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Gay Sail


Central America & Caribbean › Saint Eustatius › Saint Eustatius › Amsterdam
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GaySail specializes in sailing cruises for gay men. We sail in the Caribbean (Saint Martin, Saint Barth, Virgin Islands), Bahamas, Thailand, Turkey, Croatia and Greece. You can choose a relaxed trip with skipper, or skipper and cook. We welcome individuals, couples and groups from all nationalities and -ages. Sailing experience is not required. GaySail also organizes personalized dream trips to unique sailing locations. Whatever you choose, a dive into the water at daybreak, sunbathing on the foredeck, a cocktail in the cockpit at sunset, sleeping soundly after a day on the water: these are all a part of the GaySail experience! We also organise a lot of Gay Nude Sail cruises all over the world and Exclusive Luxury Gay Catamaran cruises.

Accommodation Type
Booking Service

Tours & Transfers
Group Tours

Sport Type
Sailing Cruises

Tour Operators
Luxury Yachts

Event Planner

10 February, 2018 - 17 February, 2018

Caribbean Gay Sailing Cruise St. Martin

Luxury Gay Sailing Cruises in the Caribbean on two Catamaran Yacht! One week St. Martin -St. Barth - Anguilla. International gay company of 20 gay boys and -man. Also Gay Nude sailing cruises the week after. Possible to make a combination with a one week cruise in Virgin Islands.

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17 February, 2018 - 24 February, 2018

Gay Nude Sail Cruise Saint Martin

A nude gay sailing cruise in the Caribbean that starts and ends in St. Martin. White sandy beaches with palm trees and tropical sun. Snorkeling and diving between coral reefs and exhilarating sailing between tropical islands. An unique Gay Nude Sailing vacation. Let our Gay skipper guide you over the Caribbean seas, and discover the beautiful Islands of St. Martin, St. Barth and Anguilla! We will sail with two luxury air conditioned catamarans, 20 nude gay guys. You can make a combination with the week after, a one week nude cruise in the Virgin Islands

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24 February, 2018 - 03 March, 2018

Gay Nude Sail Cruise Virgin Islands

A wonderful one week nude sailing cruise starting in Tortola, visiting Virgin Gorda, Peter Island, Cooper Island, Jost van Dycke e.o.

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24 February, 2018 - 03 March, 2018

Gay Sail Cruise Virgin Islands

A wonderful one week sailing cruise starting in Tortola, visiting Jost van Dycke, Virgin Gorda, Norman Island e.o.

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31 March, 2018 - 07 April, 2018

Gay Sailing Cruise Bahamas

A great Gay Sailing Cruise along the Bahama Islands on a luxury air conditioned 52 feet Catamaran with room for 14 gay guys- and man. Including the service of a gay cook, gay skipper, breakfast, harbor fees, taxes, cleaning, gasoline.

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07 April, 2018 - 14 April, 2018

Nude Gay Sailing Cruise Bahamas

Nude Gay Sailing Cruise starting around the beautiful Bahama Islands on a luxury 52 feet air conditioned catamaran. All together 14 nude gay guys and -man, enjoying sailing, swimming and nature

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12 May, 2018 - 19 May, 2018

GaySail Cruise Greece Mykonos- Santorini

Start and finish in Mykonos, sailing along the wonderful Islands of Mykonos, Santorini and Paros.

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26 May, 2018 - 02 June, 2018

Gay Nude Sailing Cruise Mykonos-Athens

Gay Nude Sailing Cruise along the beautiful Greek Island of of the Cyclades in Greece, starting on the Gay Island of Mykonos and sails you (back) to Athens. Let our Gay skipper guide you over the Greek seas. You can also book this cruise together with the week before and make a two week nude cruise. Both weeks have a different itinerary.

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14 July, 2018 - 21 July, 2018

GayNudeSail Greek Island Cruise

Gay Nude sailing in the Saronics and Eastern Peloponnese. A sailing holiday that starts in Athens. On this Gay Sailing trip you can join one or two weeks. Both weeks have a distinct itinerary with different ports, bays and islands. Let our Gay skipper guide you over the Greek seas.

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14 July, 2018 - 21 July, 2018

GaySail Exclusive Sailing Cruise Croatia

With this GaySail Exclusive Cruise you are going to discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Trogir. During your sailing adventure you are taken care by our X-clusive Sailing hosting team (skipper and co-skipper/ cook) and they host you, and a group of maximum 8 guests, on a luxury catamaran. You can join us for one or two weeks sailing, both weeks have a different itinerary and we visit other islands.

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11 August, 2018 - 18 August, 2018

GayNudeSail Sailing Cruise Athens-Hydra-Spetses-Epidaurus-Athens

A wonderful Gay Nude Sailing Cruise in Greece in the Saronic Gulf of Greece. If you are looking for a gay sailing vacation that’s packed with terrific conditions, beautiful landscapes, historically significant ancient ruins, secluded islands, vibrant nightlife, a warm culture and terrific cuisine, this is the one!

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13 October, 2018 - 20 October, 2018

Gay Nude Sail Cruise Seychelles

A special Gay Nude Sail Cruise along the beautiful Seychelles Islands. This cruise is quit diverse, sail with us to small green and quiet bays, great tropical beaches and stunning nature. Something for everyone!

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