Sailboat yacht sailing holidays & tours in Tuscany
Discover more than 78 opportunities to get on board a Sailboat adventure in Tuscany. A unique experience with a local skipper, starting at €350 a week.
78
experiences
78
experiences
Italy: Tuscany
1 day - 0 nights
58 departures available
July - October
Starting from
€77
Per person
5.0
Italy: Tuscany
3 days - 2 nights
4 departures available
July
Starting from
€400
€360
Per person
4.9
Italy: Tuscany
7 days - 6 nights
5 departures available
July - August
Starting from
€580
Per person
4.8
Italy: Tuscany
7 days - 6 nights
One departure available
August
€870
Per person
5.0
Italy: Tuscany
7 days - 7 nights
One departure available
July - August
€820
Per person
5.0
Italy: Tuscany
3 days - 2 nights
2 departures available
August - September
€140
€126
Per person
4.3
Italy: Tuscany
2 days - 2 nights
One departure available
July
€225
Per person
5.0
Italy: Tuscany
6 days - 6 nights
One departure available
August
€600
Per person
5.0
Italy: Tuscany
3 days - 2 nights
One departure available
July
€395
Per person
5.0
Italy: Tuscany
1 day - 0 nights
One departure available
July
€35
Per person
3.7
Italy: Tuscany
2 days - 2 nights
4 departures available
August - September
€240
Per person
5.0
Italy: Tuscany
1 day - 0 nights
3 departures available
July - August
€100
Per person
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Sailing holidays that suit all budgets
On Sailsquare, sailing holidays are within everyone's reach. Thousands of proposals to choose from, at affordable prices.
Reviews - Sailboat yacht sailing holidays & tours in Tuscany
3206 reviews
Week between the Tuscan Islands and North Corsica
07/14/2025
Flavia G.
-
Italy
Cruise Elba, North Corsica, Capraia PROFESSIONAL SKIPPER COOK
07/14/2025
Alberto M.
-
Italy
Whale watching cruise with WWF guide between Elba, Pianosa and the canyons of Corsica
07/14/2025
Simone O.
-
Italy
Set Sail with Family: 5 Days of Comfort & Adventure Around Elba Island
07/14/2025
Giorgia Carla F.
-
Italy
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