Discount on the September 6 departure!
Last places

Cycling in the Maremma: slow Tuscany between sea and countryside

YOUR RATING

last year's survey score

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 frontier, a land where the four elements of water, earth, fire, and wind sculpt the territory. The vast prairies, the great silences, the humid winds that we have seen so many times in films remind us of this strip of wild Tuscan land that we will cross on horseback, yes, but not on horses with flowing manes, rather on bikes, pedaling with our noses turned up, for a cycling holiday in Tuscany, with a slow approach that respects nature and local traditions. The Maremma , thanks to the expert guide, will reveal itself in its most authentic form: a generous land of vineyards, olive groves, and wheat fields, where fresh and salt water meet in surprising harmony. We will stay in the center of Orbetello, a town that is almost entirely pedestrianized, suspended between two lagoons, famous for its windmills and sunsets that paint the water with intense colors. From here, every day, we will set off on bike tours , pedaling between the sea, lagoons, pine forests, countryside, and rolling hills, and for a panoramic trekking on the island of Giglio, following the slow and authentic rhythm of a cycling holiday 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's holiday, 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 visit theIsola del Giglio on a scenic trek. We will have dinner together and toast to the adventure that awaits us.

Second day

Cycling Through the Most Hidden Corners of the Maremma
Today, we’re in for a journey rich in archaeology and nature in the inland region of the Maremma. Setting out from the hotel with our bikes, we’ll ride along the Feniglia Lagoon along the bike path. After a few kilometers along a narrow country road lined with dry-stone walls, we’ll venture into the “Valle dell’Oro,” an unspoiled area where the ruins of the ancient Roman Villa of SetteFinestre. Descent toward the Capalbio beach, the perfect spot for a lunch break, near the Etruscan Gorge. Return to the hotel, followed by dinner together!

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

Third day

Bikes, salty sea breeze, and history by the sea
The bike tour winds its way between the waters of the sea and those of the Orbetello Lagoon. We’ll cycle quietly into the Feniglia pine forest, a trail that runs the entire length of the sandbar connecting theArgentario to the mainland. We’ll climb up to the Ansedonia promontory, a hilltop where the ancient Roman settlement of Cosa is located, which we’ll visit. Lunch and a refreshing swim at the Feniglia Beach , then we’ll hop back on our bikes and ride to Porto Ercole, a charming fishing village. Steep stairways 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 Argentario Panoramic Road, we’ll enjoy a breathtaking view of theTartaruga Islet and the island of Giannutri. We’ll return to Orbetello in the late afternoon.

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

Fourth day

Cycling Through Saltwater and Traditions
We’ll cycle along the sandbar that connects the mainland to the Monte Argentario: to the right, the Ponente Lagoon; to the left, 7 kilometers of uninterrupted beach. We arrive at the Parrina, an ancient noble estate, where we’ll cycle through its vineyards and orchards before treating ourselves to a coffee break under the large plane trees. For lunch, we’ll relax on the Giannella Beach, where we’ll leave our bikes for a moment to soak up some sun and take a refreshing swim. We’ll then head back along the bike path 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 day dedicated to rest or to discovering the many hidden gems of theArgentario. We can go in search of some coves of the Argentario 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 could go 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. Or relax at the Saturnia thermal baths or visit the ancient tuff quarries of Pitigliano. In the evening, dinner on your own.

Day off

Sixth day

Hiking in the Heart of Giglio
Enough with biking—now it’s time for hiking and the trails ofIsland of Giglio. Let’s head to Porto Santo Stefano, a charming town on the Argentario, where we’ll take the ferry to Giglio Island. We’ll start the hike with an ascent along the old mule trail up granite steps to Giglio Castello. The scents of the Mediterranean scrub mingle with the sea breeze, offering us unforgettable moments. Once we reach the village—one of the most beautiful in Italy—we’ll discover its history, marked by countless sieges by Saracen pirates. Now it’s time to discover the flavors of Giglio with a tasting featuring Ansonica wine—a local specialty—and Giglio-style pizza , and a slice of Tuscan bread with tonnina. We’ll begin our descent toward Giglio Campese , where we can have lunch at one of the many beach bars and relax in the sun or take a dip in the crystal-clear waters. Those who are more active can wander around the village and explore the Campese Tower. We’ll return to the port by bus (€5 fee) to catch the ferry back.

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 of theArgentario. We relived stories of bandits, pirates, and culinary traditions that intertwine Jewish and Maremma culture. Theexcursion to the island of Giglio was the highlight of a vacation that combined cycling, hiking, and relaxation. An unforgettable experience that we will carry with us until our next adventure!

  • Overnight stay in double rooms at a 3-star hotel
  • 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 euros to be shared), tourist tax (3.5 euros per day per person) 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 relax. An excellent starting point for exploring the lagoon, the Argentario Peninsula, 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.

Cars

If you're coming by car, set your GPS to the "Via Mura di Ponente" parking lot; from there, you can walk to the hotel. You'll need to request a pass to enter and park (subject to availability); otherwise, parking spaces marked with white or blue lines are available (for a fee).

Do you need more information?

Discover the Spotify playlist with Jonas

The soundtrack to this Jonas experience

Listen on Spotify

You may also be interested in

Everyone experiences travel in their own way: whether riding a bike, sailing a boat, exploring on foot, or riding a horse.

3 days 2 nights
September 25, 2026 -
September 27, 2026
Per person
€ 350
FIREB
Cycling through the rolling hills of Mugello, the land of Giotto
Difficulty level
7 days 6 nights
There are currently no dates available.
Per person
€ 910
FORTK
Hiking in the Casentino Forests: Between Camaldoli, La Verna, and Monte Falterona
Difficulty level
VAC009538
1788652800
1789171200
promo
7
890
VAC009540
1791072000
1791590400
active
7
890
ARGBCSEEE
Write to us on WhatsApp
Loading...
MON
MAR
WED
GIO
FRI
SAB
SUN

Request information