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Yacht sailing holidays & skippered tours in Spain

Discover more than 15 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

2 departures available

August - September

Starting from

€650

€585

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

2 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

September - October

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

4 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

4 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

4 departures available

August - October

Starting from

€2,000

Per person

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4.5

European Offshore Mile Builder - Leg 1: Bay of Biscay Crossing

Spain: Galicia

9 days - 9 nights

One departure available

September

€875

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 - October

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

5 departures available

August - October

Starting from

€732

Per person

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4.5

European Mile Builder: Leg 1 from Spain to Gibraltar

Spain: Andalusia

6 days - 6 nights

One departure available

September - October

€470

Per person

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4.5

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

Spain: Andalusia

6 days - 6 nights

One departure available

September

€470

Per person

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4.9

Ibiza and Formentera by Catamaran with Hostess

Spain: The Balearic Islands

7 days - 7 nights

2 departures available

August - September

€1,560

Per person

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 - Yacht sailing holidays & skippered tours in Spain

675 reviews

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Your holiday in the paradisiacal sea of Ibiza & Formentera

07/15/2025

Alessandro V.

-

Italy

Angelo is an attentive and scrupulous skipper, with him and the other travelers a good situation has been created! Lovely holiday!
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Ibiza & Formentera All inclusive week with Cook

07/14/2025

Maria Rita M.

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Italy

Super relaxing week!! The boat is large and spacious both inside and out. Alex is very helpful, professional and very nice. Mausi is an excellent cook and attentive to everyone's needs.
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Ibiza All Inclusive on an 18m ketch with skipper and skipper

07/13/2025

Paola L.

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Spain

Beautiful holiday and unique attention from Filippo, who never stopped for a second to ensure the best experience for the whole crew and is a professional and highly trained skipper, and Nao adds a unique touch to the trip :) A special thanks also to Camilla. I will definitely return to travel with Filippo
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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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