631

experiences

631

experiences

4.9

Crystal clear sea, relaxation, skipper and hostess on board! What more could you want?

Duration:

6 days - 6 nights

Greece:

Ionian Islands

+34 travellers

have booked

Starting from

€510

Per person

5.0

Pack your suitcase and we'll take care of the rest!! Stewards on board!

Duration:

6 days - 6 nights

Greece:

Ionian Islands

+17 travellers

have booked

Starting from

€510

Per person

4.6

Sicily on a Sailing Boat in the Egadi Islands

Duration:

6 days - 7 nights

Italy:

Aegadian islands

+4 travellers

have booked

Starting from

€499

Per person

4.8

DISCOVERING THE EGADI ISLANDS on the Routes of the Florio Family

Duration:

6 days - 7 nights

Italy:

Aegadian islands

+2 travellers

have booked

Starting from

€550

Per person

4.9

Discovering the Breton coast and its islands

Duration:

7 days - 6 nights

France:

Brittany and Normandy

+2 travellers

have booked

€785

Per person

Sailing to the island of Delos

Duration:

4 days - 3 nights

Greece:

Cyclades

Give this experience a try!

Starting from

€594

€625

Per person

5.0

Veleggiata alla Baia dei Saraceni

Duration:

1 day - 0 nights

Italy:

Liguria

+9 travellers

have booked

Starting from

€115

€121

Per person

5.0

All inclusive day trip sailing around the Golfo Paradiso - flex dates

Duration:

1 day - 0 nights

Italy:

Liguria

+12 travellers

have booked

Starting from

€126

€140

Per person

4.8

Vang Sheeting and TRIM on a state-of-the-art sailboat

Duration:

1 day - 0 nights

Italy:

Liguria

Give this experience a try!

Starting from

€132

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

5.0

Discovering the Côte d'Azur on board a Luxury Sailing Yacht

Duration:

1 day - 0 nights

France:

French Riviera and Porquerolles

Robert M.

has booked

€180

Per person

5.0

An all-inclusive day on a sailing boat

Duration:

1 day - 0 nights

Italy:

Liguria

+14 travellers

have booked

€180

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

14275 reviews

25 April - 4 days sailing between La Maddalena and Bonifacio

05/3/2024

Bart S.

Spain

Excellent sailing trip in a comfortable boat with a great captain!! Grazie per tutto Leo & Crew!!!

Sailing, early sun and aperitif at sunset ... What else?

05/3/2024

Cristiana L.

Italy

Giornata stupenda! lo skipper Emanuele molto simpatico, alla mano e soprattutto molto preparato e affidabile. Abbiamo veleggiato con un bel vento, io sono interessata alla vela ed Emanuele mi ha spiegato tante cose, fatto fare delle manovre e riposto pazientemente a tutte le mie tante domande. Abbiamo anche fatto un bellissimo aperitivo all'ancora. Non posso che consigliare vivamente questa esperienza!

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

05/2/2024

susanna s.

Italy

una splendida vacanza . Fabio e Angela gentilissimi mi hanno offerto ogni confort a bordo e insegnato i primi rudimenti della vela .

25 April - Whale watching expedition with WWF researcher in Liguria

05/2/2024

Rossella D.

Italy

Esperienza complessivamente decisamente positiva, nonostante le importanti difficoltà causate dalle pessime condizioni meteorologiche. L'estrema professionalità dello skipper e delle guide di whale watching, insieme al grande affiatamento e collaborazione che si è creato con tutto l'equipaggio, hanno fatto in modo che l'intera esperienza si vivesse nel migliore dei modi, in totale armonia, portando a casa anche grandi soddisfazioni di avvistamento di delfini, balenottere e tartarughe! Un'esperienza davvero indimenticabile, grazie di cuore!

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!