header cover

Monohull yacht sailing holidays & tours in Tuscany

Discover more than 107 opportunities to get on board a Monohull adventure in Tuscany. A unique experience with a local skipper, starting at €350 a week.

107

experiences

cover image
avatar image

4.9

A weekend in Capraia

Duration:

2 days - 2 nights

Italy:

Tuscany

avatar placeholder
avatar placeholder
avatar placeholder

+4 travellers

have booked

Starting from

€220

Per person

cover image
avatar image

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

cover image
avatar image

5.0

Cruise to the Island of Elba and Capraia

Duration:

6 days - 7 nights

Italy:

Tuscany

Give this experience a try!

€1,200

Per person

cover image
avatar image

5.0

Veleggiata verso il farò di Cecina con Aperitivo a bordo

Duration:

1 day - 0 nights

Italy:

Tuscany

avatar placeholder
avatar placeholder

+2 travellers

have booked

€120

Per person

cover image
avatar image

4.8

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

Duration:

4 days - 4 nights

Italy:

Tuscany

avatar image
avatar placeholder
avatar placeholder

+5 travellers

have booked

€490

Per person

cover image
avatar image

4.8

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

Duration:

4 days - 4 nights

Italy:

Tuscany

avatar placeholder
avatar placeholder
avatar placeholder

+7 travellers

have booked

€490

Per person

cover image
avatar image

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

cover image
avatar image

4.9

Long weekend sailing between Elba and Capraia

Duration:

3 days - 3 nights

Italy:

Tuscany

avatar image
avatar image
avatar image

+29 travellers

have booked

€320

Per person

cover image
avatar image

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

cover image
avatar image

4.8

Sailing on Elba

Duration:

3 days - 3 nights

Italy:

Tuscany

avatar image
avatar placeholder

+2 travellers

have booked

Starting from

€324

€360

Per person

cover image
avatar image

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

cover image
avatar image

5.0

The charm of Elba on a sailing boat

Duration:

2 days - 2 nights

Italy:

Tuscany

Give this experience a try!

€260

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

2811 reviews

avatar image

1st May - Whale watching cruise with WWF researcher between Elba and Capraia

05/14/2024

Eleonora C.

-

Italy

Viaggio sulla carta magnifico. Purtroppo non siamo stati fortunati con il meteo-marino, perciò dal mercoledì sera siamo rimasti nel porto di Viareggio fino al Sabato a 12.00, per poi rientrare in porto la Domenica alle 18.00. "Al meteo non si comanda" e a quanto pare il rischio di fattibilità o meno del viaggio ricade tutto sui turisti. Come da policy, non è previsto annullamento o altro, perciò una volta prenotata l'esperienza bisogna solo confidare di non aver pagato invano. Al rientro, ho suggerito di prevedere dei voucher, perchè nel nostro caso sono rimasta molto delusa dalla gestione del pre-partenza. Mi sarei aspettata un annullamento di questa vacanza e la possibilità di partecipare in un altro momento. Capisco che l'organizzatore si debba in qualche modo tutelare "per la sostenibilità aziendale", come mi è stato detto (frase alquanto spiacevole da leggere in quanto cliente non soddisfatta). Credo anche però che un tour operator debba essere in grado di capire quando un viaggio è fattibile o meno. Peccato.
avatar image

Sailing on the Island of Elba

05/11/2024

Melanie O.

-

France

J’ai vécu une très belle croisière avec Luca autour de l’île d’Elbe. Luca est un super skipper et l’île est magnifique. Je recommande
avatar placeholder

1st May - Whale watching cruise with WWF researcher between Elba and Capraia

05/10/2024

Marco B.

-

Italy

Esperienza nel complesso positiva, in cui ho potuto interfacciarmi con persone aventi i miei stessi ideali e che mi hanno trasmesso diverse e interessanti conoscenze su ecosistema e fauna marina relazionata alla spedizione. Nota negativa, che purtroppo pesa nella recensione complessiva, è la mancata navigazione per due giorni abbondanti su quattro a causa delle condizioni meteo-marine e la conseguente variazione d'itinerario. Data comunque la difficoltà nel prevedere questo tipo di situazioni, sarà mia cura provare a comunicare con gli organizzatori per cercare di rendere meno spiacevoli il verificarsi di queste situazioni a chi intende vivere questo tipo di esperienze.
avatar image

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

Customer Support

nightLifeGeneralInfo

Do you need support on using the platform or for an online payment? Do you need information or is there something you don't understand? For (almost) any question, we got an answer!

search

Can't find the perfect holiday for you?

Tell us what you are looking for and let our team find the right solution for you!

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaAmerican ExpressApple pay

© 2023 Sailsquare Srl SB • All rights reserved - VAT IT07860990964