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.
Tours & Transfers
25 February, 2017 - 04 March, 2017
A wonderful one week nude sailing cruise starting in Tortola, visiting Virgin Gorda, Peter Island, Cooper Island, Jost van Dycke e.o.
25 February, 2017 - 04 March, 2017
A wonderful one week sailing cruise starting in Tortola, visiting Jost van Dycke, Virgin Gorda, Norman Island e.o.
17 March, 2017 - 24 March, 2017
Luxury Gay Sailing Cruises in the Caribbean on two Catamaran Yacht! One week St. Martin -St. Barth - Anguilla. International gay company of 20-30 gay boys and -man. Also Gay Nude sailing cruises the week before. Possible to make a combination with a one week cruise in Virgin Islands.
18 March, 2017 - 25 March, 2017
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 before, a one week nude cruise in the Virgin Islands
13 May, 2017 - 10 June, 2017
GaySail offers one or two weeks sailing cruises in Greece on a modern 50 feet sailing yacht. Starting in Mykonos the Gay Island, visiting Santorini, Paros, Epdidaurus and Athens
10 June, 2017 - 17 June, 2017
This special sailing cruise starts in Athens. We sail to Epidaurus with its world famous amphitheater and move on through the spectacular Corinth Channel to the beautiful green turtle Island of Zakynthos. This itinerary will do small fishing villages, and the famous big old city of Patras. Something for everyone!
17 June, 2017 - 01 July, 2017
Gay sailing in the Ionian See. A sailing holiday that starts in Zakynthos, sails to Lefkas and finish in Corfu. On this Nude Gay Sailing trip you can join one or two weeks. Both weeks have a distinct route with different ports, bays and islands. Let our Gay skipper guide you over the Greek seas.
01 July, 2017 - 15 July, 2017
The Ionian islands are situated along the west coast of Greece in the Ionian sea. These islands are famous for their excellent climate and renowned for their exquisite landscapes and their deep blue waters. Because of the many beautiful and quiet bays, this itinerary is excellent for a sailing cruise.
15 July, 2017 - 05 August, 2017
Gay Nude sailing in the Saronics and Eastern Peloponnese. A sailing holiday that starts in Athens or Zakynthos. On this Gay Sailing trip you can join one, two or three weeks. The third week we sail from Spetses Island back to Athens. All weeks have a distinct itinerary with different ports, bays and islands. Let our Gay skipper guide you over the Greek seas.
15 July, 2017 - 05 August, 2017
With this GaySail X-tra 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 one of the largest and most luxurious yachts (Jeanneau 57 ft) with all desired comforts as air-conditioning, spacious rooms, Wi-Fi, large sundeck, air lounge chairs, SUPs and a dinghy.
On this Exclusive cruise you will be daily treated to culinary delights with rich breakfasts, varied lunches with a glass of wine, soft drinks, coffee & tea, and we celebrate each sailing day with an afternoon aperitif and snack. You can join us for one or two weeks sailing, both weeks have a different itinerary and we visit other islands.
29 July, 2017 - 05 August, 2017
A special Gay Sailing Cruise around the Gay Party Island of Spain: Ibiza! Small coves, beautiful bays, gay (nude)beach, and gay party life! Something for everyone! You can join us one week or half week and make a combianation with a package deal in gay resort.
29 July, 2017 - 12 August, 2017
GaySail offers one or two weeks nude sailing cruise in Croatia on two modern sailing yacht. Starting the first week in Trogir and the second week in Dubrovnik. We sail with two yachts, all together 20 nude gay man!
05 August, 2017 - 19 August, 2017
A wonderful Gay 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! You will be surrounded by the beautiful bays and coves of the Saronic Gulf, with quiet villages and busy tourist destinations, historic sites and scenic beaches.
19 August, 2017 - 02 September, 2017
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!
02 September, 2017 - 16 September, 2017
Gay sailing to the Gay Island of Mykonos! A sailing holiday that starts in Athens. On this Gay Sail Special trip you can join one or two weeks. The second week we sail from Mykonos Island back to Athens. Both weeks have a distinct route with different ports, bays and islands. Let our Gay skipper and -cook guide you over the Greek seas
02 September, 2017 - 23 September, 2017
Starting in Athens, sailing along the wonderful Islands of Mykonos, Santorini and Paros.
16 September, 2017 - 23 September, 2017
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.
21 October, 2017 - 28 October, 2017
A special Gay Nude Sail Cruise along the beautiful Brazilian Islands and coast. This cruise is quit diverse, you can fly to Rio de Janeiro, with is real Gay life and beaches and sail with us to small green and quiet bays, great tropical beaches and stunning nature. Something for everyone!