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Sailing trips by places

Square by place sailboat
514 reviews
Would you like to go sailing? Choose the option that best suits you from the great offer of sailboat trips by seats and make the most of your next vacation. Choose your ideal destination and the dates you want to travel. Disconnect at sea!
Choose from 260 experiences
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Experience Start Plazas Price
Happy New Year! Across the Caribbean – Sailing, Sun, Paradise
From 26 Dec to 6 Jan
26 Dec
12 days
2 More information Reserve for 1,436€
Cruises to the Grenadines - Caribbean (Martinique - Martinique)
From 26 Dec to 5 Jan
26 Dec
11 days
0 More information No availability
New Year's Eve on a sailboat in Ibiza with dinner, party favors and full board
From 27 Dec to 1 Jan
27 Dec
6 days
4 More information Reserve for 800€
A week in Bora Bora on a Catamaran with everything included
From 27 Dec to 3 Jan
27 Dec
8 days
0 More information No availability
A week on the Grenadines by catamaran with everything included
From 27 Dec to 3 Jan
27 Dec
8 days
0 More information No availability
A week in the Seychelles on a Catamaran with everything included
From 27 Dec to 3 Jan
27 Dec
8 days
0 More information No availability
New Year's Eve Catamaran Cruise 2025 in Thailand – Phuket and the Andama Islands
From 27 Dec to 3 Jan
27 Dec
8 days
1 More information Reserve for 2,300€
Arctic New Year's Eve
From 27 Dec to 6 Jan
27 Dec
11 days
8 More information Reserve for 699€
Sail through Madeira at Christmas aboard a Tall Ship
From 28 Dec to 2 Jan
28 Dec
6 days
44 More information Reserve for 1,450€
Guadeloupe and his islands : Les Saintes, Marie Galante
From 28 Dec to 4 Jan
28 Dec
8 days
0 More information No availability
Celebrate this New Year's Eve in Ibiza and Formentera sailing from Denia
From 30 Dec to 4 Jan
30 Dec
6 days
1 More information Reserve for 519€
Christmas & New Year's Eve special on a sailing boat in Ibiza from Burriana
From 30 Dec to 4 Jan
30 Dec
6 days
0 More information No availability
Catamaran crossing across the Andalusian Atlantic: Huelva and the Guadiana
From 30 Dec to 4 Jan
30 Dec
6 days
4 More information Reserve for 585€
Sailing holidays in Ibiza-Formentera
From 2 Jan to 6 Jan (2026)
2 Jan
5 days
6 More information Reserve for 540€
Christmas & New Year's Eve special on a sailing boat in Ibiza from Burriana
From 2 Jan to 6 Jan (2026)
2 Jan
5 days
6 More information Reserve for 600€
14 days in the Caribbean island paradise on a catamaran
From 3 Jan to 17 Jan (2026)
3 Jan
15 days
4 More information Reserve for 1,390€
A week in Phuket on a Catamaran with everything included
From 3 Jan to 10 Jan (2026)
3 Jan
8 days
2 More information Reserve for 4,830€
A week on the Grenadines by catamaran with everything included
From 3 Jan to 10 Jan (2026)
3 Jan
8 days
0 More information No availability
A week in Saint Martin on a Catamaran with everything included
From 3 Jan to 10 Jan (2026)
3 Jan
8 days
0 More information No availability
A week in the British Virgin Islands on a Catamaran with everything included
From 3 Jan to 10 Jan (2026)
3 Jan
8 days
0 More information No availability
10-day trip through the Seychelles by Catamaran with everything included
From 3 Jan to 13 Jan (2026)
3 Jan
11 days
0 More information No availability
Sailing charter in the nautical paradise of the British Virgin Islands (BVI)
From 3 Jan to 9 Jan (2026)
3 Jan
7 days
10 More information Reserve for 1,400€
Catamaran sailing holiday in Tenerife
From 3 Jan to 10 Jan (2026)
3 Jan
8 days
0 More information No availability
Sail around the Caribbean - British Virgin Islands (BVI)
From 3 Jan to 9 Jan (2026)
3 Jan
7 days
10 More information Reserve for 1,400€
Jam Session in Ibiza from Castellón aboard a sailboat
From 3 Jan to 9 Jan (2026)
3 Jan
7 days
6 More information Reserve for 800€
Sailing trip from Gran Canaria to Barcelona
From 3 Jan to 24 Jan (2026)
3 Jan
22 days
4 More information Reserve for 975€
Sailing in Cádiz
From 3 Jan to 7 Jan (2026)
3 Jan
5 days
3 More information Reserve for 430€
A week in the Seychelles on a Catamaran with everything included
From 5 Jan to 12 Jan (2026)
5 Jan
8 days
0 More information No availability
Guadeloupe and his islands : Les Saintes, Marie Galante
From 5 Jan to 12 Jan (2026)
5 Jan
8 days
0 More information No availability
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 6 Jan to 16 Jan (2026)
6 Jan
11 days
0 More information No availability
Bahamas sailing adventure with a professional Dutch catamaran skipper
From 7 Jan to 14 Jan (2026)
7 Jan
8 days
6 More information Reserve for 1,299€
A week in Bora Bora on a Catamaran with everything included
From 8 Jan to 15 Jan (2026)
8 Jan
8 days
0 More information No availability
A week in Phuket on a Catamaran with everything included
From 10 Jan to 17 Jan (2026)
10 Jan
8 days
2 More information Reserve for 4,830€
A week on the Grenadines by catamaran with everything included
From 10 Jan to 17 Jan (2026)
10 Jan
8 days
4 More information Reserve for 4,340€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 10 Jan to 17 Jan (2026)
10 Jan
8 days
0 More information No availability
A week in Saint Martin on a Catamaran with everything included
From 10 Jan to 17 Jan (2026)
10 Jan
8 days
0 More information No availability
A week in the British Virgin Islands on a Catamaran with everything included
From 10 Jan to 17 Jan (2026)
10 Jan
8 days
0 More information No availability
Sailing charter in the nautical paradise of the British Virgin Islands (BVI)
From 10 Jan to 16 Jan (2026)
10 Jan
7 days
8 More information Reserve for 1,400€
A week in the Bahamas (Abacos) on a Catamaran with everything included
From 10 Jan to 17 Jan (2026)
10 Jan
8 days
4 More information Reserve for 2,142€
Sail around the Caribbean - British Virgin Islands (BVI)
From 10 Jan to 16 Jan (2026)
10 Jan
7 days
10 More information Reserve for 1,400€
Sailing trip to Ibiza and Formentera from Castellón
From 10 Jan to 16 Jan (2026)
10 Jan
7 days
6 More information Reserve for 800€
Jam Session in Ibiza from Castellón aboard a sailboat
From 10 Jan to 16 Jan (2026)
10 Jan
7 days
6 More information Reserve for 800€
We discover the world: A dream British Virgin Islands & Puerto Rico
From 11 Jan to 22 Jan (2026)
11 Jan
12 days
1 More information Reserve for 1,436€
A week in the Seychelles on a Catamaran with everything included
From 12 Jan to 19 Jan (2026)
12 Jan
8 days
0 More information No availability
Cruises to the Grenadines - Caribbean (Martinique - Martinique)
From 12 Jan to 25 Jan (2026)
12 Jan
14 days
0 More information No availability
10-day trip through the Andaman Sea by Catamaran with all inclusive
From 13 Jan to 23 Jan (2026)
13 Jan
11 days
6 More information Reserve for 3,296€
10-day trip through the Seychelles by Catamaran with everything included
From 13 Jan to 23 Jan (2026)
13 Jan
11 days
0 More information No availability
Guadeloupe and his islands : Les Saintes, Marie Galante
From 13 Jan to 20 Jan (2026)
13 Jan
8 days
0 More information No availability
Bahamas sailing adventure with a professional Dutch catamaran skipper
From 14 Jan to 21 Jan (2026)
14 Jan
8 days
6 More information Reserve for 1,299€
Sailing around the world in 18 months! - ARC Regatta from the Caribbean
From 15 Jan (2026) to 15 Jul (2026)
15 Jan
547 days
4 More information Reserve for 18,000€
Round Barbados Sailing Week
From 15 Jan to 21 Jan (2026)
15 Jan
7 days
9 More information Reserve for 1,110€
A week in Bora Bora on a Catamaran with everything included
From 15 Jan to 22 Jan (2026)
15 Jan
8 days
4 More information Reserve for 2,567€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 16 Jan to 26 Jan (2026)
16 Jan
11 days
2 More information Reserve for 4,736€
A week in Phuket on a Catamaran with everything included
From 17 Jan to 24 Jan (2026)
17 Jan
8 days
2 More information Reserve for 4,830€
A week on the Grenadines by catamaran with everything included
From 17 Jan to 24 Jan (2026)
17 Jan
8 days
2 More information Reserve for 4,340€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 17 Jan to 24 Jan (2026)
17 Jan
8 days
0 More information No availability
A week in Saint Martin on a Catamaran with everything included
From 17 Jan to 24 Jan (2026)
17 Jan
8 days
2 More information Reserve for 2,345€
A week in the British Virgin Islands on a Catamaran with everything included
From 17 Jan to 24 Jan (2026)
17 Jan
8 days
2 More information Reserve for 4,390€
Sailing charter in the nautical paradise of the British Virgin Islands (BVI)
From 17 Jan to 23 Jan (2026)
17 Jan
7 days
10 More information Reserve for 1,400€
A week in the Bahamas (Abacos) on a Catamaran with everything included
From 17 Jan to 24 Jan (2026)
17 Jan
8 days
2 More information Reserve for 4,200€
Sail around the Caribbean - British Virgin Islands (BVI)
From 17 Jan to 23 Jan (2026)
17 Jan
7 days
10 More information Reserve for 1,400€
Catamaran sailing trip through Thailand
From 17 Jan to 24 Jan (2026)
17 Jan
8 days
2 More information Reserve for 1,251€
Sailing trip to Ibiza and Formentera from Castellón
From 17 Jan to 23 Jan (2026)
17 Jan
7 days
6 More information Reserve for 800€
Jam Session in Ibiza from Castellón aboard a sailboat
From 17 Jan to 23 Jan (2026)
17 Jan
7 days
6 More information Reserve for 800€
A week in the Seychelles on a Catamaran with everything included
From 19 Jan to 26 Jan (2026)
19 Jan
8 days
2 More information Reserve for 2010.25€
Guadeloupe and his islands : Les Saintes, Marie Galante
From 21 Jan to 28 Jan (2026)
21 Jan
8 days
3 More information Reserve for 850€
Bahamas sailing adventure with a professional Dutch catamaran skipper
From 21 Jan to 28 Jan (2026)
21 Jan
8 days
6 More information Reserve for 1,299€
Grenada Sailing Week
From 22 Jan to 30 Jan (2026)
22 Jan
9 days
9 More information Reserve for 1,110€
A week in Bora Bora on a Catamaran with everything included
From 22 Jan to 29 Jan (2026)
22 Jan
8 days
4 More information Reserve for 2,567€
10-day trip through the Seychelles by Catamaran with everything included
From 23 Jan to 2 Feb (2026)
23 Jan
11 days
6 More information Reserve for 2,355€
10-day trip through the Andaman Sea by Catamaran with all inclusive
From 23 Jan to 2 Feb (2026)
23 Jan
11 days
2 More information Reserve for 6,870€
A week in Phuket on a Catamaran with everything included
From 24 Jan to 31 Jan (2026)
24 Jan
8 days
0 More information No availability
A week on the Grenadines by catamaran with everything included
From 24 Jan to 31 Jan (2026)
24 Jan
8 days
2 More information Reserve for 4,340€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 24 Jan to 31 Jan (2026)
24 Jan
8 days
0 More information No availability
A week in Saint Martin on a Catamaran with everything included
From 24 Jan to 31 Jan (2026)
24 Jan
8 days
0 More information No availability
A week in the British Virgin Islands on a Catamaran with everything included
From 24 Jan to 31 Jan (2026)
24 Jan
8 days
0 More information No availability
We discover the world: A dream in Puerto Rico & British Virgin Islands
From 24 Jan to 5 Feb (2026)
24 Jan
13 days
2 More information Reserve for 1,690€
A week in the Bahamas (Abacos) on a Catamaran with everything included
From 24 Jan to 31 Jan (2026)
24 Jan
8 days
0 More information No availability
Sail around the Caribbean - British Virgin Islands (BVI)
From 24 Jan to 30 Jan (2026)
24 Jan
7 days
10 More information Reserve for 1,400€
Sailing trip to Ibiza and Formentera from Castellón
From 24 Jan to 30 Jan (2026)
24 Jan
7 days
6 More information Reserve for 800€
Jam Session in Ibiza from Castellón aboard a sailboat
From 24 Jan to 30 Jan (2026)
24 Jan
7 days
6 More information Reserve for 800€
Guadeloupe to Martinique
From 24 Jan to 6 Feb (2026)
24 Jan
14 days
4 More information Reserve for 1,463€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 26 Jan to 5 Feb (2026)
26 Jan
11 days
2 More information Reserve for 5,920€
A week in the Seychelles on a Catamaran with everything included
From 26 Jan to 2 Feb (2026)
26 Jan
8 days
0 More information No availability
Cruise in the Las Perlas Archipelago – +200 islands on a 56-foot catamaran
From 26 Jan to 6 Feb (2026)
26 Jan
12 days
4 More information Reserve for 1,980€
Bahamas sailing adventure with a professional Dutch catamaran skipper
From 28 Jan to 4 Feb (2026)
28 Jan
8 days
6 More information Reserve for 1,299€
A week in Bora Bora on a Catamaran with everything included
From 29 Jan to 5 Feb (2026)
29 Jan
8 days
4 More information Reserve for 3,020€
Cruises to the Grenadines - Caribbean (Martinique - Martinique)
From 29 Jan to 10 Feb (2026)
29 Jan
13 days
6 More information Reserve for 1,300€
Guadeloupe and his islands : Les Saintes, Marie Galante
From 29 Jan to 5 Feb (2026)
29 Jan
8 days
0 More information No availability
A week in Phuket on a Catamaran with everything included
From 31 Jan to 7 Feb (2026)
31 Jan
8 days
2 More information Reserve for 4,830€
A week on the Grenadines by catamaran with everything included
From 31 Jan to 7 Feb (2026)
31 Jan
8 days
6 More information Reserve for 2214.25€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 31 Jan to 7 Feb (2026)
31 Jan
8 days
0 More information No availability
A week in Saint Martin on a Catamaran with everything included
From 31 Jan to 7 Feb (2026)
31 Jan
8 days
2 More information Reserve for 3,910€
A week in the British Virgin Islands on a Catamaran with everything included
From 31 Jan to 7 Feb (2026)
31 Jan
8 days
4 More information Reserve for 4,114€
Atlantic Sailing Crossing from Gran Canaria to the Caribbean (Dominican Republic)
From 31 Jan to 28 Feb (2026)
31 Jan
29 days
2 More information Reserve for 3,500€
Ocean School/Travel/Mile building: Caribbean Sea (BVI to Martinique)
From 31 Jan to 8 Feb (2026)
31 Jan
9 days
8 More information Reserve for 1,400€
Ocean School/Travel/Mile building: Caribbean Sea (Full Antilles)
From 31 Jan to 15 Feb (2026)
31 Jan
16 days
6 More information Reserve for 2,400€
A week in the Bahamas (Abacos) on a Catamaran with everything included
From 31 Jan to 7 Feb (2026)
31 Jan
8 days
4 More information Reserve for 2,044€
Jam Session in Ibiza from Castellón aboard a sailboat
From 31 Jan to 6 Feb (2026)
31 Jan
7 days
6 More information Reserve for 800€
10-day trip through the Andaman Sea by Catamaran with all inclusive
From 2 Feb to 12 Feb (2026)
2 Feb
11 days
0 More information No availability
Show all dates
Frequent questions
  • ⭐ What are sailboat trips by seats?
    Sailing trips by seats allow you to more comfortably enjoy a trip in the area you want by sharing expenses with other crew members, without having to rent the entire boat and depend on finding more crew to go sailing.
  • ✅ Is it necessary to plan the route on a sailboat trip by seats?
    Yes, on any sailing trip it is necessary to plan a route in order to avoid unforeseen events, although once on board it will be adapted to the weather and the preferences of the crew.
  • ➡️ What places can I visit on a square trip?
    At Sailwiz we have a wide variety of destinations that you can visit during your vacations. Among them, the Spanish coast and islands, Greece, Italy, Morocco, France, the Caribbean and Asia stand out.
  • ⌚ How long does a boat trip take by seats?
    The duration is determined by the experience you choose. We offer weekend, three or four-day, full-week, square-to-square experiences and even one-month Atlantic crossings.
  • ⚡What is the price of a trip by seats?
    The price of a square-by-square experience varies depending on the destination you choose, the duration and the boat. Normally a single payment is made for the reservation of the place and, once on board the ship, a common fund is put to face other expenses such as fuel, moorings, anchoring and food.
  • ❓Is it necessary to have basic navigation knowledge?
    Do not worry! In general, you will not need any prior knowledge, although it is always advisable to be informed about the basic elements of navigation to familiarize yourself with the terminology and live the experience more consciously.
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User reviews about Sailing trips by places
4.79/5
Average grade
160
Valuations
An unforgettable week on a sailing boat! ⛵️ Captain Mario, competent and charming, and Antonella, welcoming and cheerful, made us experience the sea with ease. We had a wonderful connection with the other guests: an authentic and fun experience, highly recommended!
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Great in every way, the team is very attentive and the skipper Miguel, an excellent professional, as was evident on a difficult journey since we had the wind against us and yet we enjoyed it a lot. We will repeat and recommend it to each other...
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Excellent holiday.
The captain Antonio is an experienced sailor and the captain Fernando very welcoming and making our stay very nice and smooth!
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A unique, adventurous exp. with touches of both fun and total peace.

First time I was sailing on a 7-day voyage and I have to say that I would do it again without a doubt. Top sailboat with all the amenities, security and enough space. Nacho, the captain is a crack! Total control of 10, to the ship and to you
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Every year I enjoy a wonderful journey with Agustín. With extensive experience in navigation, he guarantees a safe journey and exquisite treatment. I repeat the experience without hesitation.
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Professionalism, seriousness, empathy, gentleness, resilience, kindness and predisposition are traits of the boss. A formidable trip aboard the sailboat. I would like to repeat. I recommend it.

*CAT: Agustín ho poses very easy. It's a pleasure to have him as a boss. Don't miss anything
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See more opinions
  • What are the advantages of reserving sailing trips by seats?

    Did you know that there is the possibility of going on a sailing holiday by reserving only your place ? This option offers numerous advantages , since it is not necessary to be the owner of a boat. You wouldn't have to rent it all for yourself either, you don't even have to convince other people to go on vacation on a sailboat.

    Sailing trips by places are designed to make numerous experiences accessible to lovers of the sea, thus bringing sailing closer to anyone who wants to try it, since its main advantage is that the price is considerably reduced by sharing the expenses among all. The crew. Sailing is now within everyone's reach!
  • What expenses are usual on a sailing trip by seats?

    Usually on a sailing trip by seats mooring, anchoring, fuel and food expenses are shared. For this reason, sailboat trips from place to place are the perfect option for those who travel alone or for small groups who cannot fill all the seats of a full rental and want to share the expenses.
  • What destinations can I choose in the Sailwiz square-to-square trips?

    There are many alternatives of both destinations and activities to do available to travel by sailboat square to square in Sailwiz. They cover the entire Spanish coast and the islands, as well as areas of Greece, Croatia, Morocco, France, the Caribbean and Asia . In addition, the duration of the trips is very variable, we can find from one-day sailing trips to crossings of the Atlantic that last approximately one month.

    On our Sailwiz website you can find sailing trips by places, weekend getaways, 3 or 4 day getaways, sailing day trips, boat fishing trips, diving trips... The difficult thing is to choose only a!
  • How are the sailing holidays place by place?
    Normally, on a sailing vacation for places , a route is drawn up and followed as far as possible, since the weather and the interests of the crew are always taken into account. During the day extraordinary corners of the area are explored, both on board and on land, and at night the ship remains moored in port or anchored in coves.

    This way of traveling is a unique opportunity to meet new people, share experiences and learn about different lifestyles. A sailing vacation is ideal for sharing moments with family, friends, your partner or whoever you want!

    Another positive aspect is that on many crossings they give the opportunity to collaborate in navigation tasks. In this way, you can perfect your nautical knowledge making your experience more complete, if you wish. This option is an incentive for many users with nautical qualifications who do not have the minimum experience to steer a boat independently to learn on the spot.

    For all these reasons, don't wait any longer and book a different vacation now. The best experience of your life is waiting for you!
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