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Boat holidays in Tuscany

Sailing in Tuscany

18 reviews

Embark on a week of sailing through the Tuscany region aboard a boat.

Choose from 25 experiences

From 690€

per spot

Sailing Holiday in Tuscany: Elba, Capraia, and Corsica

Port of departure: San Vincenzo, LI, Italy

Next departure: 5 september

From 690€
From 1,000€

per spot

A week on a boat in Tuscany with a skipper and hostess – relaxation and comfort

Port of departure: Marina di Salivoli, LI, Italy

Next departure: 5 september · 2 dates available

From 1,000€
300€

per spot

Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago

Port of departure: Punta Ala, GR, Italy

Next departure: 6 september · 3 dates available

300€
900€

per spot

Capraia and Northern Corsica holidays to Saint Florence

Port of departure: Rosignano Solvay, LI, Italy

2 reviews

Next departure: 5 september

900€
Cancel free up to 15 days before

830€

per spot

Sailing cruise with a professional skipper in the Tuscan Archipelago

Port of departure: Punta Ala, GR, Italy

2 reviews

830€
Cancel free up to 15 days before

528€

per spot

Four beautiful days sailing between Elba and Capraia

Port of departure: San Vincenzo, LI, Italy

1 review

528€
Cancel free up to 15 days before

700€

per spot

Cruise with a professional skipper in the Tuscan Archipelago in June

Port of departure: Punta Ala, GR, Italy

2 reviews

700€
590€

per spot

From Tuscany to Maddalena one way

Port of departure: San Vincenzo, LI, Italy

2 reviews

590€
650€

per spot

Sailing cruise in the Tuscan archipelago

Port of departure: Fezzano, SP, Italy

650€
1,108€

per spot

Sailing Week in the Tuscan Archipelago

Port of departure: Piombino, LI, Italy

1 review

1,108€
Cancel free up to 15 days before

792€

per spot

Cruise and sailing school between Elba and Capraia

Port of departure: San Vincenzo, LI, Italy

1 review

792€

Show more experiences

Upcoming boat holidays in Tuscany:

Place	Start	Plazas		Price
,	From 31 Aug to 6 Sep 31 Aug 7 days	0	More information	No availability More information
Piombino,	From 5 Sep to 11 Sep 5 Sep 7 days	6	More information	Reserve for 1,100€ More information
Rosignano Solvay-Castiglioncello, Livorno	From 5 Sep to 12 Sep 5 Sep 8 days	8	More information	Reserve for 900€ More information
San Vincenzo,	From 5 Sep to 12 Sep 5 Sep 8 days	10	More information	Reserve for 690€ More information
,	From 6 Sep to 12 Sep 6 Sep 7 days	6	More information	Reserve for 900€ More information
Piombino,	From 12 Sep to 18 Sep 12 Sep 7 days	6	More information	Reserve for 1,000€ More information
,	From 13 Sep to 19 Sep 13 Sep 7 days	6	More information	Reserve for 850€ More information
San Vincenzo,	From 19 Sep to 26 Sep 19 Sep 8 days	0	More information	No availability More information
Piombino,	From 19 Sep to 25 Sep 19 Sep 7 days	6	More information	Reserve for 1,000€ More information
,	From 20 Sep to 31 Oct 20 Sep 42 days	6	More information	Reserve for 650€ More information
,	From 2 Oct to 4 Oct 2 Oct 3 days	6	More information	Reserve for 300€ More information

Show all dates

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User reviews about Boat holidays in Tuscany

5.00/5

Average grade

6

Valuations

Mireya August of 2022

Capraia and Corsica: Discovering Wild Bays with a Skipper

Incredible journey. Boat very well prepared and clean. Exquisite meals. Sailing. Joshua and Monica discovered beautiful places for us.

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Alessandra June of 2025

Cruise with a professional skipper in the Tuscan Archipelago in June

A fantastic week with Captain Riccardo, a true expert of the sea and its creatures! He's attentive to every need, reliable, a great cook, and knows how to manage the group. The boat is comfortable and well-equipped. Riccardo always looks for good winds!

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Elisa August of 2026

Sailing Week in the Tuscan Archipelago

It was a positive and carefree week: the captain and crew were top notch!! We visited beautiful places surrounded by nature! The only disappointment was some bad weather, but that didn't dampen our desire to have fun! I highly recommend it to anyone looking for a different kind of vacation!

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Fiammetta May of 2025

Cruise with a professional skipper in the Tuscan Archipelago in June

Discovering Elba Island during an authentic sailing experience: Riccardo, the captain, is extremely hospitable and helpful, even teaching us various skills. We stopped at several spots on the island, especially the Pomonte shipwreck, a must-see!

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