Unique bike tour Tuscany, off the beaten path cycling tour


Senza titolo 2 Tuscany to the Sea Maremma


From Val d’Orcia to the Tuscan coast get a taste of quintessential Southern Tuscany, where the extraordinary beauty of daily life never fails to delight. Enjoy an introduction to the endless rolling wheat fields, ancient woodland, marvelous medieval villages of Maremma.
You  will cycle  past tiny villages that are frozen in time towards our favorite wine area of Scansano with the Morellino delicious wine. End at seaside enclaves of the coast in Talamone enjoying a mostly downhill stage, after so many hills.
You will  appreciate the comfort of our selected charming hotels, but the rustic charms will capture your imagination, Tuscany is magical!

Maremma biking Highlights

  • Ride 30 miles gentle downhill from Scansano wine land to Tuscan coast
  • Visit best hot springs and thermal bath of Tuscany: San Casciano dei Bagni and Saturnia
  • Cycle through authentic Etruscan villages Sovana and Sorano


Meet & Greet at your hotel in Pienza, The perfect town almost entirely built between 1459 and 1462, Pienza is a remarkable example of Renaissance-era town planning. If you have even the least appreciation for eautiful architecture, stroll about its cobblestone streets. Bike fitting & Optional bike trip to San Quirico d'Orcia. Distance 20 km/12,5 miles.

San Casciano dei Bagni

Bike ride from Pienza to San Casciano dei Bagni
Today is a completely country ride: for the first 15 km you will ride downhill and after easy gentle rolling hills. you will see Radicofani medieval and enchanting village with a 1200 dating Rocca After lunch at the hill town continue to small outlying district of Celle sul Rigo with its majestic 13th century tower and an unforgettable view
Few km more and arrive to San Casciano Bagni hot spring. The spa is very old and in town there is impressive town hall of renaissance time. The historic centre worth a visit with its characteristic hill town-plan of alleys and small piazzas. Away from the centre, near the Spa, the Chiesa Basilicale which dates to the year 1000 is of great interest. But though San Casciano, immersed in a lush and uncontaminated nature, is a favourite with farm holiday visitors, it should not be forgotten that a great many tourists come for spa cures such as inhalations, baths and mud treatments.
Total Distance: 53km /33 miles

Sarteano & Cetona

Loop ride to Sarteano and Cetona
Cetona is situated on the slopes of the mountain of the same name, the mount you will climb to get there! So, prepare for some hills today. Cetona retains the characteristic medieval design that consists of small alley ways and little roads that spiral and wind their way to the fortress. This is a must see town and worth the effort! Later you will also visit Sarteano and can take in the unique castle found there! Return to your same hotel in San Casciano Bagni - and maybe a visit to one of the baths?!
Total Distance 45km / 28miles


Distance: 51km / 31,5miles
Today the ride is more challenging crossing minuscule villages and borgos.
Sorano is barely more than a handful of ancient homes gathered around the fortress which is partly occupied by the Fortezza: Erected in the 16th century by the Orsini family, the castle is one of the best surviving examples of Tuscan military architecture. As we all know, the main function of any fortress is to protect against marauding invaders - because of this, we can see for miles from any window in the hotel, across the valley of the Etruscans.

Pitigliano & Scansano

Distance 45km/28 miles
Breakfast at the hotel. Soon you will arrive at Pitigliano: a pristine warren of elegant palaces and surprisingly broad cobble-stoned streets, it is nicknamed Tuscany's Little Jerusalem in honor of extremely active Jewish community that lived here for centuries. Two of the town's most interesting attractions are its wonderfully restored Synagogue. After another interesting stop at medieval village of Montemerano reach Saturnia: Terme di Saturnia is a well-known spa of sulphurous water known since roman times. Unique spot to visit: hot water falls cascades over whitened rocks creating natural pools.
Your accommodation is stylish B&B in town that occupies a totally redesigned building of 17th century. Have a taste of Morellino di Scansano wine of their production

Talamone seaside

Distance: 45km / 28miles
Warm up your legs cycling ride into Pereta and Magliano in Toscana a real hidden treasure of maremma, all around today is wineyards of sangiovese, the main grape of morellino.. You will reach Talamone, a small fishermen village extended along a promontory overlooking the sea, dominated by an ancient sienese castle, hemmed in by the Natural Park of Maremma. The breathtaking view from the belvedere near lighthouse takes the whole coast from the Argentario to Punta ala. Highlight is to enjoy seafood in a restaurant in town.

Parco Uccellina & beaches

End of bike tour. Arrivederci!
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Sette Querce - San Casciano
The hotel Sette Querce is a recently renovated thirty year old inn constructed of traditional building materials: brick, wood and internal walls painted with different colors. The decor, curated by owner with the invaluable support of the English designer, is a happy union of traditional Tuscan furniture and the bright colors of the designer.
Sovana resort - Sovana
The beauty of a perfectly conserved medieval village, a one-of-a-kind view of the Tuscan hills and the Romanesque Cathedral, the olive groves in the large park…this is what frames Sovana Hotel & Resort. Elegant and intimate with both interiors and exteriors decorated to the finest details.
Hotel Baia di Talamone
Hotel Baia di Talamone: friendly and family atmosphere, a cheerfully decorated ambience and all the comforts of a modern hotel in front of the small sailing boats port - sea-view terrace. Just 200 m from Bagno delle Donne beach
Luxury upgrade in Pienza: Bandita Townhouse
La Bandita Townhouse is a luxury boutique hotel tucked inside the historic center of Pienza. The building is a rambling Renaissance-era palazzo where nuns have lived for over 500 years. the property itself blends in completely with the Renaissance character, is a comfortable, and stylish place
Hotel Il Chiostro di Pienza
Il Chiostro di Pienza is housed in a 15th C convent and sits protected and quiet right in the center of this tiny town. It has been renovated but all the beamed ceilings frescoed walls and ancient tile floors have been preserved, nice garden overlooking val d’Orcia with pool.

Cycling Maremma Toscana

Price & Inclusions

Cost: Euro 1350 per person in double occupancy
Single room supplement Euro 350
Solo Traveller Supplement Euro 450

Six nights in four & three-star superior hotels
Six breakfasts
Route notes, maps, elevation gain and city map
Sightseeing, restaurant and shopping suggestions
All Baggage transfers
Pick-up of bikes and gear in Talamone
Keepsake Cicloposse water bottle
Sales taxes

Not Included
Bike Rental per entire tour
Hybrid bike euro 180
Race bike     euro 210
E-Bike         euro 210

City Tax each village charges a tax per each day between euro 0,70 and euro 4,00

Renting GPS for 6 days – 50 euro
We can rent you a Garmin Edge Touring. It works like the GPS navigator you use in your car, only with maps and features specifically designed to help you find your way by bike. We will upload all the route notes and you will have really no problems in finding your way to the next town!

Tour Reviews

18 Ottobre 2016

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 Regards

18 Ottobre 2016

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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