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Sailing trips by places

Square by place sailboat
332 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 193 experiences
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Experience Start Plazas Price
Ocean School/Travesía/Mile building: Canary Islands to Cape Verde
From 16 Nov to 25 Nov
16 Nov
10 days
2 More information Reserve for 1,519€
Atlantic Crossing. Ocean School/Travesía/Mile building: Canary Islands to the Caribbean
From 16 Nov to 18 Dec
16 Nov
33 days
0 More information No availability
Five days around French Polynesia in a catamaran with everything included
From 16 Nov to 20 Nov
16 Nov
5 days
2 More information Reserve for 1426.5€
A week in the Seychelles on a Catamaran with everything included
From 17 Nov to 24 Nov
17 Nov
8 days
4 More information Reserve for 2545.75€
Sail Funchal - La Gomera - Tenerife on a Tall Ship
From 17 Nov to 23 Nov
17 Nov
7 days
44 More information Reserve for 960€
Sail the Caribbean on a catamaran from Martinique to Saint Blaise
From 18 Nov to 29 Nov
18 Nov
12 days
6 More information Reserve for 2,160€
Seychelles - holiday dreams come true
From 19 Nov to 29 Nov
19 Nov
11 days
0 More information No availability
A week in Bora Bora on a Catamaran with everything included
From 20 Nov to 27 Nov
20 Nov
8 days
4 More information Reserve for 2,358€
Five days around French Polynesia in a catamaran with everything included
From 20 Nov to 24 Nov
20 Nov
5 days
0 More information No availability
10-day trip through the Seychelles by Catamaran with everything included
From 20 Nov to 30 Nov
20 Nov
11 days
0 More information No availability
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 20 Nov to 30 Nov
20 Nov
11 days
0 More information No availability
Sailing adventure: Atlantic crossing under sails from Canarias to the Caribbean!
From 21 Nov to 21 Dec
21 Nov
31 days
12 More information Reserve for 9,000€
10-day trip through the Andaman Sea by Catamaran with all inclusive
From 22 Nov to 2 Dec
22 Nov
11 days
0 More information No availability
A week on the Grenadines by catamaran with everything included
From 22 Nov to 29 Nov
22 Nov
8 days
0 More information No availability
A week in Phuket on a Catamaran with everything included
From 22 Nov to 29 Nov
22 Nov
8 days
2 More information Reserve for 4,360€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 22 Nov to 29 Nov
22 Nov
8 days
2 More information Reserve for 1,700€
A week in Saint Martin on a Catamaran with everything included
From 22 Nov to 29 Nov
22 Nov
8 days
4 More information Reserve for 1912.5€
A week in the Bahamas on a Catamaran with everything included
From 22 Nov to 29 Nov
22 Nov
8 days
2 More information Reserve for 2,625€
A week in the British Virgin Islands on a Catamaran with everything included
From 22 Nov to 29 Nov
22 Nov
8 days
4 More information Reserve for 1,965€
Sail on a Tall Ship around the Canary Islands from Tenerife
From 23 Nov to 29 Nov
23 Nov
7 days
1 More information Reserve for 960€
Crossing the Atlantic by catamaran from Cape Verde to Martinique
From 23 Nov to 12 Dec
23 Nov
20 days
2 More information Reserve for 2,380€
A week in the Seychelles on a Catamaran with everything included
From 24 Nov to 1 Dec
24 Nov
8 days
0 More information No availability
Five days around French Polynesia in a catamaran with everything included
From 24 Nov to 28 Nov
24 Nov
5 days
4 More information Reserve for 1354.5€
A week in Bora Bora on a Catamaran with everything included
From 27 Nov to 4 Dec
27 Nov
8 days
4 More information Reserve for 1871.25€
Five days around French Polynesia in a catamaran with everything included
From 28 Nov to 2 Dec
28 Nov
5 days
2 More information Reserve for 1,204€
Crossing the Atlantic by catamaran: Cape Verde - Martinique - Tórtola
From 28 Nov to 5 Dec
28 Nov
8 days
7 More information Reserve for 1,990€
A week on the Grenadines by catamaran with everything included
From 29 Nov to 6 Dec
29 Nov
8 days
0 More information No availability
A week in Phuket on a Catamaran with everything included
From 29 Nov to 6 Dec
29 Nov
8 days
4 More information Reserve for 2,358€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 29 Nov to 6 Dec
29 Nov
8 days
2 More information Reserve for 1,700€
A week in Saint Martin on a Catamaran with everything included
From 29 Nov to 6 Dec
29 Nov
8 days
4 More information Reserve for 3,186€
A week in the Bahamas on a Catamaran with everything included
From 29 Nov to 6 Dec
29 Nov
8 days
0 More information No availability
A week in the British Virgin Islands on a Catamaran with everything included
From 29 Nov to 6 Dec
29 Nov
8 days
2 More information Reserve for 2027.25€
Atlantic Crossing. Ocean School/Travel/Mile building: Cape Verde to the Caribbean
From 29 Nov to 18 Dec
29 Nov
20 days
0 More information No availability
14 days in the Caribbean island paradise on a catamaran
From 29 Nov to 13 Dec
29 Nov
15 days
2 More information Reserve for 1,390€
Sail Tenerife - Selvagens - Funchal - Tenerife on a Tall Ship
From 29 Nov to 6 Dec
29 Nov
8 days
44 More information Reserve for 1,120€
Catamaran sailing holiday in Tenerife
From 29 Nov to 6 Dec
29 Nov
8 days
6 More information Reserve for 1,310€
10-day trip through the Seychelles by Catamaran with everything included
From 30 Nov to 10 Dec
30 Nov
11 days
0 More information No availability
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 30 Nov to 10 Dec
30 Nov
11 days
0 More information No availability
Cross the Atlantic on a new sailboat. Flotilla Navigation with Sextant
From 30 Nov to 4 Dec
30 Nov
5 days
2 More information Reserve for 1,990€
Catamaran trip from Martinique to San Blas
From 1 Dec to 10 Dec
1 Dec
10 days
5 More information Reserve for 2,840€
Week sailing trip in San Blas (Guna Yala)
From 1 Dec to 8 Dec
1 Dec
8 days
4 More information Reserve for 900€
Wind, Sea and Freedom: Crossing the Atlantic on a Lanzarote-Martinique catamaran
From 1 Dec to 24 Dec
1 Dec
24 days
7 More information Reserve for 4,500€
10-day trip through the Andaman Sea by Catamaran with all inclusive
From 2 Dec to 12 Dec
2 Dec
11 days
4 More information Reserve for 2,992€
A week in Bora Bora on a Catamaran with everything included
From 4 Dec to 11 Dec
4 Dec
8 days
12 More information Reserve for 1,768€
Cruises to the Grenadines - Caribbean (Martinique - Martinique)
From 5 Dec to 16 Dec
5 Dec
12 days
0 More information No availability
Catamaran crossing across the Andalusian Atlantic: Huelva and the Guadiana
From 5 Dec to 8 Dec
5 Dec
4 days
4 More information Reserve for 585€
Cross the Atlantic on a flotilla with catamarans Cape Verde-Martinique- San Martin
From 5 Dec to 12 Dec
5 Dec
8 days
8 More information Reserve for 1,990€
A week on the Grenadines by catamaran with everything included
From 6 Dec to 13 Dec
6 Dec
8 days
10 More information Reserve for 3,186€
A week in Saint Martin on a Catamaran with everything included
From 6 Dec to 13 Dec
6 Dec
8 days
0 More information No availability
A week in the British Virgin Islands on a Catamaran with everything included
From 6 Dec to 13 Dec
6 Dec
8 days
2 More information Reserve for 3,970€
Guadeloupe and his islands : Les Saintes, Marie Galante
From 7 Dec to 14 Dec
7 Dec
8 days
2 More information Reserve for 850€
A week in the Seychelles on a Catamaran with everything included
From 8 Dec to 15 Dec
8 Dec
8 days
0 More information No availability
5 days sailing on a catamaran in the The Galapagos islands
From 9 Dec to 13 Dec
9 Dec
5 days
16 More information Reserve for 3,961€
Get to know Melilla from Valencia on long journeys
From 9 Dec to 16 Dec
9 Dec
8 days
4 More information Reserve for 750€
10-day trip through the Seychelles by Catamaran with everything included
From 10 Dec to 20 Dec
10 Dec
11 days
2 More information Reserve for 3,900€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 10 Dec to 20 Dec
10 Dec
11 days
0 More information No availability
A week in Bora Bora on a Catamaran with everything included
From 11 Dec to 18 Dec
11 Dec
8 days
4 More information Reserve for 2,718€
Week sailing trip in San Blas (Guna Yala)
From 12 Dec to 19 Dec
12 Dec
8 days
4 More information Reserve for 900€
A week on the Grenadines by catamaran with everything included
From 13 Dec to 20 Dec
13 Dec
8 days
0 More information No availability
A week in Phuket on a Catamaran with everything included
From 13 Dec to 20 Dec
13 Dec
8 days
2 More information Reserve for 3,924€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 13 Dec to 20 Dec
13 Dec
8 days
0 More information No availability
A week in the Bahamas on a Catamaran with everything included
From 13 Dec to 20 Dec
13 Dec
8 days
12 More information Reserve for 1,908€
A week in the British Virgin Islands on a Catamaran with everything included
From 13 Dec to 20 Dec
13 Dec
8 days
0 More information No availability
14 days in the Caribbean island paradise on a catamaran
From 13 Dec to 20 Dec
13 Dec
8 days
6 More information Reserve for 890€
Sail on a Tall Ship around the Canary Islands from Tenerife
From 13 Dec to 18 Dec
13 Dec
6 days
43 More information Reserve for 800€
Zanzibar & Pemba Catamaran Cruise
From 13 Dec to 20 Dec
13 Dec
8 days
6 More information Reserve for 1,280€
A week in the Seychelles on a Catamaran with everything included
From 15 Dec to 22 Dec
15 Dec
8 days
0 More information No availability
Guadeloupe and his islands : Les Saintes, Marie Galante
From 15 Dec to 21 Dec
15 Dec
7 days
2 More information Reserve for 800€
Sail from Tenerife to Funchal on a Tall Ship
From 18 Dec to 22 Dec
18 Dec
5 days
44 More information Reserve for 640€
Seychelles - holiday dreams come true
From 20 Dec to 3 Jan
20 Dec
15 days
4 More information Reserve for 2,290€
14 days in the Caribbean island paradise on a catamaran
From 20 Dec to 3 Jan
20 Dec
15 days
6 More information Reserve for 2,290€
A week in Bora Bora on a Catamaran with everything included
From 20 Dec to 27 Dec
20 Dec
8 days
0 More information No availability
A week in Phuket on a Catamaran with everything included
From 20 Dec to 27 Dec
20 Dec
8 days
0 More information No availability
A week on the Grenadines by catamaran with everything included
From 20 Dec to 27 Dec
20 Dec
8 days
0 More information No availability
Post-ARC Caribbean Cruising
From 21 Dec to 28 Dec
21 Dec
8 days
9 More information Reserve for 530€
Cruise in the Las Perlas Archipelago – +200 islands on a 56-foot catamaran
From 22 Dec to 9 Jan
22 Dec
19 days
2 More information Reserve for 2,980€
Week sailing trip in San Blas (Guna Yala)
From 22 Dec to 29 Dec
22 Dec
8 days
4 More information Reserve for 900€
Guadeloupe and his islands : Les Saintes, Marie Galante
From 22 Dec to 27 Dec
22 Dec
6 days
2 More information Reserve for 750€
Sail through Madeira at Christmas aboard a Tall Ship
From 23 Dec to 28 Dec
23 Dec
6 days
44 More information Reserve for 1,150€
Are you coming to sail around Ibiza for Christmas or New Year?
From 23 Dec to 28 Dec
23 Dec
6 days
6 More information Reserve for 699€
Happy New Year! Across the Caribbean – Sailing, Sun, Paradise
From 26 Dec to 6 Jan
26 Dec
12 days
2 More information Reserve for 1,690€
Cruises to the Grenadines - Caribbean (Martinique - Martinique)
From 26 Dec to 5 Jan
26 Dec
11 days
2 More information Reserve for 1,000€
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
6 More information Reserve for 560€
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 10 Jan
27 Dec
15 days
8 More information Reserve for 999€
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
3 More information Reserve for 850€
New Year's Eve in Ibiza and Formentera sailing from Denia
From 30 Dec to 4 Jan
30 Dec
6 days
6 More information Reserve for 649€
Are you coming to sail around Ibiza for Christmas or New Year?
From 30 Dec to 4 Jan
30 Dec
6 days
6 More information Reserve for 699€
Week sailing trip in San Blas (Guna Yala)
From 2 Jan to 9 Jan (2026)
2 Jan
8 days
4 More information Reserve for 900€
Sailing holidays in Ibiza-Formentera
From 2 Jan to 6 Jan (2026)
2 Jan
5 days
6 More information Reserve for 600€
Are you coming to sail around Ibiza for Christmas or New Year?
From 2 Jan to 6 Jan (2026)
2 Jan
5 days
6 More information Reserve for 500€
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
2 More information Reserve for 3,730€
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
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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
4.80/5
Average grade
89
Valuations
It has been an exceptional journey. The very intense ride with two-meter waves and messy. The boat is in perfect condition and Jesús, the skipper, is a true sailing professional. Also, a fascinating personality. On top of that, there has been a lot of luck with the crew. I don't see the time to repeat.
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Highly recommended experience with José María and his sailboat.
Everything well organized and the boat very clean and in very good condition
The only "but" is that I would have liked to have sailed more
Read more
Antonio and Fernando have been great hosts, always concerned about the well-being, enjoyment and safety of the crew. It has been a pleasure to meet you, and for an unforgettable vacation week, we will return without a doubt.



A hug from Gema and Gerson
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It was all magnificent.
Jose María keeps the boat in perfect condition. Very clean and cared for, it was wonderful to spend a week on board. He is a magnificent employer, always professional and didactic. Personally, a charming person: always nice and very nice. A 10. I would love to repeat with him!!
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A magnificent experience, a great crew and a perfect boat. I would repeat without thinking.
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Great sailing experience with Gaby to Formentera and Ibiza. The crossing to the islands was what I was looking for. Radar and brand new AIS equipment was of great help during the going out at night. Very good cooking and a lot of fun during Christmas and New Year.
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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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