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Yacht sailing holidays & skippered tours in Spain

Discover more than 17 sailing holidays in Spain. Book a spot onboard and live a unique experience with a local skipper. Starting at €350 a week.

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5.0

Super!

Ibiza & Formentera All inclusive week with Cook

Spain: The Balearic Islands

6 days - 6 nights

3 departures available

August - September

Starting from

€650

€585

Per person

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4.7

Ibiza All Inclusive on an 18m ketch with skipper and skipper

Spain: The Balearic Islands

6 days - 7 nights

3 departures available

August

Starting from

€1,200

Per person

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4.6

Your holiday in the paradisiacal sea of Ibiza & Formentera

Spain: The Balearic Islands

6 days - 6 nights

4 departures available

August - September

Starting from

€820

Per person

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5.0

Super!

Unspoilt Balearic Islands for max 4 guests: north Mallorca and south Menorca

Spain: The Balearic Islands

6 days - 6 nights

3 departures available

August

Starting from

€900

€765

Per person

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4.6

Ibiza and Formentera on a luxury sailboat

Spain: The Balearic Islands

7 days - 7 nights

5 departures available

August - September

Starting from

€750

Per person

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5.0

Discover the beautiful coves of Ibiza and Formentera by sailing

Spain: The Balearic Islands

6 days - 7 nights

2 departures available

August - September

Starting from

€580

€551

Per person

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5.0

10-Day All Inclusive Ibiza & Formentera Cruise - with Hostess

Spain: The Balearic Islands

10 days - 9 nights

3 departures available

July - September

Starting from

€2,000

Per person

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Flotilla to discover Formentera and Ibiza - PREMIUM CATAMARAN

Spain: The Balearic Islands

6 days - 7 nights

One departure available

August

€1,625

€1,300

Per person

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5.0

Weekend a Vela in Costa Brava

Spain: Catalunya

3 days - 2 nights

2 departures available

August

€230

Per person

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5.0

Sailing holidays in Mallorca - trip for young people 40+ years old

Spain: The Balearic Islands

7 days - 7 nights

4 departures available

August - September

Starting from

€732

Per person

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5.0

Sailing holidays in Mallorca - trip for young people 18/40 years old

Spain: The Balearic Islands

7 days - 7 nights

4 departures available

August - September

Starting from

€732

Per person

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Flotilla to discover Formentera and Ibiza - PREMIUM CATAMARAN

Spain: The Balearic Islands

6 days - 7 nights

One departure available

August

€1,444

€1,300

Per person

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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 - Yacht sailing holidays & skippered tours in Spain

672 reviews

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Ibiza All Inclusive on an 18m ketch with skipper and skipper

07/8/2025

Donatella R.

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Italy

Five stars are not enough to honor the amazing holiday spent on [hidden]. Filippo, in addition to being an attentive sailor and an incredible cook, is a truly fantastic person, one of those who you hope life will bring you together. I literally fell in love with his assistant (and niece), Camilla: sunny, funny and beautiful. Last but not least... NAO, I knew it would brighten the week but I didn't imagine so much! Getting off the boat I thought: I'll get back on it
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Ibiza All Inclusive on an 18m ketch with skipper and skipper

07/7/2025

Margarita G.

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Germany

Very nice and very enriching experience: I recommend it! A boat with history and personality. Not the most modern, but robust, very well equipped, and taken care of with great care to keep it safe and as comfortable as possible, trying to avoid wasting energy or other resources. Skipper (Filippo, owner of the boat) very friendly, simple, flexible, calm, attentive and friendly. Instills confidence and security. It makes what needs to be made clear at the beginning, which avoids possible conflicts later. Diligent in resolving issues that may create problems. Obviously he enjoys cooking, and that he has a lot of talent for it. Many have said it before me, but it is worthy of all particular mention to highlight it. An attractive itinerary due to the beauty of the beaches, coves and islets that can be visited or seen from the sailboat. The different blues and greens of the sea water (and its transparency, especially on the beaches) are wonderful. A type of holiday for those who do not feel uncomfortable living closely with other people in a small space for a few days. Possibility of engaging in pleasant and fun conversations with others, and of carrying out activities (water, musical, playful) together or individually. Great opportunity to disconnect from the world, from the routine, and relax. Requirements: minimum physical condition and agility (some good balance, going up and down the ladder of the sailboat to the water or to the zodiac), swimming, tolerating the rocking of the boat with the waves... Good attitude and civic behavior (kindness, respect and consideration for the other. Good manners, come on) Ability to adapt and tolerance to unexpected changes (weather conditions, route, sailing mode, mood/mood in the group, schedule...) Destination and Season: in Ibiza and Formentera the week of 28.06-05.07.25 was quite hot and the sea water was warm. Quite a few boats and people were also beginning to arrive on the beaches. For those who prefer not to be so hot, the water is cool for swimming, or prefer more tranquility, they would enjoy more outside the high season, in May-early June or at the end of September.
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Ibiza All Inclusive on an 18m ketch with skipper and skipper

07/7/2025

Mercedes V.

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Spain

The missing star I remove because I don't have a good time on the boat and I got a little bored but otherwise the skipper a 10 and the destination too. And the boat with its unforgettable dog
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Unspoilt Balearic Islands for max 4 guests: north Mallorca and south Menorca

06/29/2025

Aurora N.

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Italy

The sailing experience was wonderful, as wonderful as [hidden] is! Enrico was an attentive, helpful and nice captain, also good in the kitchen! We have always felt in expert and safe hands! We visited the northeast part of Mallorca, in 6 days there is no way to see the whole island or Menorca, but it was still possible to see unspoiled and surprising places.

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