header cover
sailsquare logo

Offshore yacht sailing holidays & tours in Atlantic islands

Discover more than 2 opportunities to get on board a Offshore adventure in Atlantic islands. A unique experience with a local skipper, starting at €350 a week.

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 - Offshore yacht sailing holidays & tours in Atlantic islands

10 reviews

avatar placeholder

European Mile Builder - Leg 2: Gibraltar to Las Palmas

11/19/2024

Jan C.

-

Poland

The trip was excellent. Very nice crew and Will was an excellent skipper. The boat was safe but a little tired.
avatar image

European Mile Builder - Leg 2: Gibraltar to Las Palmas

11/13/2024

Alessandro L.

-

Italy

Ottimo gruppo, bravo skipper. La rotta è stata completamente con il vento in poppa. La barca avrebbe bisogno di una piccola sistemata, ma in generale una ottima esperienza se si vuole incrementare la propria preparazione soprattutto nella navigazione notturna di altura.
avatar placeholder

Océano atlántico, from Málaga to Madeira, adventure and unforgettable emotions.

11/17/2020

Enrico B.

-

Italy

Filippo è un ottimo skipper !!!!! La navigazione è stata interessante e di buon livello. È una vacanza che richiede un po’ d’esperienza di navigazione visto il periodo. La barca confortevole . Settimana per molti ma non per tutti !!! L’unico vero problema che Filippo è una “pippa” a pescare !!! Per cui si mangia solo stufato alla fiamminga !!!
avatar placeholder

Transatlantic, the experience of a lifetime! From the West Indies to the Azores

05/19/2019

Jean Francois M.

-

France

Fabuleuse expérience nautique et humaine rendue possible par Hervé. Un Skipper extrêmement compétent, patient et pédagogue qui a nous a familiarisé rapidement avec la conduite d’un 50 pieds taillé pour la course. Routage, météo, astronomie, sextant, épissures, réparations...sont autant de terrains qui ont pu être abordés au cours de cette traversée, le tout dans une excellente ambiance.

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!

Atlantic islands: the best travel ideas

Other travel ideas

Let's talk Sailsquare!

HuffpostSailing todayYahoo!

Secure payments

MastercardVisaGoogle PayApple Pay

© 2025 Sailsquare Srl SB • All rights reserved - VAT IT07860990964