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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.
Aug 20, 2022 - Aug 27, 2022

GayNudeSail Special Spetses-Epidauros-Athens, Aug 20-27 2022

A wonderful Gay Nude Sailing Cruise in Greece in the Saronic Gulf of Greece. If you are looking for a nude 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. See link for our Greek trailer.

€ 1795.00
Spots available: 1
Aug 27, 2022 - Sep 3, 2022

GaySail Special Athens-Syros-Mykonos, Aug 27- Sept 3 2022

Label: GaySail Special

Gay sailing to the Gay Island of Mykonos! A sailing holiday that starts in Athens. 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! On this Gay Sail Special trip you can join one or two weeks. The second week we sail from Mykonos Island to Santorini and back to Mykonos. Let our Gay skipper and -cook guide you over the Greek seas! See link for our Greek trailer.

€ 1795.00
Spots available: 4
Sep 3, 2022 - Sep 10, 2022

GaySail Special Mykonos-Santorini-Mykonos, Sept 3-10 2022

Label: GaySail Special

This special gay sailing cruise takes you along the southern Cyclades Islands to the spectacular island of Santorini. This is the best place on earth to watch a spectacular sunset! After one week we will finish again on Mykonos. We sail with our spacious air conditioned Bavaria 56 feet sailing yacht with room for 11 guys. See link for our Greek trailer.

€ 1795.00
Spots available: 4
Sep 10, 2022 - Sep 17, 2022

GaySail Special Mykonos-Santorini-Mykonos, Sept 10-17 2022

Label: GaySail Special

This is a private week, bookable for friends of Chris H and Lee M only. This special gay sailing cruise takes you along the southern cyclades Island to the spectacular island of Santorini. This is the best place on earth to watch a spectacular sunset! After one week we will finish again on Mykonos. We sail with our spacious air conditioned Dufour 53 ft sailing yacht with room for 13 guys. See link for our Greek trailer.

€ 1795.00
Spots available: 0
Sep 17, 2022 - Sep 24, 2022

GayNudeSail Special Mykonos-Poros-Athens, Sept 17-24 2022

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 cruise. Both weeks have a different itinerary. See link for our Greek trailer.

€ 1795.00
Spots available: 4
Oct 8, 2022 - Oct 15, 2022

GaySail Exclusive Seychelles, Oct. 8-15 2022

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.

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

GaySail Exclusive Seychelles, Oct. 15-22 2022

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.

€ 1995.00
Spots available: 6
Oct 22, 2022 - Oct 29, 2022

GayNudeSail Exclusive St. Martin Oct. 22-29 2022

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.

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

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

Only one (shared) double cabin 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