Homepage cover
logo

Log in

Courses & regatta yacht sailing holidays & tours in Spain

Discover more than 3 opportunities to get on board a Courses & regatta adventure in Spain. 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

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 - Courses & regatta yacht sailing holidays & tours in Spain

33 reviews

Sailing weekend to the Columbretes Islands

05/18/2026

Elodie P.

-

FR

We have spent an incredible weekend. The boat is very stylish, well made and comfortable. Alex is an amazing person, very interesting, pedagogue and always ready to share moments! It has adapted to everything we wanted to do and has allowed us to do a route on earth, bathe, etc This trip would stay in our memory!!
avatar image

Sailing weekend to the Columbretes Islands

04/1/2026

Alicia W.

-

US

Had such a fun time!!
avatar image

European Offshore Mile Builder - Leg 2: from La Rochelle to A Coruña

09/9/2025

ivan l.

-

SI

Real experience, very usefull
avatar image

Sailing and life school cruise

06/12/2023

Joy L.

-

US

I was pleasantly surprised by the level of care that Giancarlo and Nazzarena provided for me. I assumed that I'd be expected to work more, in the kitchen, for example, but they took care of everything. This was the first trip of the season and we had light winds, so the sailing was easy with plenty of time to contemplate life and explore the local towns, when in port.

Customer Support

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!

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!

Spain: 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