Available Cruises

Below is a list of all upcoming cruises that are currently open for bookings. Click on a cruise to proceed.
Oct 30, 2021 - Nov 6, 2021

GaySail Exclusive St. Martin Oct 30- Nov. 6 2021

We added a second catamaran, so 19 gay guys in total, on two catamarans! Only one  regular spot (shared double cabin) and one small 30% cheaper single crew cabin left. (see link.)  A luxury GaySail Exclusive Cruise (clothes optional) 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 of St Martin and St Barth. An unique Gay Sailing vacation with 19 gay guys on two luxury catamarans! See link for our Caribbean movie trailer.

€ 1695.00
Spots available: 2
Nov 13, 2021 - Nov 20, 2021

GaySail Exclusive Guadeloupe

Only 4 spots left! Either a double cabin for a couple, two regular single spots (shared double cabin V shape bed) or two small 30% cheaper single crew cabinsA luxury GaySail Exclusive Cruise (clothes optional) that starts and ends in Guadeloupe. "Live La Belle Vie!" From gorgeous soft white golden beaches to misty mountains and spectacular waterfalls, the Guadeloupe Archipel with its "Art the Vivre" and Simplicity. Heavenly playground for a GaySail Cruise and a true paradise for foodies. An unique Gay Sailing vacation with 10 gay guys on a luxury catamaran! See link for our Caribbean movie trailer.

€ 1695.00
Spots available: 4
Dec 24, 2021 - Dec 31, 2021

GaySail Exclusive Thailand, X-Mas 2021

The cruising grounds off the east coast of the island of Phuket are among the finest anywhere. The famous Phi Phi Islands, Krabi and lots of secure anchorages, pristine white-sand beaches, rugged uninhabited islands, and lively gay nightlife and gay resorts. This is a GaySail Exclusive Sailing Cruise on two luxury 40 feet Lagoon Catamaran. Start and finish in Phuket. Both weeks have a different itinerary, so, if you like, you can make a great two week sail. We sail this cruise with two catamaran yachts, so all together 20 gay guys! See link for our Thailand Trailer.

€ 1795.00
Spots available: 4
Dec 31, 2021 - Jan 7, 2022

GaySail Exclusive Thailand, New Year 2021-2022

The cruising grounds off the east coast of the island of Phuket are among the finest anywhere. The famous Phi Phi Islands, Krabi and lots of secure anchorages, pristine white-sand beaches, rugged uninhabited islands, and lively gay nightlife and gay resorts. This is a GaySail Exclusive Sailing Cruise on two luxury 40 feet Lagoon Catamaran. Start and finish in Phuket. Both weeks have a different itinerary, so, if you like, you can make a great two week sail. We sail this cruise with two catamaran yachts, so all together 20 gay guys! See link for our Thailand Trailer.

€ 1795.00
Spots available: 5
Feb 5, 2022 - Feb 12, 2022

GaySail Exclusive British Virgin Islands, 2022

A luxury GaySail Exclusive Cruise (clothes optional) that starts and ends in Tortola, British Virgin Islands. The Virgin Island government announced by September 21 that the borders will be open for tourist again by December 1. See link for more information. With beautiful islands, a lively party atmosphere and genuine Caribbean welcome from locals, these islands are popular for good reason. A BVI GaySail cruise allows you to enjoy what is arguably one of the best sailing destinations in the world. With year-round balmy temperatures, lush green hillsides and dazzling white sandy beaches, the BVI is a near-perfect vacation destination. An unique Gay Sailing vacation with 10 gay guys on a luxury catamarans! See link for our Caribbean movie trailer.

€ 1795.00
Spots available: 4
Special Offer
Feb 12, 2022 - Feb 19, 2022

GaySail Exclusive St. Martin Feb 12 2022

Only one 30% cheaper small single crew cabin left for this catamaran on this week, see link. A luxury GaySail Exclusive Cruise (clothes optional) that starts and ends in St. Martin. All tourist can enter Saint Martin but for all high risk countries a negative Covid test is required, no older than 120 hours prior to your last leg flight. For more information, see link. White sandy beaches with palm trees and tropical sun. Snorkeling and diving between coral reefs and exhilarating sailing between tropical islands of St Martin, St Barth and Anguilla. An unique Gay Sailing vacation with 20 gay guys on two luxury catamarans! See link for our Caribbean movie trailer.

€ 1256.50
€ 1795.00
Spots available: 1
Apr 2, 2022 - Apr 9, 2022

GaySail Exclusive Tahiti 2022

For this clothes optional catamaran there is only one regular spot left: shared bunk bed cabin with private bathroom and one 30% cheaper small single crew cabin with acces from the deck. The other catamaran this week is the nude catamaran. Welcome to Tahiti, which sits within a cruising ground of five groups of islands bursting with exciting marine life, emerald volcanic peaks and vivid exotic flowers. We sail with two luxury 52 feet catamarans, 28 guys in total! Sail around the ancient volcanic remains and atolls while spotting turtles, dolphins, unspoiled coral and shoals of colorful fish. Have a look at our Tahiti trailer.

€ 1995.00
Spots available: 2
Jun 25, 2022 - Jul 2, 2022

GaySail Exclusive Dubrovnik-Brac-Split, June 25- July 2 2022

This week of this 2-week GaySail Exclusive Catamaran Sailing cruise starts in Dubrovnik and ends in Split (Trogir). Each week we sail a different itinerary and explore the beautiful Adriatic sea. On this leg of the trip, we go to Brac, the largest island on the Dalmatian coast. You can join one or two weeks. See link for our Croatia & Montenegro Trailer.

€ 1795.00
Spots available: 8
Jul 9, 2022 - Jul 16, 2022

GaySail Exclusive Dubrovnik-Brac-Split, July 9-16 2022

Only one regular spot left and two 30% cheaper single crew cabins. This week of this 2-week GaySail Exclusive Catamaran Sailing cruise starts in Dubrovnik and ends in Split (Trogir). Each week we sail a different itinerary and explore the beautiful Adriatic sea. On this leg of the trip, we go to Brac, the largest island on the Dalmatian coast. You can join one or two weeks. See link for our Croatia & Montenegro Trailer.

€ 1795.00
Spots available: 4
Aug 6, 2022 - Aug 13, 2022

GaySail Exclusive: Montenegro, Aug 6-13 2022

Under the Dalmatian coast of Croatia, the overwhelming environment passes into the beautiful country Montenegro. Just south of Dubrovnik in Croatia, Montenegro's UNESCO status attracts sailing enthusiasts from all over the world. Discover white sandy beaches, small, uninhabited islands, inlets accessible only by boat and charming harbors. We visit the hot spots of this country, such as the mighty bay of Kotor where you imagine yourself in the middle of the mountains of Austria or Switzerland. See link for our Croatia & Montenegro Trailer.

€ 1795.00
Spots available: 8