136 bateaux rated
Sailboats, catamarans, motorboats and yachts for hire with skipper: no license or experience required, the skipper chooses the route and anchorages according to the weather.
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
This Cranchi Mediterranee 41 of 13 m and 760 hp, very well equipped (tender, paddleboard, GPS, outdoor shower), accommodates 12 passengers departing from Scarlino
Tornado 38 refurbished in 2022, very well equipped and led by a skipper departing from Porto Santo Stefano, with Argentario coves and nearby islands in sight
12 m, 720 hp Italcraft Sarima 38 motorboat, very well equipped, departing from Porto Ercole toward Giannutri, Giglio and the Argentario
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
The BWA 9000 is a semi-rigid boat from 2025, 12 m and 20 passengers, with skipper included at €600 per day from Marina di Grosseto
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
15.1 m motor boat with skipper departing from Porto Santo Stefano, very well equipped (air conditioning, tender, kayak, masks and snorkels) and up to 12 passengers
2020 Lagoon 40 catamaran with skipper, six passengers and full equipment for swimming, snorkeling and fishing departing from Scarlino
This Sacs Marine S33 semi-rigid, 9.7 m, carries 10 passengers with skipper included and full equipment for swimming and snorkeling
Bertram 35 from 1970 refurbished in 2018, 12 m and 600 hp with skipper, fish lunch and fuel included at €1,600 per day
A Boston Whaler 320 from 2004 with mandatory skipper departing from Porto Santo Stefano, 8 passengers, two 300 hp engines, SUP and masks provided for €1,150 per day
15 m motor yacht with skipper departing from Punta Ala, six passengers, two cabins and very complete equipment for swimming and snorkeling
A Lomac Mako G32 semi-rigid boat of 10 m with complimentary skipper, very well equipped (Seabob, diving, fishing) departing from Porto Ercole
BSC 100 semi-rigid boat from 2023, 10 m and 8 seats, with skipper, departing from Porto Santo Stefano towards the Argentario and nearby islands
Refurbished 2002 Riva Rivarama 44, 14 m, skipper included and full equipment for swimming and snorkeling, departing from Porto Santo Stefano
2013 Sunseeker Manhattan 53 yacht, 18.3 m, with skipper, air conditioning, Wi-Fi and swim platform, departing from Porto Ercole
Mimi Libeccio in Scarlino: 7.5 m, 6 passengers, skipper and fuel included, full equipment for swimming, snorkeling and fishing in the coves of the Gulf of Follonica
2025 Ranieri Cayman 33 Executive, 10 m semi-rigid with skipper, cabin and full equipment (Seabob, paddleboard, GPS), departing from Porto Ercole
Gozzo Ballini of 10 m with skipper departing from Porto Santo Stefano, well equipped for swimming and snorkeling towards the Argentario, Giglio and Giannutri
11 m MARAI Sirmione catamaran departing from Talamone, very well equipped for swimming and snorkeling around Argentario, with overnight stay on board possible
15 m Azimut yacht with skipper departing from Punta Ala, very well equipped for swimming and snorkeling, up to 8 passengers per day
11 m Antares with skipper departing from Marina di Cala Galera, equipped with a jet ski, a SUP, masks and a tender to explore the Argentario, Giglio and Giannutri
Samboat11 m Tornado 38 yacht with skipper departing from Porto Santo Stefano, equipped for swimming and snorkeling (paddle, masks, towable buoy)
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 Porto Santo Stefano14 restaurants within 12 km
Wine tastingsTastings around Porto Santo Stefano4 tastings within 12 km
Places to visitTo See Around Porto Santo Stefano27 places within 12 km
ActivitiesThings to do around Porto Santo Stefano23 activities within 12 km
AgriturismosAgriturismos around Porto Santo Stefano9 agriturismi within 12 km
AccommodationsWhere to stay around Porto Santo Stefano200 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
Going out with a skipper turns a rental into a true day of discovery: he knows the sheltered anchorages, the hours when the coves are empty, the seabeds where you can see groupers. It is also the only option for sailboats and catamarans if you do not have an offshore license. The skipper is usually included in the displayed rate; his meals and fuel may be billed extra, depending on the listings.
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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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