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Yacht sailing holidays & skippered tours in Spain

Discover more than 13 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!

Sail in Menorca with a cook on board!

Spain: The Balearic Islands

5 days - 5 nights

2 departures available

August

Starting from

€950

€808

Per person

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5.0

Super!

Sail in Mallorca! - Cook on board

Spain: The Balearic Islands

5 days - 5 nights

One departure available

August

Starting from

€850

€765

Per person

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4.7

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

Spain: The Balearic Islands

6 days - 7 nights

5 departures available

August - September

Starting from

€1,490

€1,192

Per person

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5.0

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

Spain: The Balearic Islands

6 days - 6 nights

One departure available

August

Starting from

€950

€760

Per person

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4.5

Ibiza & Formentera: an exclusive journey between sky and sea

Spain: The Balearic Islands

6 days - 6 nights

3 departures available

August - September

Starting from

€890

Per person

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5.0

Ibiza & Formentera Sailing Experience

Spain: The Balearic Islands

5 days - 6 nights

5 departures available

August - September

Starting from

€820

€779

Per person

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4.7

Ibiza & Formentera: the most beautiful coves of the islands by catamaran

Spain: The Balearic Islands

6 days - 7 nights

4 departures available

August - September

Starting from

€970

Per person

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4.6

Ibiza e Formentera da Eivissa a S.Antony

Spain: The Balearic Islands

6 days - 7 nights

3 departures available

August

Starting from

€1,000

Per person

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4.5

The Eclipse in the front row: a unique spectacle between Ibiza and Formentera

Spain: The Balearic Islands

6 days - 6 nights

One departure available

August

€1,200

Per person

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4.6

Ibiza e Formentera da S. Antoni a Eivissa

Spain: The Balearic Islands

6 days - 7 nights

One departure available

August - September

Starting from

€1,100

Per person

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New

Ibiza and Formentera: the best of the Balearic Islands by catamaran

Spain: The Balearic Islands

6 days - 7 nights

4 departures available

August

Starting from

€1,100

Per person

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5.0

Andalucía and Gibraltar

Spain: Andalusia

6 days - 6 nights

4 departures available

August

Starting from

€1,250

€1,125

Per person

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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.

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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

712 reviews

Sailing weekend to the Columbretes Islands

05/18/2026

Elodie P.

-

France

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.

-

France

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!
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Sailing weekend to the Columbretes Islands

04/1/2026

Alicia W.

-

United States

Had such a fun time!!

IBIZA and FORMENTERA - ALL INCLUSIVE with skipper and skipper

11/3/2025

Patrizia M.

-

Italy

*Return to the helm* A parenthesis of the long-awaited – and missed – summer holidays, in a late October... where everything was perfectly aligned: ☀️ sun, 💨 wind up to 30 knots, unfurled sails and breathtaking destinations, among the most varied shades of sunrises and sunsets. The skipper? What can I say... An excellence in terms of safety, handling and upwind and crosswind. Even at night: impeccable navigation, always under full sail! I left alone, with the courage and the awareness that it would be an experience to be savored to the fullest. To be discovered and then left a trace. And so it was! Mouth-watering lunches and dinners, a wonderful and intense boat holiday, lived following and supporting the wave motion. I was amazed at the sight of dolphins with Es Vedrà in the background... a boat all for me and for my unexpected furry friend, **Nao**, the skipper's affectionate dog: a sweet and ever-present companion, a real **unexpected pet therapy** that made every moment even more special. And then, **back at the helm**... feel the force of the wind in your hands, the thrill of the route, the freedom that only the sea can give! Thank you, Filippo, and thanks also to Nao — it's been a long time since I sailed with the genuine enthusiasm of feeling the wind flow between jib and mainsail...

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