Homepage cover
logo

Log in

Sailboat yacht sailing holidays & tours in Spain

Discover more than 19 opportunities to get on board a Sailboat adventure in Spain. A unique experience with a local skipper, starting at €350 a week.

cover image
avatar image

5.0

Super!

Ibiza & Formentera: one week with cook on board

Spain: The Balearic Islands

6 days - 6 nights

One departure available

September

€750

€675

Per person

cover image
avatar image

4.5

Ibiza & Formentera: an exclusive journey between sky and sea

Spain: The Balearic Islands

6 days - 6 nights

7 departures available

July - September

Starting from

€780

Per person

cover image
avatar image

5.0

Super!

Sail in Menorca with a cook on board!

Spain: The Balearic Islands

5 days - 5 nights

2 departures available

August

€950

€855

Per person

cover image
avatar image

4.7

Palma de Mallorca All Inclusive on 18m Ketch

Spain: The Balearic Islands

6 days - 7 nights

12 departures available

July - September

Starting from

€1,290

€900

Per person

cover image
avatar image

4.6

Ibiza and Formentera between coves and fun

Spain: The Balearic Islands

7 days - 6 nights

2 departures available

July

€950

Per person

cover image
avatar image

5.0

Unspoilt Balearic Islands for max 4 guests: Mallorca and/or Menorca

Spain: The Balearic Islands

6 days - 6 nights

6 departures available

September - October

Starting from

€950

€760

Per person

cover image
avatar image

4.0

European Mile Builder: Leg 1 from Spain to Gibraltar

Spain: Andalusia

6 days - 6 nights

One departure available

September - October

€660

Per person

cover image
avatar image

4.0

European Mile Builder - Leg 6: Malta to Gibraltar

Spain: Andalusia

9 days - 9 nights

One departure available

October - November

€550

Per person

cover image
avatar image

4.0

European Offshore Mile Builder - Leg 3: from A Coruña to Gibraltar

Spain: Andalusia

6 days - 6 nights

One departure available

September

€550

Per person

cover image
avatar image

4.6

Ibiza e Formentera da Eivissa a S.Antony

Spain: The Balearic Islands

6 days - 7 nights

4 departures available

July - August

Starting from

€1,125

Per person

cover image
avatar image

4.6

Ibiza e Formentera da S. Antoni a Eivissa

Spain: The Balearic Islands

6 days - 7 nights

2 departures available

July - September

€1,200

Per person

cover image
avatar image

4.7

Mallorca Alcudia - Palma all Inclusive su ketch 18m

Spain: The Balearic Islands

6 days - 7 nights

2 departures available

September - October

Starting from

€900

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 yacht sailing holidays & tours in Spain

681 reviews

Sail in Menorca with a cook on board!

07/3/2026

Véronique S.

Everything was perfect! Very neat and very clean boat! Delicious Maussi's food and Alex the skipper very attentive and professional. You feel like part of a family. I recommend 100%.
avatar image

Sail in Menorca with a cook on board!

06/29/2026

Florence B.

-

CH

A wonderful trip around Menorca in this heat wave. Perfect timing. Menorca is splendid, small beaches with turquoise water. Heavenly! Alex and his right-hand man Mausi are perfect hosts on their very well maintained boat. Good atmosphere, relaxation guaranteed and a 5* kitchen. Let's think about leaving with them! Have a great holiday! ⛵️

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!!

Unspoilt Balearic Islands for max 4 guests: Mallorca and/or Menorca

05/10/2026

Charlotte W.

-

FR

A great experience aboard Enrico's sailboat! We loved sailing, discovering coves, sleeping at anchor... all with a great atmosphere, Enrico knows how to put people at ease and he is an excellent skipper! Special mention to his pasta recipes:) we will be back!

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