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Available Cruises

Below is a list of all upcoming cruises that are currently open for bookings. Click on a cruise to proceed.
Special Offer
Oct 8, 2022 - Oct 15, 2022

GaySail Exclusive Seychelles, Oct. 8-15 2022

Now €500,- Last Minute Discount! Few spots left! The Seychelles: huge granite rocks polished over eons by the relentless waves of the Indian Ocean, giant palm trees with their famous “coco de mer,” and turquoise inlets fringed with lush green takamakas shading the fine white sand beaches. There’s hardly a place more deserving of the label, “paradise.” GaySail Exclusive organizes a special one week Gay Sailing cruise along these beautiful Islands on a luxury spacious air conditioned catamaran, 14 guys guys in total! See link for our GaySail trailer.

€ 1495.00
€ 1995.00
Spots available: 4
Special Offer
Oct 15, 2022 - Oct 22, 2022

GaySail Exclusive Seychelles, Oct. 15-22 2022

Now €500,- Last Minute Discount! Few spots left! The Seychelles: huge granite rocks polished over eons by the relentless waves of the Indian Ocean, giant palm trees with their famous “coco de mer,” and turquoise inlets fringed with lush green takamakas shading the fine white sand beaches. There’s hardly a place more deserving of the label, “paradise.” GaySail Exclusive organizes a special one week Gay Sailing cruise along these beautiful Islands on a luxury spacious air conditioned catamaran, 14 guys guys in total! See link for our GaySail trailer.

€ 1495.00
€ 1995.00
Spots available: 3
Special Offer
Oct 22, 2022 - Oct 29, 2022

GayNudeSail Exclusive St. Martin Oct. 22-29 2022

€400,-/$395,- Last Minute Discount! Few spots left! We added a second catamaran, so 20 gay guys in total, on two catamarans! A luxury GayNudeSail Exclusive Cruise 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, Anguilla and St Barth. An unique Gay Sailing vacation with 20 gay guys on two luxury catamarans! See link for our Caribbean movie trailer.

€ 1595.00
€ 1995.00
Spots available: 6
Oct 29, 2022 - Nov 5, 2022

GayNudeSail Exclusive St. Martin, Oct. 29-Nov 5 2022

Only one double cabin available for a couple or two singles to share and one 30% cheaper small single crew cabin left! We added a second catamaran, so 20 gay guys in total, on two catamarans! A luxury GayNudeSail Exclusive Cruise 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, Anguilla and St Barth. An unique Gay Sailing vacation with 20 nude gay guys on two luxury catamarans! See link for our Caribbean movie trailer.

€ 1995.00
Spots available: 3
Oct 29, 2022 - Nov 5, 2022

GaySail Exclusive St. Martin Oct. 29- Nov 5

We added a second catamaran, so 20 gay guys in total, on two catamarans! 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, Anguilla and St Barth. An unique Gay Sailing vacation with 19 gay guys on two luxury catamarans! See link for our Caribbean movie trailer.

€ 1995.00
Spots available: 4
Special Offer
Nov 5, 2022 - Nov 12, 2022

GaySail Exclusive Caribbean: Guadeloupe & Dominica

Now €300,- Last Minute Discount, few spots left! A luxury GaySail Exclusive Cruise (clothes optional) that starts and ends in Guadeloupe, visiting Les Saintes Islands, Dominca and Marie Galante. "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.

€ 1595.00
€ 1895.00
Spots available: 4
Nov 12, 2022 - Nov 19, 2022

GayNudeSail Exclusive Caribbean: Guadeloupe & Dominica

One regular spot left and one small (30% cheaper) single crew cabins with acces from the deck. A luxury GayNudeSail Exclusive Cruise that starts and ends in Guadeloupe, visiting Dominica, Les Saintes and Marie Galante Islands. "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 Gay Nude Sail Cruise and a true paradise for foodies. An unique Gay Nude Sailing vacation with 10 nude gay guys on a luxury catamaran! See link for our Caribbean movie trailer.

€ 1895.00
Spots available: 2
Dec 24, 2022 - Dec 31, 2022

GayNudeSail Exclusive Bahamas December 24-31 2022

Resting in the Atlantic Ocean to the southeast of Florida the Bahamas have become a sought after destination for gay travelers seeking an intimate paradise. The chain of more than 700 islands, both sprawling and shallow, rise from the sea and greet visitors with cays surrounded by barrier reefs and delightful island culture. GayNudeSail Exclusive organizes a special one week Nude Gay Sailing cruise along these beautiful Islands on a luxury spacious air conditioned catamaran, 10 guys guys in total! See link for our GaySail trailer. 

€ 1995.00
Spots available: 4
Dec 24, 2022 - Dec 31, 2022

GaySail Exclusive Thailand, X-Mas 2022

Only one regular spot left and two 30% cheaper single crew cabinsThe 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.

€ 1995.00
Spots available: 3
Dec 31, 2022 - Jan 7, 2023

GaySail Exclusive Bahamas December 31 2022-January 7 2023

Resting in the Atlantic Ocean to the southeast of Florida the Bahamas have become a sought after destination for gay travelers seeking an intimate paradise. The chain of more than 700 islands, both sprawling and shallow, rise from the sea and greet visitors with cays surrounded by barrier reefs and delightful island culture. GaySail Exclusive organizes a special one week Gay Sailing cruise along these beautiful Islands on a luxury spacious air conditioned catamaran, 10 guys guys in total! See link for our GaySail trailer. 

€ 1995.00
Spots available: 0