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Monohull yacht sailing holidays & tours in Tuscany

Discover more than 105 opportunities to get on board a Monohull adventure in Tuscany. A unique experience with a local skipper, starting at €350 a week.

105

experiences

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4.9

A weekend in Capraia

Duration:

2 days - 2 nights

Italy:

Tuscany

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+4 travellers

have booked

Starting from

€220

Per person

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5.0

Weekend getaway in Capraia

Duration:

2 days - 2 nights

Italy:

Tuscany

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+2 travellers

have booked

Starting from

€290

Per person

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4.5

A week with YOGA and SAILING lessons in the Tuscan Archipelago

Duration:

7 days - 7 nights

Italy:

Tuscany

Give this experience a try!

€1,350

Per person

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5.0

A fantastic day on a boat in the blue sea of Tuscany

Duration:

1 day - 0 nights

Italy:

Tuscany

Give this experience a try!

€130

Per person

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Magical weekend on Giglio Island

Duration:

2 days - 2 nights

Italy:

Tuscany

Give this experience a try!

Starting from

€252

€280

Per person

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5.0

Sunset sail with aperitif on board

Duration:

1 day - 0 nights

Italy:

Tuscany

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Giulio V.

has booked

€60

Per person

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4.8

All in the Family: 5 days sailing on Elba on a comfortable 17m boat

Duration:

4 days - 4 nights

Italy:

Tuscany

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+7 travellers

have booked

€490

Per person

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4.8

Little sailors grow up: 5 days sailing on the island of Elba

Duration:

4 days - 4 nights

Italy:

Tuscany

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+3 travellers

have booked

€490

Per person

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4.3

Elba a sea of emotions - Stewardess on board - 3Cab/3Bagni

Duration:

3 days - 3 nights

Italy:

Tuscany

Give this experience a try!

Starting from

€329

Per person

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4.8

Sailing on Elba

Duration:

3 days - 3 nights

Italy:

Tuscany

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+2 travellers

have booked

Starting from

€324

€360

Per person

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4.9

Capraia under full sail / trekking on the island

Duration:

3 days - 2 nights

Italy:

Tuscany

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+8 travellers

have booked

Starting from

€240

Per person

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4.9

Between sunsets and aperitifs on a sailing boat

Duration:

7 days - 6 nights

Italy:

Tuscany

Give this experience a try!

Starting from

€400

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

2808 reviews

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Weekend in Capraia, the island with timeless sunsets

05/7/2024

enrico g.

-

Italy

ottimi compagni di viaggio , marco m disponibilissimo e molto preparato grazie a tutti
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Weekend in Capraia, the island with timeless sunsets

05/7/2024

Irene T.

-

Italy

Marco è un gran marinaio, super esperienza!
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1st May - Whale watching cruise with WWF researcher between Elba and Capraia

05/6/2024

Elettra B.

-

Italy

Esperienza ottima. Immersione totale nella vita da barca con una parte di spiegazioni sulla vita del mare e dei nostri stupendi mammiferi marini. Organizzato con cura, attenzione e andando incontro ai bisogni delle persone presente dove possibile. Barca stupenda, tenuta bene, cibo in abbondanza, persone speciali con cui condividere spazi e tempo. Silvia molto attenta, veloce e simpatica, con una conoscenza approfondita della vita marina e non solo che trasmette senza fatica. Giulia super preparata e ottima relatrice. Anche se il tempo ci è stato avverso è stata un'esperienza unica di cui sono molto soddisfatta. Consigliata. Il capitano della vela è stato il top. Elettra .
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1st May - Whale watching cruise with WWF researcher between Elba and Capraia

05/6/2024

Francesca S.

-

Italy

Il meteo i giorni precedenti alla partenza era sfavorevole con molta pioggia, vento e onde alte, inoltre ho scoperto sul posto che il porto di Viareggio ha anche la problematica della secca. Lo skipper avrebbe dovuto cancellare la partenza, credo sia stato scorretto far presentare tutti i partecipanti e poi stare consapevolmente dal mercoledì al sabato pomeriggio in porto ad aspettare ed uscire solo dal sabato pomeriggio alla domenica pomeriggio. È vero che il tempo non si comanda, ma il giorno prima ormai già si sapeva che non ci sarebbero state le condizioni. Questa situazione mi è dispiaciuta molto, così come agli altri miei compagni, perché è un'esperienza molto dispendiosa ed è stato davvero spiacevole. Per fortuna ho trovato un bel gruppo e una brava e simpatica guida.

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