617

experiences

617

experiences

5.0

First dives in the Egadi Islands

Duration:

3 days - 4 nights

Italy:

Aegadian islands

+11 travellers

have booked

Starting from

€400

Per person

5.0

Freediving & Yoga retreat in Marsa Alam Satayah Dolphin Reef

Duration:

5 days - 5 nights

Africa:

Egypt & Red Sea

+6 travellers

have booked

Starting from

€795

Per person

4.5

Weekend di vela e Trekking all'Isola d'Elba

Duration:

2 days - 2 nights

Italy:

Tuscany

+2 travellers

have booked

€280

Per person

4.4

Sailing Excursion Alghero ( Skipper + Hostess )

Duration:

1 day - 0 nights

Italy:

Northern Sardinia

Give this experience a try!

€90

Per person

4.9

Capraia under full sail / trekking on the island

Duration:

3 days - 2 nights

Italy:

Tuscany

+4 travellers

have booked

Starting from

€240

Per person

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

4.9

Weekend at the Pontine Islands: Ponza and Palmarola

Duration:

3 days - 2 nights

Italy:

Pontine Islands

+3 travellers

have booked

Starting from

€240

Per person

5.0

Relaxing weekend in the Pontine Islands

Duration:

3 days - 2 nights

Italy:

Pontine Islands

+27 travellers

have booked

Starting from

€265

Per person

4.5

Weekend in the Pontine Islands

Duration:

3 days - 2 nights

Italy:

Pontine Islands

Give this experience a try!

Starting from

€269

Per person

5.0

Weekend at the Pontine Islands

Duration:

3 days - 2 nights

Italy:

Pontine Islands

+10 travellers

have booked

Starting from

€313

Per person

4.9

Weekend in the Pontine Islands

Duration:

3 days - 2 nights

Italy:

Pontine Islands

+15 travellers

have booked

Starting from

€269

Per person

Mini-cruise to the Aeolian Islands

Duration:

3 days - 2 nights

Italy:

Aeolian Islands

Give this experience a try!

Starting from

€219

€230

Per person

Why book a holiday with Sailsquare?

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

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

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 - Sailboat holidays & skippered tours

14271 reviews

LONG WEEKEND 25 April barefoot: 4 days between Capraia and the island of Elba

05/1/2024

Simone D.

Switzerland

Prima esperienza in barca a vela , Matteo oltre che essere una bellissima persona è veramente un capitano navigato che sa metterti subito a tuo agio ! Consigliato sia a giovani che famiglie ! Tutto veramente top

Long weekend in Capraia and North Corsica

04/30/2024

Licio M.

Italy

Marco è uno skipper super professionale e accogliente.con l equipaggio. Barca pulita e in ordine. Grazie a Marco e a tutto l equipaggio, super simpatici

Long weekend in Capraia and North Corsica

04/30/2024

Marcello O.

Italy

Bel giro tra Capraia e Corsica... e poi abbiamo visto anche le balene al largo della Corsica!!! Marco, lo skipper, dovrebbe scrivere un libro su tutte le sue esperienze vissute che ti racconta tra una bolina e un'altra... Alla prossima!

Trekking & Sailing Experience 25 Aprile tra Elba e Capraia - 2 barche

04/30/2024

luca f.

Italy

Esperienza bellissima, nonostante il meteo non abbia consentito di raggiungere Capraia, lo skipper Edoardo ha organizzato con Francesco, la guida trekking, un itinerario molto divertente ed esaustivo dell'isola d'Elba. Edoardo bravo, competente e molto comunicativo, davvero una bella persona!

Customer Support

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!

Call us at

+44 2035144220

Read our

Contact & Support

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!