136 bateaux rated
All sailboats for rent on the Maremma coast: Porto Ercole, Porto Santo Stefano, Talamone, Castiglione della Pescaia, Punta Ala. Filter by port, skipper, license and budget.
Dufour 445 sailboat, 13.4 m, with skipper, departing from Porto Santo Stefano, very well equipped (tender, paddleboard, diving, Wi-Fi) and open to the Argentario, Giglio and Giannutri
Dufour 410 sailing yacht from 2014, 12 m, up to 4 passengers, very well equipped (autopilot, gennaker, dinghy, paddle) departing from Marina di Grosseto
Hanse 411 sailing yacht of 12.7 m with skipper, richly equipped (autopilot, dinghy, paddle, solar panels) and offered at €370/day
Jeanneau Sun Odyssey 349 sailing yacht from 2017, 10 m, very well equipped for 4 passengers, departing from Marina di Grosseto towards the Maremma coast and the islands
An ideaCrewed sailingWhen sailing with a crew, a professional handles the driving and maneuvers; depending on the formula, a solo skipper does not necessarily mean…34 boats2017 Dufour 460 GL sailboat based in Talamone, well equipped for four passengers with optional skipper
Beneteau Oceanis 37 sailboat from 2010 based in Porto Ercole, rentable without license or skipper, well equipped for eight passengers with six berths
13 m Hallberg Rassy 42E ketch from Porto Ercole, very well equipped (autopilot, thruster, tender), geared toward the coves of the Argentario, Giglio or Giannutri
Salona 45 sailboat from 2006, 13.6 m, 3 cabins and 6 berths, very well equipped for swimming and sailing from Punta Ala
Beneteau Oceanis 51.1 sailboat from 2022, 15.9 m, 10 passengers, well equipped (watermaker, electric winches, dinghy, paddleboard) departing from Puntone di Scarlino
Grand Soleil 56 sailboat from 2008, very well equipped (desalinator, air conditioning, electric winches), departing from Punta Ala for the Maremma
Dufour 470 sailboat from 2022, 14.9 m and 5 cabins, well equipped (watermaker, autopilot, dinghy, paddleboard) departing from Puntone di Scarlino
Dufour 385 Grand Large sailing yacht from 2010, 11.8 m, five passengers, very well equipped (dinghy, paddle, autopilot, teak deck) departing from Marina di Grosseto
HANSE 415 sailing yacht from 2017, 12.4 m and 3 cabins, very well equipped (autopilot, dinghy, paddle, solar panels), departing from Puntone di Scarlino
Jeanneau sailboat from 2017, 14.1 m, 4 cabins and 8 berths, well equipped (autopilot, dinghy, paddleboard, sun awning), departing from Puntone di Scarlino
Sun Odyssey 490 sailboat from 2026, 14 m, 5 cabins and 13 berths, well equipped for autonomous sailing from Puntone di Scarlino
Beneteau Oceanis 40 sailing yacht of 12 m, well equipped (electric winches, autopilot, dinghy, paddle), departing from Punta Ala with skipper announced as included
Beneteau Oceanis 411 sailboat of 12.5 m departing from Scarlino, well equipped (autopilot, gennaker, tender, GPS) for eight passengers
Beneteau 473 Clipper sailboat of 14.3 m at Talamone, 4 cabins and 8 berths, well equipped for sailing to the Tuscan archipelago
Oceanis 35.1 sailing yacht from 2019 based in Punta Ala, very well equipped (Seabob, paddle, dinghy, autopilot) to sail independently to the coves and islands of the Maremma
Click&Boat2010 sailboat of 11 m based at Marina di Scarlino, well equipped (autopilot, gennaker, dinghy), for outings, sailing lessons or cruises to Elba and Giglio
Jeanneau Sun Odissey 33I sailing yacht from 2011 based in Punta Ala, well equipped (GPS, dinghy, paddle, Seabob) for six passengers
Click&Boat2016 wooden schooner, 18 m and 10 passengers, well equipped for swimming and overnight stays on board, departing from Orbetello
Beneteau Oceanis 50 sailing yacht of 15 m departing from Porto Santo Stefano, very well equipped (watermaker, dinghy, paddle, diving equipment) for cruising towards the Argentario and the islands
Bavaria 40 sailboat from 2010 in Porto Ercole, no license required, 3 cabins and 8 berths, equipped with GPS, tender and autopilot
Ranking by note Toscane Cachée: analysis of traveller reviews and information for each address (our method). Booking links are affiliate links.
Complete your trip
RestaurantsWhere to eat around Puntone di Scarlino7 restaurants within 12 km
Wine tastingsTastings around Puntone di Scarlino3 tastings within 12 km
Places to visitTo see around Puntone di Scarlino7 places within 12 km
ActivitiesWhat to do around Puntone di Scarlino4 activities within 12 km
AgriturismosAgriturismos around Puntone di Scarlino10 agriturismos within 12 km
AccommodationsWhere to stay around Puntone di Scarlino54 accommodations within 12 kmExplore
Moods, types and areas: each link leads to a page with its list, map and tips.
Crewed sailing 34
Sailing cruise 34Three-cabin sailboats 29
Family outing 28Sailing in the Tuscan archipelago 24Night on board 14
Toward the islands of Giglio and Giannutri 12Outing in a small group 7
Porto Ercole 39
Porto Santo Stefano 34
Talamone 17
Punta Ala 13
Puntone di Scarlino 12
Marina di Grosseto 8
Scarlino 6
Follonica 3
Castiglione della Pescaia 3
Orbetello 1Our tip
Renting a sailboat in Maremma means sailing one of the most varied stretches of water in Tuscany: the Argentario and its two ports (Porto Ercole, Porto Santo Stefano), the islands of Giglio and Giannutri two hours away by sea, the Gulf of Talamone and the wild coast of the Maremma park. The afternoon thermal winds make the area ideal for a day trip as well as a week of coastal sailing toward the island of Elba.
Most of the sailboats offered here are rented with a skipper, so no license or experience is required: the skipper knows the sheltered anchorages (Cala Grande, Cala del Gesso, la Feniglia) and adapts the route to the day's weather. "Bareboat" sailboats require an offshore license and, generally, a sailing resume.
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Our score out of 10 is deliberately demanding: the favourites are the top 10% rated in the hub.
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