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Cycling in the Maremma: slow Tuscany between sea and countryside

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A cycling holiday between sea and nature, made special by the presence of an expert guide who selects the best routes and helps you discover the most authentic Tuscany.

The Maremma, Italy’s last Wild West, a land where the four elements—water, earth, fire, and wind—shape the landscape. The vast grasslands, the profound silences, and the humid winds we’ve so often seen in movies remind us of this wild corner of Tuscany that we’ll traverse on two wheels—not on horses with flowing manes, but on bicycles, pedaling with our noses turned skyward, for a cycling vacation in Tuscany that embraces a slow, nature-friendly approach that respects local traditions. Thanks to our expert guide, the Maremma will reveal itself to us in its most authentic form: a bountiful region of vineyards, olive groves, and wheat fields, where fresh and saltwater meet in a surprising balance. We’ll stay in the center of Orbetello, a town that’s almost entirely pedestrian-friendly, nestled between two lagoons, famous for its windmills and sunsets that paint the water in vivid colors. From here, each day, we’ll set out on different bike excursions, pedaling through the sea, lagoons, pine forests, countryside, and rolling hills, and on a scenic hike on the island of Giglio, following the slow, authentic rhythm of a cycling vacation in the Tuscan countryside.


Travel code
ARGBC
When are we leaving?
Based on the date
When are you coming back?
Based on the date
How long does it last?
7 days 6 nights
Per person
890 €

WHERE ARE WE GOING?

Program

First day

Meet up with the group and the tour guide in the late afternoon in the lobby of our hotel in the center of Orbetello. The tour guide will tell us about the experience that awaits us: during this week-long vacation, we will explore the Tuscan Maremma, a journey through nature, history, and authentic flavors. We will cycle along the rolling Tuscan hills, along its lagoons and the sea, discovering ancient settlements and Roman villas. We will learn about the history of the brigands and the traditions of the Maritima Regio and visitthe island of Giglio on a scenic trek. We will have dinner together and toast to the adventure that awaits us.

Second day

Cycling through the most secret part oftheMaremma
Today, an itinerary rich in archaeology and nature awaits usin the Maremma hinterland. Starting from the hotel with our bikes, we will ride along the lagoon. After a few kilometers along a country road, we will face the climb that will take us to the promontory of Ansedonia, a hill on which the ancient Roman settlement of Cosa is located, welcoming us for a visit. We will then descend towards the beach of Capalbio, the perfect location for a lunch break, near the Spaccata Etrusca. In the afternoon, after a pleasant ride across the plains, we will reachthe Burano oasis (the first WWF oasis in Italy) for a visit. We will immerse ourselves inthe"Valle dell'Oro"(Golden Valley), an unspoiled area where the remains of the ancient Roman villa of SetteFinestre stand out. Return to the hotel and dinner together!

Route info: 33 km by bike, 200 m elevation gain

Third day

Bikes, salty sea air, and history by the sea
The bike tour takes place between the seaand the Orbetello lagoon. We will cycle quietly through the Feniglia pine forest, along a path that runs the entire length of the tombolo connectingthe Argentario to the mainland. We will continue on to Porto Ercole, a charming fishing village. We will have a packed lunch along the marina and walk through the heart of the village. Steep steps will lead us to the Governor's Palace and then to the Rocca, a Spanish fortress built in the 16th century during the State of the Presidi. Riding along part of the Panoramica dell'Argentario road, we will enjoy breathtaking views of the Isolotto della Tartaruga andthe island of Giannutri. Return to Orbetello in the late afternoon.

Route info: 34 km by bike, 290 m elevation gain

Fourth day

Cycling between salt water and traditions
We will cycle along the strip of land that connects the mainland to the Monte Argentario peninsula: on the right is the Ponente lagoon, on the left 7 kilometers of uninterrupted beach. We will stop at the Orbetello fishermen's establishments for a visit to the Peschiera di Nassa. Here they breed sea bass, sea bream, and mullet, from which bottarga, a Slow Food presidium, is obtained, as well as eel, which is fished here and "sfumata" according to an ancient Spanish recipe. For lunch , we will relax on the beach at Orbetello, where we will leave our bikes for a while and enjoy some sun and a nice swim. Return along country lanes to the center of Orbetello in the late afternoon.

Route info: 36 km by bike, 80 m elevation gain

Fifth day

Free day
Today is a daydedicated to rest or discovering the many hidden gemsof the Argentario. We can go in search of one of the Argentario's coves for a refreshing swim, or visit the Tarot Garden, an art park consisting of cyclopean sculptures depicting the 22 major arcana of the Tarot, the work of the late French artist Niki de Saint Phalle. Or we can venture as far as the village of Magliano in Toscana with its perfectly preserved defensive walls and breathtaking views of the islands of the Tuscan archipelago. Alternatively, we can relax at the thermal baths of Saturnia or visit the ancient tuff quarries of Pitigliano. In the evening, dinner is at your leisure.

Day off

Sixth day

Trekking in the heart of Giglio
Enough cycling, now it's time for trekking and the trailsof Giglio Island. We set off for Porto Santo Stefano, a delightful village on the Argentario, where we take the ferry to Giglio Island. We begin the route with a climb along the old mule track on granite steps to Giglio Castello. After a short break in a typical bar to taste a glass of Ansonica wine or a slice of Tuscan bread with tuna, we will begin the descent towards Giglio Campese. We can have lunch in one of the many beach bars and relax in the sun. The more active can wander around the village and discover the Campese tower. Return to the port by bus to catch the ferry.

Route info: 7 km hike, duration 4.5 hours, elevation gain 400 meters

Seventh day

It's time to say goodbye. The Tuscan Maremma has given us unique emotions: cycling with sea views and immersed in the nature of the Uccellina Park and the breathtaking views ofthe Argentario. We relived stories of brigands, pirates, and culinary traditions that intertwine Jewish and Maremma culture.The excursion to the island of Giglio was the highlight of a vacation that combined cycling, trekking, and relaxation. An unforgettable experience that we will carry with us until our next adventure!

  • accommodation in double rooms in 3-star hotels
  • ferry to Giglio Island
  • half-board accommodation
  • tasting of local specialties
  • escort
  • the sunsets of the Maremma
  • health and baggage insurance
  • If you rent a bike (city bike), a helmet and small bag are included.

travel, drinks, one dinner, car parking in Santo Stefano (approximately $10–15 to be shared), tourist tax ($3.50 per person per day), and anything not mentioned under "Includes."
Single occupancy accommodation from $250.

Good to know
Where
accommodation

3-star hotel in Orbetello - GR.
Located in the historic center of Orbetello, this is an intimate and well-maintained hotel, perfect for enjoying the Maremma at a leisurely pace. Bright rooms, a hearty breakfast, and cozy spaces where you can take a break. An excellent starting point for exploring the lagoon, the Argentario, and the beaches of the Tuscan coast.

Tour guide
A member of the Jonas team who coordinates the group and accompanies them throughout the trip.
Itinerary information
You will cycle on asphalt and, for short stretches, on dirt roads. The route is medium/easy, but requires a good ability to cycle on dirt roads. For the trek to Giglio, the elevation gain is medium.
Notes
Carpooling will be organized with participants' cars to go to Porto Santo Stefano before boarding for Giglio.
Important
As with any active trip, the itinerary is subject to change—including the order of activities or stops—depending on weather conditions, road conditions, any temporary closures or restrictions at sites, locations, or areas to be visited, as well as the guide’s judgment, who will always act in the best interests of the group and the safety of the participants. The activity will take place even in case of bad weather, except in situations involving weather alerts or conditions that could compromise safety; we therefore recommend bringing appropriate gear for possible precipitation and temperature changes.
Train

The nearest station is Orbetello Monte-Argentario, located on the Pisa-Rome line. Once you arrive at Orbetello station, take bus line 1 to the town center. Get off at the Orbetello centro stop.

Train

For those arriving by car, set your GPS to Via Mura di Ponente parking lot. From there, you can walk to the hotel. We will give you a sticker so you can park your car for free for the week.

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