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Monohull yacht sailing holidays & tours in Tuscany

Discover more than 101 opportunities to get on board a Monohull adventure in Tuscany. A unique experience with a local skipper, starting at €350 a week.

101

experiences

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5.0

Weekend of May 1st in Capraia

Duration:

3 days - 2 nights

Italy:

Tuscany

Give this experience a try!

€315

Per person

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4.3

May 1st on Elba - Stewardess on board -3 Cab./ 3 Bathrooms

Duration:

3 days - 3 nights

Italy:

Tuscany

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susanna s.

has booked

€399

Per person

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4.9

May Day Sailing Bridge in Capraia

Duration:

3 days - 2 nights

Italy:

Tuscany

Give this experience a try!

€265

Per person

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4.5

Sailing on the Island of Elba

Duration:

3 days - 4 nights

Italy:

Tuscany

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Elettra

has booked

€350

Per person

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4.9

Trekking, E-bike & Sailing Experience, 1 May adventure on Elba.

Duration:

5 days - 5 nights

Italy:

Tuscany

Give this experience a try!

€618

€650

Per person

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4.6

May Day Long Bridge between Tuscany and Corsica

Duration:

5 days - 5 nights

Italy:

Tuscany

Give this experience a try!

€380

Per person

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5.0

May Day: I love you Capraia! Only for 4 guests

Duration:

5 days - 5 nights

Italy:

Tuscany

Give this experience a try!

€490

Per person

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4.8

Cruise in the Gulf of Baratti

Duration:

2 days - 2 nights

Italy:

Tuscany

Give this experience a try!

€216

€240

Per person

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5.0

May Day on Elba

Duration:

4 days - 4 nights

Italy:

Tuscany

Give this experience a try!

€365

Per person

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4.8

Ponte dal 1 Maggio al 5 Maggio su barca di 17 m

Duration:

3 days - 3 nights

Italy:

Tuscany

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+3 travellers

have booked

€340

Per person

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5.0

Weekend in Capraia, the island with timeless sunsets

Duration:

2 days - 2 nights

Italy:

Tuscany

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+12 travellers

have booked

Starting from

€225

Per person

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4.5

Weekend di vela e Trekking all'Isola d'Elba

Duration:

2 days - 2 nights

Italy:

Tuscany

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+2 travellers

have booked

€280

Per person

Why book a holiday with Sailsquare?

The world's largest marketplace for sailing holidays

The world's largest marketplace for sailing holidays

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

Get onboard solo, with your family or your friends

Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.

Find out before you book who's waiting for you on board

Find out before you book who's waiting for you on board

Find out more about the skipper and travellers who have already booked the holiday, to find out more about the

Sailing holidays that suit all budgets

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 - Monohull yacht sailing holidays & tours in Tuscany

2796 reviews

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A weekend of sailing between Capraia and the island of Elba

04/24/2024

Angelo C.

-

Italy

Bellissima esperienza, bella gente con uno skipper top!
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Easter on the Island of Elba

04/22/2024

Antonios S.

-

Italy

Anche se il tempo non ha aiutato, è stata una bellissima esperienza
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Trekking and sailing weekend on the island of Elba

04/22/2024

Sara C.

-

Italy

Bellissima esperienza,grazie alla cordialità e professionalità di Marco e i compagni di avventura. Ho apprezzato molto anche la possibilità di fare trekking. Consigliatissimo!!
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Veleggiata verso il farò di Cecina con Aperitivo a bordo

04/11/2024

maurizio r.

-

Italy

Grazie per la bella domenica di relax in barca Maurizio e Giuliana

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