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Sailing trips by places

Square by place sailboat
513 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 390 experiences
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Experience Start Plazas Price
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 26 May to 5 Jun
26 May
11 days
4 More information Reserve for 2,068€
The Saronic Islands by sail, with skipper and on-board cuisine
From 26 May to 1 Jun
26 May
7 days
0 More information No availability
Sail across the Mediterranean from Valencia: Columbretes, Mallorca and Ibiza
From 26 May to 31 May
26 May
6 days
3 More information Reserve for 420€
One week sailing around the Canary Islands from Tenerife
From 26 May to 2 Jun
26 May
8 days
2 More information Reserve for 820€
Eight-Day Sailing Itinerary: Malaga – (Benalmádena) – Valencia
From 27 May to 3 Jun
27 May
8 days
3 More information Reserve for 675€
Sailing and diving cruise in Ibiza and Formentera, 4 nights with 6 dives
From 27 May to 31 May
27 May
5 days
3 More information Reserve for 790€
A week in Bora Bora on a Catamaran with everything included
From 28 May to 4 Jun
28 May
8 days
0 More information No availability
Share & Sail ex-Athens: 6days/5nights
From 28 May to 2 Jun
28 May
6 days
6 More information Reserve for 880€
Travel the world – Mile-building tour: Malaga to Mallorca
From 29 May to 9 Jun
29 May
12 days
5 More information Reserve for 1,024€
Discovering the Aeolian Islands
From 29 May to 5 Jun
29 May
8 days
6 More information Reserve for 612€
Sailing in Liguria on June 2nd
From 29 May to 2 Jun
29 May
5 days
4 More information Reserve for 528€
June 2nd long weekend Sailing from Ischia to Ventotene
From 29 May to 2 Jun
29 May
5 days
6 More information Reserve for 500€
Zakynthos Ionian Islands Sightseeing & Relaxation Cruise
From 30 May to 6 Jun
30 May
8 days
25 More information Reserve for 1,000€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 30 May to 6 Jun
30 May
8 days
4 More information Reserve for 3187.5€
A week along the Emerald Coast on a Catamaran with everything included
From 30 May to 6 Jun
30 May
8 days
0 More information No availability
A week through the Dalmatian Islands on an all-inclusive catamaran trip
From 30 May to 6 Jun
30 May
8 days
12 More information Reserve for 1368.75€
Week of Sailing Holidays in Ibiza and Formentera, 2 Skippers and cuisine
From 30 May to 5 Jun
30 May
7 days
8 More information Reserve for 850€
A week in the British Virgin Islands on a Catamaran with everything included
From 30 May to 6 Jun
30 May
8 days
0 More information No availability
A week on the Grenadines by catamaran with everything included
From 30 May to 6 Jun
30 May
8 days
10 More information Reserve for 1572.5€
A week through the islands of Guadeloupe on a Catamaran with everything included
From 30 May to 6 Jun
30 May
8 days
0 More information No availability
A week in Saint Martin on a Catamaran with everything included
From 30 May to 6 Jun
30 May
8 days
6 More information Reserve for 1498.5€
Gulet holiday from Antalya-Kemer with Full Board Food Included
From 30 May to 6 Jun
30 May
8 days
20 More information Reserve for 825€
Gulet Holiday from Fethiye to Kekova Bays with Full Food Included
From 30 May to 6 Jun
30 May
8 days
16 More information Reserve for 875€
Gulet Holiday Marmaris-Fethiye-Marmaris with Full Board Food Included
From 30 May to 6 Jun
30 May
8 days
20 More information Reserve for 1,100€
Let's discover the Aeolian Islands together by sailing
From 30 May to 6 Jun
30 May
8 days
8 More information Reserve for 600€
Gulet vacation from Fethiye-Kekova-Fethiye with full board
From 30 May to 6 Jun
30 May
8 days
8 More information Reserve for 590€
Mile-building trip from Denia to Mallorca
From 30 May to 6 Jun
30 May
8 days
2 More information Reserve for 749€
Sicily - "Aeolian Islands"
From 30 May to 6 Jun
30 May
8 days
0 More information No availability
The Egadi Islands aboard a brand new catamaran
From 30 May to 6 Jun
30 May
8 days
7 More information Reserve for 1,100€
Sailing through the islands of Croatia
From 30 May to 6 Jun
30 May
8 days
6 More information Reserve for 629€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 30 May to 6 Jun
30 May
8 days
6 More information Reserve for 690€
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 30 May to 6 Jun
30 May
8 days
8 More information Reserve for 830€
Catamaran flotilla in the La Maddalena archipelago in Sardinia
From 30 May to 6 Jun
30 May
8 days
2 More information Reserve for 940€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 30 May to 3 Jun
30 May
5 days
1 More information Reserve for 450€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 30 May to 6 Jun
30 May
8 days
8 More information Reserve for 1,395€
A week on a sailing boat in the Aeolian Islands
From 30 May to 6 Jun
30 May
8 days
0 More information No availability
Seychelles Catamaran Cruise: 7 Days All-Inclusive
From 30 May to 6 Jun
30 May
8 days
8 More information Reserve for 1,650€
Navigation through the Egadi Islands
From 30 May to 6 Jun
30 May
8 days
4 More information Reserve for 508€
All-inclusive sailing holiday in Sicily's Aeolian Islands
From 30 May to 6 Jun
30 May
8 days
8 More information Reserve for 890€
5 days & 4 nights from Raiatea to Bora Bora on an all-inclusive catamaran trip
From 30 May to 3 Jun
30 May
5 days
4 More information Reserve for 1823.25€
Mallorca all inclusive on an 18m Ketch
From 30 May to 6 Jun
30 May
8 days
4 More information Reserve for 900€
Explore Southern Sardinia by Catamaran
From 30 May to 5 Jun
30 May
7 days
8 More information Reserve for 950€
The West Swedish archipelago – the water landscape around Marstrand
From 30 May to 6 Jun
30 May
8 days
12 More information Reserve for 2,590€
Catamaran Sailing - Crossing Two Oceans Through the Panama Canal
From 30 May to 19 Jun
30 May
21 days
6 More information Reserve for 8,900€
Sailing trip Croatia from Trogir "Forever Young" (international)
From 30 May to 6 Jun
30 May
8 days
7 More information Reserve for 940€
Discover Mallorca's hidden coves: Youngline tour (international)
From 30 May to 6 Jun
30 May
8 days
7 More information Reserve for 840€
Sail by catamaran, from Azores to Cádiz/Cadiz to Ibiza.
From 30 May to 1 Jun
30 May
3 days
8 More information Reserve for 1,650€
Sailing holidays in the Sporades Islands of Greece: relaxation and sports
From 31 May to 7 Jun
31 May
8 days
7 More information Reserve for 630€
Discover Greece on a sailing cruise in the Saronic Gulf
From 31 May to 6 Jun
31 May
7 days
6 More information Reserve for 950€
Mediterranean Sailing: Gibraltar Bay - Ibiza
From 31 May to 5 Jun
31 May
6 days
5 More information Reserve for 1,600€
Mediterranean Sailing: Gibraltar Bay - Sardinia
From 31 May to 6 Jun
31 May
7 days
5 More information Reserve for 2,250€
Channel Islands intensive tour - from/to Cherbourg
From 31 May to 13 Jun
31 May
14 days
6 More information Reserve for 1,890€
Sail around Ibiza and Formentera from Alicante
From 31 May to 5 Jun
31 May
6 days
6 More information Reserve for 750€
Cabin Charter on a Schooner in Southern Sardinia | 7 Days of Sea, Cuisine, and Tradition
From 31 May to 6 Jun
31 May
7 days
0 More information No availability
Cruise in the Las Perlas Archipelago – +200 islands on a 56-foot catamaran
From 1 Jun to 12 Jun
1 Jun
12 days
7 More information Reserve for 1,980€
A week in the Seychelles on a Catamaran with everything included
From 1 Jun to 8 Jun
1 Jun
8 days
2 More information Reserve for 3,111€
Sailing trip from Seville to Ibiza, with captain/cook (max. 4 or 5 people)
From 1 Jun to 15 Jun
1 Jun
15 days
4 More information Reserve for 810€
Sail around Mallorca with a cook on board
From 1 Jun to 6 Jun
1 Jun
6 days
0 More information No availability
Pearl of the Adriatic Cruise - Montenegro
From 1 Jun to 8 Jun
1 Jun
8 days
12 More information Reserve for 1,760€
Sailing trip from Cadiz to Portugal (Faro)
From 1 Jun to 7 Jun
1 Jun
7 days
4 More information Reserve for 800€
Sail to the Svalbard Islands and visit by land
From 1 Jun to 15 Jun
1 Jun
15 days
8 More information Reserve for 2,000€
10-day trip through the Seychelles by Catamaran with everything included
From 2 Jun to 12 Jun
2 Jun
11 days
4 More information Reserve for 3,672€
The Saronic Islands by sail, with skipper and on-board cuisine
From 2 Jun to 8 Jun
2 Jun
7 days
1 More information Reserve for 950€
Camino de Santiago by sea from Vigo
From 3 Jun to 7 Jun
3 Jun
5 days
8 More information Reserve for 1,200€
Share & Sail ex-Athens: 6days/5nights
From 3 Jun to 8 Jun
3 Jun
6 days
0 More information No availability
Island hopping Croatia
From 3 Jun to 12 Jun
3 Jun
10 days
8 More information Reserve for 720€
Five days around French Polynesia in a catamaran with everything included
From 4 Jun to 8 Jun
4 Jun
5 days
2 More information Reserve for 2,536€
A week in Bora Bora on a Catamaran with everything included
From 4 Jun to 11 Jun
4 Jun
8 days
12 More information Reserve for 4,248€
5 days & 4 nights from Raiatea to Bora Bora on an all-inclusive catamaran trip
From 4 Jun to 8 Jun
4 Jun
5 days
4 More information Reserve for 3,213€
Wonderful holidays on a sailing boat in the splendid Tuscan Archipelago
From 4 Jun to 7 Jun
4 Jun
4 days
6 More information Reserve for 380€
11-day trip through the Caribbean Sea on a Catamaran with everything included
From 5 Jun to 15 Jun
5 Jun
11 days
0 More information No availability
Discovering the Aeolian Islands
From 5 Jun to 12 Jun
5 Jun
8 days
6 More information Reserve for 612€
5 days sailing on a catamaran in the The Galapagos islands
From 5 Jun to 9 Jun
5 Jun
5 days
4 More information Reserve for 3206.93994140625€
A week in the Gulf of Naples on an all-inclusive catamaran trip
From 6 Jun to 13 Jun
6 Jun
8 days
0 More information No availability
A week along the Emerald Coast on a Catamaran with everything included
From 6 Jun to 13 Jun
6 Jun
8 days
4 More information Reserve for 3,618€
Week of Sailing Holidays in Ibiza and Formentera, 2 Skippers and cuisine
From 6 Jun to 12 Jun
6 Jun
7 days
8 More information Reserve for 850€
A week in the British Virgin Islands on a Catamaran with everything included
From 6 Jun to 13 Jun
6 Jun
8 days
4 More information Reserve for 2,950€
A week on the Grenadines by catamaran with everything included
From 6 Jun to 13 Jun
6 Jun
8 days
0 More information No availability
A week through the islands of Guadeloupe on a Catamaran with everything included
From 6 Jun to 13 Jun
6 Jun
8 days
0 More information No availability
A week in Saint Martin on a Catamaran with everything included
From 6 Jun to 13 Jun
6 Jun
8 days
4 More information Reserve for 2,490€
Gulet holiday from Antalya-Kemer with Full Board Food Included
From 6 Jun to 13 Jun
6 Jun
8 days
20 More information Reserve for 825€
Gulet Holiday from Fethiye to Kekova Bays with Full Food Included
From 6 Jun to 13 Jun
6 Jun
8 days
16 More information Reserve for 1,060€
Gulet Holiday Marmaris-Fethiye-Marmaris with Full Board Food Included
From 6 Jun to 13 Jun
6 Jun
8 days
20 More information Reserve for 1,100€
Let's discover the Aeolian Islands together by sailing
From 6 Jun to 13 Jun
6 Jun
8 days
8 More information Reserve for 600€
Gulet vacation from Fethiye-Kekova-Fethiye with full board
From 6 Jun to 13 Jun
6 Jun
8 days
8 More information Reserve for 790€
Sailing through the islands of Croatia
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 629€
Aeolian Islands on a sailing boat: nature, fun and lots of taste. Cook on board.
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 690€
8-day/7-night Saronic gulet cruise!
From 6 Jun to 13 Jun
6 Jun
8 days
0 More information No availability
Splendid Northern Sardinia: La Maddalena Archipelago, Southern Corsica
From 6 Jun to 13 Jun
6 Jun
8 days
8 More information Reserve for 830€
Sailing cruise to the Egadi Islands
From 6 Jun to 13 Jun
6 Jun
8 days
0 More information No availability
Discover Greece on a sailing cruise in the Saronic Gulf
From 6 Jun to 13 Jun
6 Jun
8 days
4 More information Reserve for 850€
Dreamy Egadi Islands on a sailboat, setting sail from San Vito Lo Capo
From 6 Jun to 13 Jun
6 Jun
8 days
8 More information Reserve for 700€
Sail around Mallorca with a cook on board
From 6 Jun to 11 Jun
6 Jun
6 days
2 More information Reserve for 750€
Northern Sardinia and Corsica by Catamaran: 7 Days All-Inclusive
From 6 Jun to 13 Jun
6 Jun
8 days
7 More information Reserve for 1,395€
A week on a sailing boat in the Aeolian Islands
From 6 Jun to 13 Jun
6 Jun
8 days
0 More information No availability
Navigation through the Egadi Islands
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 508€
Navigation through the Egadi Islands
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 508€
Navigation through the Egadi Islands
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 508€
Navigation through the Egadi Islands
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 508€
Navigation through the Egadi Islands
From 6 Jun to 13 Jun
6 Jun
8 days
6 More information Reserve for 508€
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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
4.74/5
Average grade
168
Valuations
avatar
Elena September of 2025
We went with Gabi and her partner on another sailboat and it was great.
Read more
I have really enjoyed the journey. Antonio and Frenan have taken very good care of me. I have learned about the sea, the sailboat and they have transmitted their passion to me. I hope to repeat and anchor and investigate in more coves. Wanting more exploration, getting closer to the caves, snorkeling together. See you soon.
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José María is a captain 10, the boat is very careful and with many details, I sail frequently and I have to say that it has been one of the best experiences;)) Thank you for everything !!
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Cristina and Jesús are two experienced and authentic sailors. Cristina is also a great diving instructor who knows the depths of the islands and infects you with her passion for the sea with maximum safety!
Very familiar treatment, they make you feel at home.
10 experience that I recommend 100%.
I will repeat without a doubt!
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A very nice and recommended experience. Jo and Andrea were lovely, always attentive, close and aware that we were all well and enjoyed the trip.

The sailboat was very well kept and clean. In addition, I was traveling alone and I was very grateful for the family atmosphere they created. Thank you, Jo and Andrea
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The experience has been excellent and wonderful. The boat was in perfect condition, both Captain Carlos and Cintia were always willing to please us in everything and take us to the best coves to enjoy them and the journey, everything was perfect. Highly recommended.
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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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