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Sailboat yacht sailing holidays & tours in Tuscany

Discover more than 109 opportunities to get on board a Sailboat adventure in Tuscany. A unique experience with a local skipper, starting at €350 a week.

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4.6

Island of Elba and South Corsica fantastic week

Italy: Tuscany

7 days - 6 nights

3 departures available

July - August

Starting from

€800

Per person

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5.0

Super!

Learn to sail in a week in the Tuscan Archipelago

Italy: Tuscany

6 days - 6 nights

2 departures available

August

Starting from

€849

Per person

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5.0

Super!

Tuscany and North Corsica on a sailing boat

Italy: Tuscany

7 days - 7 nights

2 departures available

August

Starting from

€1,060

Per person

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4.8

Super!

A week of sailing and sea life on the island of Elba

Italy: Tuscany

7 days - 7 nights

9 departures available

June - October

€650

Per person

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4.9

Super!

A weekend on the most beautiful island of the Tyrrhenian Sea - Capraia

Italy: Tuscany

2 days - 2 nights

3 departures available

June - September

€280

Per person

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4.8

Long weekend among the wonders of Elba and Capraia

Italy: Tuscany

4 days - 3 nights

5 departures available

July - September

Starting from

€400

€360

Per person

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4.9

Super!

Sea, wind, sailing, fun and relaxation Tuscan Archipelago and Corsica

Italy: Tuscany

6 days - 6 nights

11 departures available

June - September

Starting from

€980

Per person

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5.0

Tuscany and Corsica: sailing sun adventure good food energy and well-being

Italy: Tuscany

3 days - 3 nights

4 departures available

July - September

Starting from

€350

Per person

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4.9

Super!

On holiday with Dad to discover Elba and Capraia

Italy: Tuscany

4 days - 4 nights

2 departures available

June

€400

Per person

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4.7

Long weekend of whale watching with WWF guide on an 18-meter schooner

Italy: Tuscany

3 days - 3 nights

2 departures available

September

€441

Per person

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4.9

Super!

Leave everything for the Island of Elba

Italy: Tuscany

2 days - 2 nights

2 departures available

July

€320

Per person

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5.0

Super!

Tuscan Archipelago: night and day sailing

Italy: Tuscany

4 days - 3 nights

One departure available

August

€320

€272

Per person

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Reviews - Sailboat yacht sailing holidays & tours in Tuscany

3564 reviews

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Long weekend of June 2nd to discover the coves of the islands of Elba

06/10/2026

Riccardo C.

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IT

Great Marco and great Luciano. Always ready to raise the sails

Long weekend of June 2 with WWF guide in the heart of the Tuscan Archipelago

06/10/2026

Enrica Caterina B.

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IT

Great company! Interesting information about cetaceans and very prepared and patient WWF guide. We spotted dolphins and manta rays. Very nice skipper. A somewhat old boat. We didn't find much wind, so we couldn't do much sailing, because otherwise we wouldn't get to the sighting areas in time

Weekend Elba or Capraia

06/10/2026

Gloria F.

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IT

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2 June 2026 long weekend between Tuscany and Corsica

06/10/2026

Giacomo D.

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IT

Francesco is a fantastic skipper, excellent cook and great expert of the areas visited. Comfortable and spacious boat. We spent 4 days at the sign of fun and relaxation between Capraia and Corsica.

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