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Sailboat yacht sailing holidays & tours in Tuscany

Discover more than 112 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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4.4

Magnificent weekend of approach to sailing on the island of Elba

Italy: Tuscany

2 days - 2 nights

3 departures available

July

€250

Per person

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4.8

Midweek on Elba, from Monday to Thursday

Italy: Tuscany

3 days - 3 nights

2 departures available

July - August

Starting from

€370

€352

Per person

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4.8

Sailing week in the Tuscan Archipelago

Italy: Tuscany

7 days - 6 nights

2 departures available

August - September

Starting from

€750

€713

Per person

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4.8

Let's enjoy the wonders of the Tyrrhenian Sea - Elba, Capraia and Corsica

Italy: Tuscany

7 days - 6 nights

One departure available

August

€801

€721

Per person

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4.8

Week in the north of Corsica, via Capraia - in company

Italy: Tuscany

7 days - 6 nights

One departure available

August

€890

€801

Per person

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New

Four days of relaxation midweek on the island of Elba with hostess

Italy: Tuscany

4 days - 3 nights

8 departures available

June - September

Starting from

€424

€382

Per person

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4.9

VelaTrek weekend on the Island of Elba All-inclusive - 2 boats

Italy: Tuscany

3 days - 2 nights

One departure available

September

€390

€351

Per person

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4.8

Long weekend on Elba: 4 days of sun and sailing

Italy: Tuscany

3 days - 3 nights

6 departures available

July - September

Starting from

€410

€369

Per person

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4.7

Weekend on the Island of Elba

Italy: Tuscany

3 days - 2 nights

2 departures available

July

€350

Per person

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4.9

Four days exclusively on Elba between aperitifs and sailing

Italy: Tuscany

4 days - 3 nights

4 departures available

June - September

€317

Per person

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5.0

Capraia and Elba Island - Sun, Sea and Fun!

Italy: Tuscany

4 days - 3 nights

2 departures available

June

€300

Per person

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4.0

Weekend on the island of Elba aboard a 17-meter sports boat

Italy: Tuscany

2 days - 2 nights

One departure available

July

€400

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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