Catamaran yacht sailing holidays & skippered tours
Discover the magic of skippered catamaran holidays, an original holiday idea to share a comfortable adventure with family or friends in a little bit of luxury. Catamaran holidays in the Caribbean including the Grenadines, Seychelles, Martinique, Antigua and Barbuda, and Cuba - as well as in the Mediterranean including Greece, Croatia, Corsica, and Sardinia. The world’s best travel destinations await you.
33
experiences
33
experiences
4.5
Premium
Duration:
6 days - 7 nights
Caribbean:
Guadeloupe
Fabian M.
Starting from
€1,047
€1,610
Per person
4.5
Premium
Duration:
7 days - 7 nights
Indian Ocean:
Seychelles
32 travellers
Starting from
€1,369
€1,825
Per person
4.5
Premium
Duration:
6 days - 7 nights
Caribbean:
Bahamas
Starting from
€1,676
€2,095
Per person - min 2 pax
4.5
Premium
Duration:
10 days - 10 nights
Thailand:
Phuket, Krabi and Phi Phi Islands
Starting from
€2,144
€2,680
Per person - min 2 pax
4.5
Premium
Duration:
7 days - 7 nights
Pacific Ocean:
French Polynesia
Starting from
€1,208
€1,510
Per person - min 2 pax
4.5
Premium
Duration:
10 days - 10 nights
Pacific Ocean:
French Polynesia
Starting from
€1,736
€2,170
Per person
4.5
Premium
Duration:
9 days - 10 nights
Caribbean:
Grenadines & Martinique
16 travellers
Starting from
€1,629
€1,810
Per person - min 2 pax
4.5
Premium
Duration:
7 days - 7 nights
Thailand:
Phuket, Krabi and Phi Phi Islands
26 travellers
Starting from
€1,040
€1,155
Per person
4.5
Premium
Duration:
7 days - 7 nights
Thailand:
Gulf of Thailand
Starting from
€1,692
€1,880
Per person - min 2 pax
4.5
Premium
Duration:
6 days - 7 nights
Caribbean:
Saint Martin
2 travellers
Starting from
€1,071
€1,190
Per person
4.5
Premium
Duration:
6 days - 7 nights
Caribbean:
BVI - British Virgin Islands
6 travellers
Starting from
€1,188
€1,320
Per person
4.5
Premium
Duration:
6 days - 7 nights
Caribbean:
Grenadines & Martinique
9 travellers
Starting from
€1,188
€1,320
Per person
Why book a holiday with Sailsquare?
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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
Book a single spot, a cabin or the whole boat just for yourself, or for your friends or family.
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Reviews - Catamaran yacht sailing holidays & skippered tours
993 reviews
Dream Grenadines Premium - 8 days on catamaran ALL INCLUSIVE with hostess/cook
10/20/2024
Daniela H.
-
Switzerland
Big and luxurious 60ft catamaran in Saronic - best local experience
10/15/2024
Kiki Kiersten G.
-
United States
Aeolian Islands by catamaran, professional skipper/hostess, what else?
10/6/2024
Marco G.
-
Italy
Dream Grenadines Premium - 8 days on catamaran ALL INCLUSIVE with hostess/cook
10/5/2024
ISabelle T.
-
Canada
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If you have an existing group of travellers (of family or friends), we highly recommend reserving an entire catamaran with skipper. In such cases, it is often possible to receive a discount on you booking (from 10% of the total booking cost upwards), this is more likely to be the case if you are booking in advance or in less busy periods of the year. In addition to saving money, reserving a skippered catamaran allows you maximum flexibility in itineraries, with skippers often willing to be very accommodating to your wishes. Reserving a whole catamaran also allows maximum privacy, if you are looking to share some quality time with your family or friends.
If you are travelling as a couple or solo, bare in mind that you can book either a single berth or an entire cabin. A cabin allows for much more privacy and more personal space. Either way, you have the ability to share your sailing experience with other like-minded travellers - an excellent opportunity to meet new people and make new friends!
Many describe catamarans as floating houses, for the extensive space and facilities they have onboard. After a long day of adventure, you can rest in large, well-equipped cabins, that are complete with a full size double bed. There are usually 2 cabins each for the 2 floats, or sides of the boat. These are then separated by a bathroom, complete with a shower and toilet. The common area of the catamaran including the lounge and kitchen are then located in the middle-upper part of the boat, in between each float.
Catamarans are generally very spacious and bright, with large windows that overlook the sea, a perfect view when cooking or relaxing! They are very social and friendly due to how the design of the boat. Finally, it is true that the bridge offers lots of charm to the catamaran, this area of the boat is the main area for relaxing and enjoying time on the deck!
A sailboat may be better for people looking to learn the practice of sailing, or to sharpen their skills, where as the catamaran is the most comfortable and luxurious way to enjoy a holiday at sea. Here are a few advantages and disadvantages of each:
Sailboat: ideal for sailing, less emphasis on comfort, cheaper, less spacious, more user-friendly
Catamaran: less motion impact on the stability of the boat, more comfortable, more expensive, more spacious
The Mediterranean, Caribbean, Indian oceans - some destinations are ideal for a skippered catamaran sailing holiday. For those who dream of a trip in the Caribbean, it is full of ideal different destinations for a catamaran trip. We mainly recommend the Grenadines (which normally set sail from the port of Marin in Martinique), Guadeloupe, and Cuba.
The Mediterranean Sea is another paradise for catamaran trips. We recommend a week between Corsica and Sardinia to explore the famous Lavezzi Islands and the Maddalena Archipelago, but there is also the wonderful Greek archipelago of the Cyclades or the Ionian Islands. Last but not least, who does not dream of discovering the paradisiacal landscapes of Seychelles aboard the catamaran with a local skipper? An adventure to treasure for your entire life.
The demand for skippered catamaran holidays can be very high compared to the number of offers. We recommend booking several months in advance - January or February for summer trips in the Mediterranean and September or October for winter trips in the Caribbean.The best time for a catamaran holiday in the Mediterranean is from May to October. For a Caribbean holiday, between November and April.
The price of a catamaran sailing holiday can be much higher than a sailing holiday on a monohull because of the extra comfort and the limited availability. You can find experiences between €600 and €1,200 per week depending on the destination and the period of the year.
The best destinations for catamaran holidays are: Antilles (Grenadines, Guadeloupe, Cuba, British Virgin Islands), Seychelles and the Mediterranean (Greece, Corsica, Sardinia, Croatia). Booking an entire catamaran with a skipper is a brilliant option for holidays with family or friends.
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