Sailboat yacht sailing holidays & tours in Tuscany
Discover more than 81 opportunities to get on board a Sailboat adventure in Tuscany. A unique experience with a local skipper, starting at €350 a week.
81
experiences
81
experiences
5.0
Super!
Italy: Tuscany
6 days - 7 nights
2 departures available
August - September
Starting from
€793
€714
Per person
5.0
Super!
Italy: Tuscany
2 days - 2 nights
5 departures available
July - September
Starting from
€293
€264
Per person
4.7
Italy: Tuscany
6 days - 6 nights
4 departures available
July - September
Starting from
€1,041
€989
Per person
4.9
Super!
Italy: Tuscany
3 days - 3 nights
2 departures available
July
Starting from
€395
€375
Per person
4.9
Super!
Italy: Tuscany
6 days - 5 nights
6 departures available
July - August
Starting from
€650
Per person
4.8
Italy: Tuscany
3 days - 2 nights
5 departures available
July - October
Starting from
€260
€247
Per person
4.9
Super!
Italy: Tuscany
7 days - 6 nights
4 departures available
August - September
Starting from
€700
€665
Per person
4.7
Italy: Tuscany
6 days - 7 nights
7 departures available
July - September
Starting from
€1,041
€989
Per person
5.0
Italy: Tuscany
4 days - 3 nights
2 departures available
July - August
Starting from
€430
Per person
4.9
Super!
Italy: Tuscany
7 days - 7 nights
2 departures available
July - August
Starting from
€870
Per person
4.6
Italy: Tuscany
7 days - 6 nights
6 departures available
July - September
Starting from
€600
Per person
4.8
Super!
Italy: Tuscany
6 days - 6 nights
One departure available
August
€600
Per person
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80,000 travellers have already chosen their holiday from a catalogue of 12,000 proposals in 120 destinations, worldwide.
Get onboard solo, with your family or your friends
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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
3191 reviews
Weekend a Capraia, trekking e natura
07/5/2025
Sonia G.
-
Italy
Midweek special between Capraia and Northern Corsica
07/5/2025
PASQUALE L.
-
Italy
Midweek special between Capraia and Northern Corsica
07/4/2025
Daniela M.
-
Italy
Whale watching cruise with WWF guide between Elba, Pianosa and the canyons of Corsica
07/2/2025
Veronica S.
-
Italy
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