Included: 7-day self-guided Tuscany Maremma bike tour Accommodation for six nights in excellent hotels (double occupancy) Six breakfasts (special dietary requirements can be accommodated) All baggage transfers Route notes, maps, elevation gain and city map RidewithGPS App — navigation offline Sightseeing, restaurant and shopping suggestions Delivery bikes at Pienza hotel & bike fitting Pick-up of bikes and gear in Talamone Keepsake water bottle Sales taxes Add-ons (available to add at checkout): Hybrid, gravel, or e-bike rental Single occupancy room Not included: Transportation to Italy Lunches and dinners (though you’ll get the best local recommendations) Insurance — recommended, available to add at checkout

How fit do I need to be?

If you’d like to join this Tuscany Maremma bike tour, you have to have a good level of fitness and be able to cycle 38-49.5 kilometers (24-31 miles) per day. You’ll be cycling five days in a row, but a great thing about this tour is that you can move at your own pace and stop whenever you feel like it. Still, there are daily routes and different accommodations schedules, so make sure you’re able to cover these distances daily. You’ll gain between 307 to 909 meters (1,007-2,982 ft) per day—check the itinerary for detailed distances and elevation gains. If you’re looking for a bigger challenge, check out this self-guided gravel bike tour in Tuscany .

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

Yes! If you’d like to skip the hassle of bringing a bike for your Tuscany Maremma bike tour, your guides offer bike rental. You can add a bike to your booking at checkout—either a hybrid, a gravel, or an e-bike.

What is a self-guided tour?

Self-guided tours are perfect for those who enjoy exploring on their own terms—at their own pace, and with the company they choose. By joining this self-guided Maremma bike tour , we take care of; Accom modation for six nights in excellent hotels (double occupancy) Six breakfasts (special dietary requirements can be accommodated) All baggage transfers Route notes, maps, elevation gain and city map RidewithGPS App — navigation offline Sightseeing, restaurant and shopping suggestions Delivery bikes at Pienza hotel & bike fitting Pick-up of bikes and gear in Talamone Keepsake water bottle Sales taxes Rather than joining a guided group, you’ll navigate the tour yourself, using resources provided by the tour operator. For a hassle-free journey with everything arranged for you in advance, there’s no better option! As a self-guided tour is built around your preferred travel dates, your guide will take care of arranging accommodations and details after you book. Note that exact accommodations and dates might shift slightly, so don’t make any travel arrangements until the details of your adventure are confirmed .

Group sizes and age requirements

Group sizes and pricing It takes a minimum of 2 people for this self-guided Tuscany Maremma bike tour to operate. The maximum group size is set at 16 people. Tuscany Maremma bike 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 Tuscany Maremma bike tour 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

To get to your Tuscany Maremma bike tour, the nearest airports are Rome Fiumicino (FCO) and Florence Airport (FLR) . It’s up to you whether you’d like to rent a car to reach Pienza, the starting point of your tour, or you’d like to use public transport. Driving with a car takes between 1.5-2.5 hours to Pienza, depending on where you land. For the public transport option, after landing you have to reach Chiusi. The easiest option would probably be to take the train. Once in Chiusi, you can take a bus or a taxi to Pienza, the starting point of your Tuscany Maremma bike tour.

Safety measures in Italy

We highly recommend that you cover all your bases with insurance. To make your booking and traveling experience as carefree as possible, you’ll be offered to simply insure your trip with Redpoint at checkout. Redpoint—the official 57hours insurance partner—tailors 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.

Check out Early bird options for best sellers here

TUSCANY | ITALY

Self-Guided Bike Tour in Maremma: Tuscany to Sea

7 days | Moderate | 5.00

From $2,152 ()

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Maremma, the coastal & lesser known part of Tuscany, is just as beautiful as the rest of it—but with far less crowds. You’ll see this region in all its glory on this self-guided bike tour, pedaling by rolling wheat fields, cypress trees lining the roads, sun-kissed vineyards, and the most marvelous medieval villages. You’ll also get to know classic Italian dishes and delicious wines during this week in heaven, and you won’t be able to imagine your life without it anymore. With its unmatched beauty of daily life, Southern Tuscany never fails to charm—and it will have your heart, making you forever remember this biking vacation.

Adventure Highlights

Travel through time: Pedal through Etruscan villages, take a dip in hot springs which Romans adored, and explore typical hilltop villages from the Middle Ages
Enjoy this carefree itinerary: A self-guided tour means that you move at your own speed, but enjoy the privileges of arranged accommodation, baggage transfers, routes, and more
End the trip on the coast: Spend a week exploring the beautiful Maremma region and finish the trip in Talamone, a fisherman village

Duration

7 days

Season

April through October

Group size

Up to 16 people

The adventure, day by day

Download itineraries

This 7-day, self-guided journey through Maremma is a beautiful way to discover Tuscany. Maremma is one of its most stunning parts and with this bike tour, you’ll move at your own pace and take your time taking in all the beauty around you. Your guiding company will organize accommodation, baggage transfers, breakfasts, routes, and much more—all that’s left to do is pedal and soak in all things Italian.

Day 1: Arrival in Pienza town

Make your way to Pienza, a wonderful renaissance town in Tuscany. Pienza is a remarkable example of renaissance architecture and it’s truly a treat to just stroll around its cobblestone streets. After a bike fitting, feel free to use the rest of the day as you wish—walk around town, go for a dinner or a cocktail, and settle into your spectacular hotel for the night: a hotel whose building dates back to the 13th century! Tomorrow the cycling begins.

Accommodation: Piccolo Hotel La Valle or Hotel Rutiliano

Day 2: San Casciano dei Bagni area

Today it’s all about riding through the countryside—for the first 15 km, you’ll ride downhill and after that on gentle rolling hills. You will see Radicofani, a medieval and enchanting village with a fortress dating back before the year 1000. Following lunch, continue to the Celle sul Rigo area with its majestic 13th century tower and an unforgettable view.

A few kilometers further is the San Casciano dei Bagni hot springs. Here you’ll find old thermal springs, an impressive town hall from the renaissance, and a lovely historic center with its small piazzas and alleys. The Chiesa Basilicale dating back to the year 1000 is also near. San Casciano is set amid lush landscapes and it’s a favorite with visitors—many people come for the healing spa properties, such as inhalations, baths, and mud treatments.

Accommodation: Sette Querce in San Casciano dei Bagni
Distance: 49.5 km / 31 miles
Elevation: +857 m / +2,812 ft | -779 m / -2,555 ft

Day 3: Loop to Sarteano & Cetona towns

As Cetona is situated on the slopes of the mountain of the same name, get ready for some hills today! The charming town of Cetona retained the characteristic medieval layout consisting of small alleys and little roads that spiral and wind their way to the fortress. This town is very much worth the effort! Later you’ll visit Sarteano and also see its unique castle. Return to your hotel in San Casciano dei Bagni. If you have time, it’s warmly recommended to relax in the thermal baths!

Accommodation: Hotel Sette Querce in San Casciano dei Bagni
Distance: 38 km / 24 miles
Elevation: +748 m / +2,454 ft | -748 m / -2,454 ft

Day 4: Towns of Sorano & Sovana

The ride today is a bit more challenging, but the towns and borgos (small Tuscan villages) you’ll see are very much worth it! Sorano is a collection of ancient homes gathered around the fortress that was erected in the 16th century, and is considered one of the best surviving examples of Tuscan military architecture. Continue riding to Sovana, where you’ll stay for the night.

Accommodation: Sovana Resort
Distance: 47 km / 29 miles
Elevation: +682 m / +2,237 ft | -964 m / -3,163 ft

Day 5: Towns of Scansano & Pitigliano

Start cycling to Pitigliano, dubbed as Tuscany’s Little Jerusalem in honor of the Jewish community that’s lived here for centuries, and see its wonderfully restored synagogue. It’s a lovely town to take a break and see its elegant palaces and cobblestone streets. Following a stop at the medieval village of Montemerano, reach Terme di Saturnia—a well known spa of sulphureous waters known since Roman times. This is a truly unique spot so take your time taking in the beauty (maybe even take a dip!) and when you’re ready, head to your accommodation for the night, a lovely B&B that has its own Morellino di Scansano wine.

Accommodation: Morelliana
Distance: 48 km / 30 miles
Elevation: +909 m / +2,982 ft | -697 m / -2,287 ft

Day 6: Talamone at sea

Ride into Pereta and Magliano in Toscana, a real hidden treasure of Maremma, and discover many vineyards of Sangiovese along the way. You’ll reach Talamone, a small fisherman village dominated by an ancient castle. You can enjoy breathtaking views from the Belvedere near the lighthouse of the whole coast, from Argentario to Punta. Maybe use your last evening of the tour to have some delicious seafood in a local restaurant.

Accommodation: Hotel Baia di Talamone
Distance: 40.5 km / 25 miles
Elevation: +307 m / +1,007 ft | -789 m / -2,589 ft

Day 7: Departure

After breakfast at the hotel, the tour comes to an end! Your guide has organized your bike pick-up (if you rented one) in Talamone.

Important note

Please note that accommodations are subject to availability and it may not be possible to book the exact accommodations listed day-by-day in the itinerary (in case there is a detailed list).
Also note that your chosen dates for the tour are not guaranteed until confirmed by the guide. If the guide is unable to secure your preferred dates/accommodation, you’ll get a full refund!

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Lodging

Charming hotels & residences

In Pienza, you will be staying at either Il Piccolo Hotel La Valle or Hotel Rutiliano — two charming properties just steps from the historic centre, both offering classic Tuscan comfort, garden spaces, and sweeping views over the Val d’Orcia. In San Casciano dei Bagni, you will be staying at the intimate Hotel Sette Querce, a boutique nine-suite retreat nestled on a high plateau surrounded by oak trees and lush nature. In Sovana, your home will be the elegant Sovana Resort, a beautifully restored farmhouse at the heart of this ancient medieval village, adorned with antiques and contemporary art. On the Tyrrhenian coast, you will be staying at the Hotel Baia di Talamone, a seafront retreat in a picturesque marina. Finally, amid the Tuscan Maremma, you will be staying at La Morelliana, a soulful 17th-century residence where terracotta warmth meets refined antique elegance.

Adventure, packed to go

Self-Guided Bike Tour in Maremma: Tuscany to Sea

Adventure Brochure

Adventure brochure

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What others say about this adventure

5.00 (2 reviews)

Mark and Julie

I would like to thank you for a fantastic trip that you organised for Julie and myself in may last year We have been telling everyone how much fun we had so don’t be surprised if you get a few more Australian enquiries Hope you both have a great year

Bert and Carol B

Hi Guiliana – Sadly, we are back home but have wonderful memories forever!! Once again you planned a perfect cycle (on tandem) tour of Tuscany. The heart of Tuscany is so very special to cycle through – the quaint old villages,San Casciano – what an incredible panoramic view from this small village – just awesome – lovely suite in that hotel. From there into the Maremma area- with quiet roads and breathtaking veiws. Sovana charming and very special. Then down to the sea – just wow!! Talamone and Porto San Stefano – How beautiful these sea ports are. yes, there are many hills – beautiful vallys/lakes and we just love the villages we go through. Thanks to both you and Marco. Kind regards

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Things to know

Included:
- - 7-day self-guided Tuscany Maremma bike tour
  - Accommodation for six nights in excellent hotels (double occupancy)
  - Six breakfasts (special dietary requirements can be accommodated)
  - All baggage transfers
  - Route notes, maps, elevation gain and city map
  - RidewithGPS App — navigation offline
  - Sightseeing, restaurant and shopping suggestions
  - Delivery bikes at Pienza hotel & bike fitting
  - Pick-up of bikes and gear in Talamone
  - Keepsake water bottle
  - Sales taxes
Add-ons (available to add at checkout):
- - Hybrid, gravel, or e-bike rental
  - Single occupancy room
Not included:
- - Transportation to Italy
  - Lunches and dinners (though you’ll get the best local recommendations)
  - Insurance — recommended, available to add at checkout
If you’d like to join this Tuscany Maremma bike tour, you have to have a good level of fitness and be able to cycle 38-49.5 kilometers (24-31 miles) per day. You’ll be cycling five days in a row, but a great thing about this tour is that you can move at your own pace and stop whenever you feel like it. Still, there are daily routes and different accommodations schedules, so make sure you’re able to cover these distances daily. You’ll gain between 307 to 909 meters (1,007-2,982 ft) per day—check the itinerary for detailed distances and elevation gains.

If you’re looking for a bigger challenge, check out this self-guided gravel bike tour in Tuscany.
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
Got everything you need? Grab your gear through Active Junky and earn cash back on top outdoor brands — plus a $10 bonus on your first $25+ purchase. Shop now at Active Junky!
Yes! If you’d like to skip the hassle of bringing a bike for your Tuscany Maremma bike tour, your guides offer bike rental. You can add a bike to your booking at checkout—either a hybrid, a gravel, or an e-bike.
Self-guided tours are perfect for those who enjoy exploring on their own terms—at their own pace, and with the company they choose. By joining this self-guided Maremma bike tour, we take care of;
- - Accommodation for six nights in excellent hotels (double occupancy)
  - Six breakfasts (special dietary requirements can be accommodated)
  - All baggage transfers
  - Route notes, maps, elevation gain and city map
  - RidewithGPS App — navigation offline
  - Sightseeing, restaurant and shopping suggestions
  - Delivery bikes at Pienza hotel & bike fitting
  - Pick-up of bikes and gear in Talamone
  - Keepsake water bottle
  - Sales taxes
Rather than joining a guided group, you’ll navigate the tour yourself, using resources provided by the tour operator. For a hassle-free journey with everything arranged for you in advance, there’s no better option!

As a self-guided tour is built around your preferred travel dates, your guide will take care of arranging accommodations and details after you book. Note that exact accommodations and dates might shift slightly, so don’t make any travel arrangements until the details of your adventure are confirmed.
Group sizes and pricing
- - It takes a minimum of 2 people for this self-guided Tuscany Maremma bike tour to operate. The maximum group size is set at 16 people.
Tuscany Maremma bike 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 Tuscany Maremma bike tour 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.
To get to your Tuscany Maremma bike tour, the nearest airports are Rome Fiumicino (FCO) and Florence Airport (FLR). It’s up to you whether you’d like to rent a car to reach Pienza, the starting point of your tour, or you’d like to use public transport. Driving with a car takes between 1.5-2.5 hours to Pienza, depending on where you land.

For the public transport option, after landing you have to reach Chiusi. The easiest option would probably be to take the train. Once in Chiusi, you can take a bus or a taxi to Pienza, the starting point of your Tuscany Maremma bike tour.
We highly recommend that you cover all your bases with insurance. To make your booking and traveling experience as carefree as possible, you’ll be offered to simply insure your trip with Redpoint at checkout.

Redpoint—the official 57hours insurance partner—tailors 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.
Deposits

Secure your spot with a 30% deposit upon booking! The remaining 70% of the trip price must be paid 90 days prior to departure at the latest. If booking within 90 days of departure, the full amount is required at the time of booking.

Cancellations

Booking fees are non-refundable after a 48-hour grace period. During checkout, however, you can choose one of 57hours’ flexibility options—Basic, Flexible, or Super Flexible. Depending on which one you choose, a different cancellation policy will apply to your booking.

Basic
- - If cancelled within 48 hours of booking, a full refund will be issued.
  - If cancelled 90 or more days before departure, a 70% refund of the total trip price will be issued.
  - If cancelled within 89 days of departure, no refund will be issued.
Flexible
- - If cancelled within 48 hours of booking, a full refund will be issued.
  - If cancelled 90 or more days before departure, a full refund of the total trip price will be issued.
  - If cancelled 60-89 days before departure, a 50% refund of the total trip price will be issued.
  - If cancelled within 59 days of departure, no refund will be issued.
Super Flexible
- - If cancelled within 48 hours of booking, a full refund will be issued.
  - If cancelled 60 or more days before departure, a full refund of the total trip price will be issued.
  - If cancelled within 59 days of departure, a 50% refund of the total trip price will be issued.

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