Hike, E-Bike and Wine in Tuscany
- Italy
- 5 nights
An active take on the Italian dream – idyllic hikes, scenic rides and Tuscan feasts among the hills, villages and hot springs of Val d’Orcia
What's Included?
- Activities & Certified GuidesAll itinerary activities with local, expert, English-speaking guides
- Spa hotel 5 nights in a locally-run Tuscan spa hotel, with a pool and a wellness centre
- MealsAll breakfasts, 4 lunches, 2 dinners and 3 wine tastings
- TransfersA group transfer to and from the airport and everything in between
- EquipmentE-bikes, with helmets
- Small Like-minded GroupsSolo-friendly by design, join our small n’ sociable groups of up to 14 like-minded, active and outdoorsy people
From…excluding flights
Highlights
Pedal through Tuscany’s iconic rolling hills, vineyards and cypress-lined roads on an e-bike, exploring Renaissance hill towns like Pienza and Montepulciano
Hike sections of the ancient Via Francigena, passing olive groves and local farms en route to the natural hot springs of Bagno Vignoni, dating back to Roman times
Feast on local specialities made with organic produce and savour world-class wines at the best family-run estates and hand-picked restaurants in Val d'Orcia
Unwind amid the stunning Tuscan landscape at a countryside retreat, complete with a unique Etruscan cave spa – perfect for post-adventure relaxation
Itinerary
Day 1
Into the heart of Tuscany's Val d’Orcia
Driving2.5hrsSpa HotelTwin shareDinner includedShow Day 1 detailHide detail
Touch down at Pisa Airport and meet your driver around midday before heading into the heart of Tuscany’s stunning Val d’Orcia. Please ensure you land in the morning (see ‘Getting There’ section for more info), as it’s a long drive and difficult to reach the Val d’Orcia. Nestled among rolling hills, medieval villages, natural hot springs and cypress-lined roads, this UNESCO-listed region is straight out of a postcard and far less commercialised than popular Chianti. Your base for the next five nights is Hotel Residence Casanova, a charming wellness retreat in San Quirico d’Orcia, where you’ll be welcomed with a refreshing drink and an introduction to the adventure ahead. Take a leisurely stroll through the historic streets of San Quirico, a beautifully preserved Tuscan gem that served as a backdrop for iconic scenes in the movie Gladiator. As the sun sets over the countryside, enjoy a delicious Tuscan dinner at the hotel, then get a good night’s rest as your adventure officially kicks off tomorrow.
Day 2
From vineyards to hot springs along the Via Francigena
Hiking4hrs · 13km · 250m up · 350m downSpa HotelTwin shareBreakfast and lunch includedShow Day 2 detailHide detail
Your adventure begins right from the medieval town of San Quirico d’Orcia, where you’ll set off for a hike through rolling vineyards, olive groves, and the scenic Orcia River Valley. Follow a stretch of the ancient Via Francigena to reach a historic border stone, before climbing to a panoramic viewpoint overlooking Mount Amiata and Siena. The trail continues past a small votive chapel before arriving at an authentic family-run farm, where you’ll stop for a light lunch as well as tasting their locally produced wine and olive oil. After lunch, follow cypress-lined paths to the fortified hamlet of Vignoni Alto, then descend to the thermal village of Bagno Vignoni. Here, you can relax or soak in the thermal pools of Parco dei Mulini, a natural hot spring once used by pilgrims travelling the Via Francigena. Back at the hotel, unwind with an optional visit to the spa and wellness centre, before enjoying a free evening to explore San Quirico’s charming restaurants with your fellow travellers.
Day 3
Pedal between rolling hills and Renaissance towns
E-bike4hrs · 36km · 700m up · 650m downSpa HotelTwin shareBreakfast and lunch includedShow Day 3 detailHide detail
Swap your hiking boots for an e-bike today as you set off on a scenic ride through the rolling hills of Val d’Orcia, visiting its most iconic villages along the way. Your first stop is the famous Gladiator filming location, before continuing to the picturesque Chapel of Vitaleta, framed perfectly between rows of cypress trees. Pedal on to Pienza, a Renaissance gem where you’ll stop to wander its charming streets before cycling towards Monticchiello, a medieval village frozen in time. After a picnic lunch, ride to the grand San Biagio Temple, a true oasis of peace nestled among splendid panoramas and vineyards as far as the eye can see. This place marks the gateway to Montepulciano, one of Tuscany's best-known hilltop towns, famed for its famous red wine esteemed by winemakers and sommeliers internationally. Off your bike, you'll have time to explore its cobbled streets, soak up sweeping vineyard views – and of course, enjoy a well-earned wine tasting before returning to San Quirico. Enjoy a relaxed evening with free time to unwind or sample more Tuscan flavours in town.
Day 4
Hike from Montalcino to Sant’Antimo
Hiking3hrs · 10km · 170m up · 390m downSpa HotelTwin shareBreakfast and lunch includedShow Day 4 detailHide detail
After breakfast, take a short transfer to Montalcino, the hilltop town famed for its world-renowned Brunello wine and crowned by an imposing medieval fortress. After a stroll through its lovely streets, set off on an ancient trail that winds through dense woodland, where traces of old roads and signs of local wildlife can still be seen. Emerging from the forest, follow scenic dirt roads past vineyards and fields, skirting an old Etruscan necropolis before reaching the medieval hamlet of Villa a Tolli – abandoned after WWII, but now beautifully restored. Stop for a tasty lunch at a local farm, tucking into some organic produce straight from the fields as well as a glass of Brunello. After lunch, continue downhill through vineyard-covered slopes to the abbey of Sant’Antimo, a stunning travertine church with a rich history. Take time to explore its beautifully preserved interior before returning to San Quirico in the afternoon, with time to unwind at the hotel – perhaps book into the Etruscan cave spa, or take a leisurely stroll through town.
Day 5
Cycle to San Casciano thermal springs
E-bike4hrs · 32km · 800m up · 800m downSpa HotelTwin shareAll meals includedShow Day 5 detailHide detail
After breakfast, take a short transfer to Radicofani, a striking hilltop village steeped in legend and a key stop along the ancient Via Francigena. Known for its dramatic fortress perched at almost 900m, Radicofani offers breathtaking views over Monte Cetona, Val d’Orcia, and Monte Amiata. After a brief exploration of its medieval streets, hop on your e-bike and set off through scenic country roads lined with vineyards and open fields. Your first stop is the charming hamlet of Celle sul Rigo, a tiny medieval village with fewer than 400 residents. Wander its intricate alleys before continuing on to San Casciano dei Bagni – one of Tuscany’s most beautiful thermal towns. Famous for its natural hot springs, San Casciano boasts a wealth of history, from its ancient Roman baths to elegant churches and historic buildings. Here, you’ll can kick back in the town’s thermal waters before cycling back to Radicofani and then driving to San Quirico, where a final celebratory dinner in town awaits – buon appetito!
Day 6
Return to Pisa, via stunning Siena
Driving2.5hrsBreakfast includedShow Day 6 detailHide detail
After a well-deserved lie-in and breakfast, take a short transfer to Siena, a UNESCO World Heritage City renowned for its medieval architecture and historic charm. Stroll through the stunning Piazza del Campo, home of the famous Palio horse race, and enjoy a delicious meal (not included) at one of the local trattorias. After exploring this enchanting city, transfer to Pisa airport for your flight home – unless you choose to extend your stay with a relaxing city break.
Practical Stuff
Getting There
- Nearest airport
- Pisa International Airport (PSA)
- Pick up
- Pisa International Airport
12:00 on Day 1 - Drop off
- Pisa International Airport
16:00 on Day 6
This Trip is Graded Level 2
What is and isn't Included?
What's included
- Guided hike to Bagno Vignoni, with a stop at the town's natural thermal pools
- E-bike ride from San Quirico to Montepulciano, via historic villages and rolling hills
- Guided hike from Montalcino to Sant'Amiata Abbey
- Circular e-bike ride from Radicofani via San Casciano dei Bagni, with a stop at the town's natural thermal pools
- 3 local wine tastings
- Time to explore Siena at your leisure
- A local, expert, English-speaking guide
- Specialist cycling guides during the e-bike rides
- 5 nights in a charming Tuscan hotel with pool and wellness centre
All your meals are provided for the duration of the trip. This includes:
- 5 continental breakfasts
- 2 tasty picnic lunches
- 2 light farm-to-table lunches with produce tastings
- 1 welcome dinner at your hotel on Day 1
- 2 farewell dinner at a renowned local restaurant in San Quirico
- Group transfer from Pisa Airport on Day 1
- Group transfer to Pisa Airport on Day 6, with a stop in Siena en route
- All transfers throughout the trip by private vehicle
- E-bikes and helmets
What's not included
Our trips do not include flights, trains or other travel to the start point and back from the end point.
Three dinners are not included in the cost of this trip. This is to allow you a wider choice of meals, and so that you can explore local restaurants in San Quirico d'Orcia. We recommend you budget about €80 in total to cover these meals (excluding drinks).
Tips are not included in the trip cost. These are entirely at your discretion, but there is an expectation to tip for good service. We suggest the below as a guideline:
- €25 per person for the main guide
- €15 per person for the cycling guides
Of course, you are free to tip more or less, and the amount should be reflective of your perception of service and quality – a tip is not compulsory and should only be given when you receive excellent service.
You know your own spending habits best, so please budget an appropriate amount for things like optional meals and drinks, shopping, optional activities, and laundry.
Travel insurance is compulsory for all of our adventures and you are required to provide your policy information before departing. Your insurance should include adequate protection for overseas medical treatment, evacuation/repatriation, your baggage and equipment and the specific activities involved on your adventure. We also strongly recommend it includes cancellation and curtailment insurance, should you be unable to join your trip for specific reasons such as illness. Our recommended travel insurance provider is Campbell Irvine (opens in new tab), as their insurance offers all of the above.
Visa requirements often change, and you are responsible for obtaining any required visas for this trip. Please check with your nearest embassy or consulate for up-to-date advice.
Where You'll Stay
Looking for a private room? See Optional Extras for details and pricing.

Val d’Orcia
What You'll Eat
Val d’Orcia is a true culinary heaven and throughout your trip, you’ll experience the very best of its local cuisine and wines. The region’s food is a celebration of fresh, seasonal ingredients, including homemade specialities like pici (handmade pas…
Optional Extras
Upgrades
- Optional Private Room Upgrade
- …
For solo travellers looking for their own space, a private room can be booked for an extra charge – see Optional Extras for the price. Please request this at the time of booking (this is subject to availability).
To request any extras, message your host via your Much Better Adventures account once you have booked your trip.
All extras must be paid before your trip starts.
Ratings & Reviews
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- Guides & crew
- 5.0
- Accommodation
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- Itinerary
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Before You Travel
What to Pack

Know before you go! Some stuff we'll provide, other things you'll need to bring.
FAQs
What makes Val d’Orcia so special?
Val d’Orcia, a UNESCO World Heritage Centre, is renowned for its stunning landscapes, rolling hills, iconic cypress trees and charming medieval villages. What makes this region truly special is its perfect blend of natural beauty, art, and history. The valley is home to picturesque towns like Pienza, Montalcino, and San Quirico d’Orcia, each steeped in centuries-old agricultural traditions, producing some of Italy’s most celebrated wines and cheeses. Val d’Orcia is an iconic part of Tuscany, often featured in its most famous photographs. The area’s captivating scenery also served as the backdrop for the dramatic opening scenes of Ridley Scott’s Gladiator – the landscapes of Val d’Orcia were used to represent the serene nature of the countryside in Italy. During your trip, you’ll have the chance to visit some of these memorable film locations.
How does Val d’Orcia compare to Chianti?
Both regions are in Tuscany, but Val d’Orcia offers a more tranquil, less commercialised experience compared to Chianti. While Chianti is known for its vineyards and 'Chianti Classico' wines, Val d’Orcia is recognised for its Brunello di Montalcino and Vino Nobile di Montepulciano wines. Val d’Orcia’s landscape is also more dramatic, with rolling hills and vast open spaces, while Chianti’s hills are a bit more forested and dotted with vineyards. Both regions offer spectacular Tuscan scenery, but Val d’Orcia is arguably quieter and more untouched, especially during the low season.
How is Val d’Orcia connected to the Via Francigena?
Val d’Orcia is part of the ancient Via Francigena, a historic pilgrimage route that stretches from Canterbury in England to Rome. The route passed through the valley, making it a significant path for pilgrims in medieval times. On this trip you'll hike and cycle some short sections of the original Via Francigena and explore many of the towns along the route, such as San Quirico d’Orcia, Montalcino and Pienza, which have preserved their historical charm and served as rest stops for pilgrims in the past.
Can I experience the hot springs tradition in Val d’Orcia?
Val d’Orcia has a long-standing tradition of thermal baths, dating back to the Etruscans and Romans, who recognised the healing properties of the region’s mineral-rich waters. During your trip, you’ll visit the natural hot springs of Bagni San Filippo and San Casciano dei Bagni, two of Tuscany’s most picturesque thermal spots. These free, open-air springs are nestled in nature, offering an authentic and uncommercialised experience. While the water here isn’t as hot as in some private spa resorts, the setting – among lush greenery and striking limestone formations – makes for a relaxing and unique soak. Both towns also have private thermal baths with luxury services and treatments, but these aren't visited during this trip. However, the natural pools provide a wonderful opportunity to unwind and enjoy the region’s ancient hot spring tradition.
Are spa services included in the stay at Hotel Residence Casanova?
Spa services at the hotel are not included, but are available with a reservation (payable on-site). You can choose from a variety of wellness experiences, depending on availability. A few examples are:
- Spa Light: Waters Path (approximately €30 per person). This hydrotherapy experience in mineral-rich saltwater features a saltwater pool (32-34°C), 18 air-water hydromassage stations, geyser, hydromassage waterfalls, 34°C hydromassage tub, watsu station, 80°C Finnish sauna, and wet footpath.
- Etruscan Spa: Salum per Acquam Path in the Etruscan Salt Caves (approximately €40 per person; duration of 1 to 1.5 hours; swim cap required). Inspired by ancient Etruscan bathing traditions, this spa journey combines hot and cold therapies for deep relaxation and rejuvenation. It features a revitalising footpath, balneum salis 32°, salt cave 35°, Etrusci balneum 34°, Etruscan cave 55°, balneum thermae 38°, and thermal cave 45°. Pools feature water/air hydromassage, cranio-lumbar waterfalls, and a cold anti-aging waterfall.
- Massages and treatments: a selection of massages and wellness treatments are available as per the hotel price list, with reservations required.
Who at Much Better Adventures designed this trip?
Marta Marinelli, raised in Italy’s serene Prosecco Hills, dreamt of global adventures, inspired by her father's travel stories. Her passion evolved into a career, backed by a decade of studies including degrees in international tourism and destination management. She’s worked in the adventure travel sector since 2012, living in Italy, the UK, and now sunny Portugal.
Over twenty years, Marta has explored over 55 countries, visiting remote areas like Ghana, Rwanda, Sao Tome and Principe, Haiti and Nepal’s Upper Mustang region. As a Senior Adventure Expansion Manager at Much Better Adventures, she focuses on creating life-changing experiences, ranging from multi-activity adventures, challenging treks to ultimate adventures in iconic places. She loves the challenge of finding the best local adventure hosts around the world, collaborating on adventures that offer genuine immersion, pushing beyond the beaten path and working on exclusive itineraries that challenge your comfort zone.
What makes her tick? Enabling people to live adventure-rich lives while positively impacting and empowering local communities around the world, generating sustainable opportunities for both the host, guides, community, and the environment.
What do I do about drinking water?
The tap water is safe to drink. Please bring along your own reusable water bottle to fill up at the hotel or public fountains to avoid buying single use plastic bottles.
What's Plan B in case of bad weather?
If bad weather affects any of the activities your local guide will deviate to more sheltered part of the trails for alternative hikes, or may decide to swap around the order of the program.
How does this trip benefit the local community?
This trip has been designed to directly benefit the local community by working closely with small, family-run businesses and including off-the-beaten-path experiences. You’ll stay in a locally-owned hotel, dine at traditional trattorias, and visit independent wineries and farms that are often overlooked by large tour operators. The itinerary also includes stops in some lesser-known villages, helping to spread tourism beyond the usual hotspots. Additionally, by running departures in the low season, you support local businesses year-round, helping them sustain their livelihoods outside of the peak summer months.
Can I book on my own?
Sure can! Over 70% of our travellers travel solo, it’s a great way to meet like-minded people.
Who is running the trip?
Our team of Adventure Hunters co-create exclusive adventures which are run by highly vetted, specialist hosts. The trip is run by our trusted host partner in the destination. We only work with independent, local, in-destination experts who know the very best places to explore and how to stay safe. Read more information about the local teams we partner with. You’ll be introduced to the host straight after making a booking via the Much Better Adventures platform.
What is the official travel advice?
Much Better Adventures refer to the UK Government’s official travel advice when designing trips and monitoring trip operations. We recommend that all customers are familiar with the practical information provided on the Government’s FCDO website, where current travel advice can be found by searching for the applicable destination(s).
For customers joining this trip from other international destinations – please also read the official travel advice applicable to your country of residence/origin, as this may differ.
What vaccinations do I need?
We recommend checking out the country-specific information and also talking to a travel nurse.
How are the trips priced?
We automatically convert prices from the local currency that a host receives to your chosen currency. We update our exchange rates on a daily basis so this does mean that prices displayed on the site are subject to currency fluctuations, which is why you may see them change over time.
If you wish to change the currency you pay in, head to the bottom of the page.
Why are your adventures only for adults?
All of our group adventures are specially designed for adults to enjoy as we want these adventures to bring together outdoorsy people who are truly like-minded. You must be over 18 to join one of our trips.
Who else will be on my trip?
You're always in good company on one of our adventures.
Our trips are typically made up of a mixture of solo travellers and small groups of 2 or 3 friends, with most in their 30s-50s.
Our sociable adventures are solo-friendly by design and naturally attract outdoorsy people with a shared mindset; a love for adventure, a desire to push themselves and meet awesome, like-minded people along the way.
It’s this camaraderie that has so often turned a great adventure into a life-changing one.
Don't just take our word for it:
- 95% of people rate the group dynamics on our trips 5/5
- 90% of people recommend joining a trip to make new friends
- 75% of people have met people on our trips that they would now consider friends
See here for more info about the Much Better Adventures tribe.
What's the weather like?
During the spring months (April to June) and autumn (September to November), the Val d’Orcia region enjoys mild temperatures averaging 15-23°C – making it the perfect time for hiking and cycling. These months avoid the heat of summer, when trails and roads are often exposed and can be more challenging. Spring brings beautiful wildflowers to the landscape, while in autumn, you’ll witness the olive harvest, offering a glimpse into Tuscany’s agricultural life. Whether you’re strolling through vineyards or relaxing in natural hot springs, the cooler temperatures ensure a comfortable and scenic experience in this stunning region. Of course, some rain and chilly evenings are possible at any time of year, as well as the possibility of unseasonal heatwaves, so the best you can do is to come prepared for varied weather conditions and bring some layers and rainproof gear.
What's the carbon footprint for this trip?
We partner with the World Land Trust to ensure this trip achieves Net-Zero emissions. We also support their Buy an Acre programme, helping local communities to buy and protect natural habitats in perpetuity.
What's the number?
It works out on average at 216kg of CO2 emissions per person, including all local transport, accommodation, food, activities, guides, staff and office operations.
The only thing it doesn’t include right now is flights and travel to the destination. We do make an overall estimate across all our customers separately, but as we don’t book flights, have customers from all corners of the world, and no way of reliably knowing their travel plans, we simply can’t include an individual number in the figure on display here. We’ve got a goal to fix that, so that when you book, there is a way to measure and mitigate the carbon emitted by your flight too.
But what does the number mean?
Yep, hard to picture eh? To give you an idea:
- Driving 1000 miles/1609km would be approximately 281kg of CO2 in an average car (or 140.5kg per person, if there were two of you in it).
- A return economy class flight between London and New York would be approximately 1619kg (1.66 tonnes) per person.
- 10 trees in a temperate forest are estimated to remove approximately 250kg of CO2 from the air in a period of 5-10 years.
What are we doing about it?
Our trips are relatively low-carbon by design, and we're working with all our hosts to develop long term carbon reduction plans. We partner with the World Land Trust to ensure this trip achieves Net-Zero emissions. We also support their Buy an Acre programme, helping local communities to buy and protect natural habitats in perpetuity, ensuring the protection of the reserve and its wildlife.
Want to know more?
Amazingly, no international travel company has ever publicly published their carbon measurements before, as far as we know. We believe that must change, quickly. So we’re openly sharing the method we used in the hope that other companies will be able to more easily follow suit and build on what we've done so far. You'll find it all here.
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Departure dates
Sunday 21st June 2026
to Friday 26th June 2026
Last minute - Host approval required
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