of 48 miles, which is a challenging but rewarding way to end the day. The ball’s in your court. We finish with dinner at 13Gobbi in Montefollonico, where the specialty is Pici Cacio e Pepe.

Meals: Breakfast, lunch, and dinner
Cycling: 40 km / 25 miles
Elevation gain/loss: +698 m (+2,290 ft) / -817 m (-2,680 ft)
Accommodation: Palazzo Massaini
We venture out on a 38 km bike ride that takes us to Pienza, the perfect example of Renaissance architecture, created by Pope Pius II. We’ll explore the meticulously designed Piazza Pio II, complete with a loggia, Palazzo Piccolomini, and the impressive Duomo. Along the way, we cycle through picturesque villages like Castelmuzio, Montisi, and Trequanda, enjoying the charm of secondary paved roads. We’ll stop to visit Pienza and enjoy lunch on our own before completing the last 4 km on gravel roads as we return to La Pieve.

Back at La Pieve, we’ll be ready for our first cooking session with Paolo at 16:30. In this hands-on lesson, we’ll prepare fresh pasta as a primo piatto. After a short rest with Italian spumante metodo classico sparkling wine as an aperitif, we’ll gather around the table with all the guests and savor the delicious dinner we’ve made together.

Meals: Breakfast and dinner
Cycling: 38 km / 24 miles
Elevation gain/loss: +763 m (+2,503 ft) / -764 m (-2,507 ft)
Accommodation: Palazzo Massaini
After breakfast, we depart by bike from the villa, heading towards San Quirico, an Etruscan-origin village known for its stunning Italian garden, the Horti Leonini. We’ll ride through Asciano and the Crete area, where we’ll be captivated by strange rock formations and lone farmhouses flanked by twin cypress trees. Pedaling through vineyards and forests, we’ll arrive in Siena, a medieval city famous for its beautifully preserved Gothic architecture. We’ll have time to explore the hidden medieval walkways, shop, and visit the iconic Piazza del Campo, where the Palio horse race takes place, before enjoying a free lunch on our own.

Tonight, we’ll gather at the villa for a pizza party! No Italian food & wine vacation is complete without a gourmet pizza evening, so we’ll sample a variety of delicious pizzas paired with carefully selected wines that will surprise and delight our taste buds.

Meals: Breakfast and dinner
Cycling: 47 km / 29 miles
Elevation gain/loss: +672 m (+2,204 ft) / -900 m (-2,952 ft)
Accommodation: Palazzo Massaini
We’ll embark on a bike ride to Monticchiello, a charming village that has preserved its medieval charm through the ages. From there, we’ll make our way to Bagno Vignoni, famous for its ancient healing pool. Today, we’ll enjoy a picnic lunch before relaxing in the thermal waters that have drawn travelers along the Via Francigena pilgrimage route for centuries. As we wander the streets of this remarkable village, we’ll explore its rich history of healing and renewal. Dinner tonight will be at either Bandita Townhouse or Podere il Casale.

Meals: Breakfast, lunch, and dinner
Cycling: 28 km / 18 miles
Elevation gain/loss: +387 m (+1,269 ft) / -529 m (-1,735 ft)
Accommodation: Palazzo Massaini
Today, we’ll cycle through gentle uphills and rolling hills, taking us to the medieval village of Radicofani. Here, we’ll explore the impressive fortress with its extraordinary panoramic views of the Val d’Orcia, Amiata, the Apennines, and Lakes Trasimeno and Bolsena. We’ll also uncover the tale of Ghino di Tacco, the charismatic gentleman bandit celebrated in Dante’s *Divine Comedy*, and stroll through Radicofani’s stately old town.

In the evening, we’ll join Chef Paolo for another hands-on cooking lesson, followed by our farewell dinner. All you need is an appetite and an apron!

Meals: Breakfast and dinner
Cycling: 54 km / 34 miles
Elevation gain/loss: +877 m (+2,877 ft) / -1,007 m (-3,303 ft)
Longer cycling option: 71 km / 44 miles
Longer option elevation gain/loss: +1,147 m (+3,763 ft) / -1,147 m (-3,763)
Accommodation: Palazzo Massaini
Have one final breakfast together with your group. Pack up and say your goodbyes—we will transfer you to the Chiusi train station around 10-11 am. If you’d like to stay longer and explore the area, just ask your guides for some recommendations!

Meals: Breakfast

A Journey Through Tuscany: Bike, Food, and Wine Tour

Adventure Brochure

Brochure sent, check your inbox

If you have questions or need help with planning a trip, schedule a call with one of our adventure experts.

Meet your guides

5.00

Tommaso Tornaghi

Tommaso is a passionate tour leader with a great passion for cycling, swimming, tennis, and basketball. Currently pursuing studies in sports science and physical education at Rome University, he harmonizes his academic pursuits with a deep love for physical activity. Tommaso’s favorite tours combine cycling and the art of cooking, and no wonder—he also went through special training for pastry making and he’s very passionate about the culinary arts and history.

5.00

Cicloposse

Cicloposse is a bike tour operator based in Tuscany, dedicated to delivering unforgettable cycling experiences and active vacations throughout Italy. With their passion for biking and love for travel, they are committed to providing excellent services while being socially responsible and creating low-impact trips that respect the environment. They pride themselves in working with local people and small businesses, enabling their guests not only to experience the authentic essence of Italy, but also to positively impact communities they visit. Cicloposse offers seamless organization, meticulous attention to detail, and fostering genuine connection with their guests.

Accommodation

Palazzo Massaini

Palazzo Massaini is a place where nature, tradition, Tuscan food, and wine seamlessly blend. Palazzo Massaini produces quality wines, oil, and spirits with typical Tuscan aromas. This estate is located far away from the noisy city life, and every corner of it offers wonderful panoramic views and an enchanting atmosphere. Palazzo Massaini guarantees maximum privacy and an unforgettable stay. You’ll be based at one of its two beautiful farmhouses that combine elegance and modern comforts with the rustic Tuscan traditions. There’s even an infinity pool overlooking the countryside!

5.00(10 reviews)

Brad H.

|October 2024

The Cicloposse team covered everything - and flexed to every challenge. This was a really remarkable adventure of a great sequence of rides, fantastic food, wine, and cooking classes. Great lodging. And incredibly friendly staff of people to help at every point. Ready to do it all over again!

Jean S.

|October 2024

Michele G.

|September 2024

All I can say is Wow. We were treated like royalty! The accommodation was spacious and clean and I had a lovely view on Palazzo Massaini and the Olive Trees! The food was the best if the best! The Italian cooking classes were very enlightening with Chef Paulo who is a magnificent cook! The couple of hours at the SPA were also very relaxing! I must say it is really fun to cycle through the Tuscan hills and Valleys and be rewarded with lovely meals in the evenings! It is a great way also to connect and meet other people.

Show all reviews

Things to know

Included:
- - An experienced, local cycling guide with extensive knowledge of the area
  - 7-day Tuscany bike, wine, and food tour
  - Accommodation for 6 nights in Palazzo Massaini (luxury farmhouse)
  - Six breakfasts, six gourmet dinners, and two lunches
  - Two cooking classes
  - Two wine tastings
  - One cheese tasting
  - All maps, trip notes, and detailed route directions
  - All shuttles and technical assistance
  - Support van
  - Luggage transfers
  - Services of experienced guides
  - Cicloposse water bottle
  - Transfer on Day 1 from the Chiesi station to the accommodation
  - Transfer on Day 7 to the Chiesi station
  - Sales taxes
Add-ons:
- - Single supplement — $515
  - Hybrid bike rental — $200
  - Road, e-bike, or gravel bike rental — $280
Not included:
- - Airfare to Italy
  - Bike rental — hybrid, road bike, gravel, or e-bike (available to rent upon checkout)
  - Train to Chiusi
  - Five lunches
  - Beverages
  - Laundry expenses
  - Guide gratuities — optional
  - Travel and medical insurance — optional
For a truly authentic experience of the Tuscan countryside, there’s no better base for your trip than Palazzo Massaini. Nestled in the heart of the Val d’Orcia, a UNESCO World Heritage Site, this estate is surrounded by vineyards, olive groves, and medicinal plants. The price of the trip is based on double occupancy, but a single supplement is available.

This place guarantees maximum privacy and an unforgettable stay. The feeling of peace and serenity here is like nowhere else in the world. It’s exactly what you imagine when you think of the Tuscan countryside—and soon you’ll be strolling through picture-perfect bucolic landscapes.
Your guides will take you out to dine every evening, and you’ll get to discover simple osterias, family trattorias, and elegant restaurants. Tuscan cooks take advantage of the freshest seasonal products and tamper with their natural state as little as possible. In Italy, a meal can tell a lot about the local culture, so pay attention! A variety of bike tours get you deep into some of the world’s most awe-inspiring landscapes, while the sampling of food and beverages let you dig into the Tuscan way of life. Each meal will be paired with a Tuscan wine: besides the must Brunello, Nobile and Chianti classico you will learn about and sip Morellino di Scansano, Super Tuscan & Bolgheri, Orcia doc, Vin Santo, Syrah di Cortona.

Actually tasting all that delicious food won’t be the only thing you’ll be doing—you’ll also get to make it by yourself! Most days include a hands-on cooking class or a visit to local artisan shops to taste local food, wine, and cheese. You can check out the itinerary to learn more about what your days will look like.

You’ll leave this Tuscany food, wine, and bike tour feeling inspired and eager to make delicious Italian meals! Anyone becomes enamored with the Italian way of life and cuisine, so the enthusiasm to cultivate these lessons into your daily life won’t fade away soon.

Vegetarian, vegan, and gluten-free diets can be accommodated, as well as certain intolerances or allergies!
The itinerary of this Tuscany bike, wine, and food tour is designed to make it a true vacation, not a race! The pace is leisurely in order to enjoy the scenery along the way. You will be covering an average of 25-45 miles (40-70 km) per day and you can find day-by-day distance breakdowns in the itinerary. You can choose between a hybrid bike, race bike, e-bike, and gravel bike. The pace is about 9-12 miles/hour (15-20 km/hour) – but this is just an average. Covering shorter distances is also possible. If you want to skip riding on a particular day and do something else (or just stay at the villa), just join your group in the late afternoon or in the evening.

Advanced cyclists who’d like to kick it up a notch can be accommodated as well—you’ll just have to follow the route on an app in case you want to go faster, while the guide stays with the group. Keep in mind that back-up transportation and support will be available throughout the adventure.

Note that it’s possible to have non-riding participants! There will be optional activities available. Contact us for more information.
Yes! If you’d like to skip the hassle of bringing a bike with you to Tuscany, your guides offer bike rental. Prices are per person and for the entire week if cycling:
- - Hybrid bike — $200
  - Race bike, e-bike, or gravel bike — $280
This is a list of clothing & footwear we recommend you bring:
- - Cycling shorts (padded shorts recommended, try them out before the tour)
  - Riding jerseys
  - T-shirts and/or casual shirts (quick-dry)
  - Bathing suit
  - Bike socks and/or sports socks (quick-dry)
  - Dress or casual socks
  - Windbreaker or cool-weather jacket (rainproof and breathable)
  - Light rain jacket or poncho (cheap version is fine—insurance on sunny days!)
  - Bike shoes
  - Riding gloves
  - Underwear (quick-dry)
  - Sweater or fleece
  - Slacks or light jeans (quick-dry, wrinkle resistant)
  - Belt
  - Comfortable walking shoes
  - Sandals
Miscellaneous
- - Passport, wallet and ID
  - Waterproof, zip-lock type plastic bag for your valuables
  - Health insurance card
  - Travel insurance card
  - Cash, credit cards and/or travel cheques
  - Electronic chargers (for camera, MP3 player, e-reader, cell phone)
  - Adaptors or convertors
First aid kit
- - Insect repellent
  - Antiseptic cream or antibiotic ointment
  - Antihistamine tablets for hay fever
  - Sunscreen and total bloc
  - Throat lozenges or hard sweets
  - Painkillers
  - Band-aids and ‘Second Skin’ for blisters
  - Rehydration salts
  - Multi-vitamins
Group sizes and pricing
- - For this Tuscany bike, wine, and food tour, the usual client-to-guide ratio is 6:1.
  - It takes a minimum of 6 people for this tour to operate. The maximum group size is set at 14 participants.
  - Single supplement is available at an additional cost of $515.
  - Participants need to book the Tuscany bike, wine, and food tour at least 45 days in advance.
  - Participants will receive tour confirmation at the latest 60 days prior to the start of the tour. If the minimum number is not reached, there’s the option of moving the tour to another scheduled week or getting a full refund.
Tuscany bike, wine, and food tours can be arranged for larger groups. Contact us to make arrangements.

Min. age requirements
- - If you are older than 18, you’re good to go.
  - Minors older than 16 may be permitted to join the hike on a case-by-case basis, but must be in the presence of a parent or legal guardian.
If your group has hikers under the age of 18, contact us prior to booking to make arrangements.
Your Tuscany bike, wine, and food tour begins at Chiusi train station. Chiusi is a charming little town very well connected by rail. If you’re flying in, the nearest airports are Florence Airport (FLR), Pisa Airport (PSA), and Rome Fiumicino Airport (FCO). From there, you can reach Chiusi by bus, train, or car—Chiusi is a major stop on all Rome-Florence lines.

You’ll meet your guide at 1 pm on Day 1 of the tour at Chiusi train station. Make sure to be fresh and ready for Day 1, so flying in a day earlier and booking your accommodation for the night might be a good idea.
We highly recommend that you cover all your bases with both medical and travel protection. To make your booking and traveling experience as carefree as possible, simply choose Redpoint—the official 57hours insurance partner!

Redpoint tailors their protection packages for adventure travel, offering a comprehensive travel program, even in remote locations. Trip cancellation, natural disasters, pandemic coverage, medical evacuation, primary medical expenses—regardless of the travel interruption that may happen, Redpoint will have you covered.

Once your booking is confirmed and your trip is paid in full, you will be offered to purchase Redpoint’s protection. If you need any help or require more information, let us know and we will be happy to help!
Special 2026 deposit offer

Secure your spot for 2026 with just a 10% deposit. The remaining 20% of the deposit is due by the end of 2025. Learn about our cancellation policy below.

Deposits

You can secure one of the set dates with a 30% deposit upon booking. The remaining 70% of the trip price is to be paid 90 days prior to departure, at the latest.

Cancellations

Booking fees are non-refundable in all cases. During checkout, however, you can choose one of 57hours’ flexibility options:

Basic
- - In case of cancellation within 48 hours after booking, the amount paid is fully refundable.
  - For cancellations 60 or more days before the trip, you are eligible for a 70% refund of the trip price.
  - For cancellations 0-59 days before the trip, there is no refund.
Flexible
- - In case of cancellation within 48 hours after booking, the amount paid is fully refundable.
  - For cancellations 60 or more days before the trip, you are eligible for a full refund of the trip price.
  - For cancellations 30-59 days before the trip, you are eligible for a 50% refund of the trip price.
  - For cancellations 0-29 days before the trip, there is no refund.
Super Flexible
- - In case of cancellation within 48 hours after booking, the amount paid is fully refundable.
  - For cancellations 30 or more days before the trip, you are eligible for a full refund of the trip price.
  - For cancellations 0-29 days before the trip, you are eligible for a 50% refund of the trip price.