Available Cruises

Below is a list of all upcoming cruises that are currently open for bookings. Click on a cruise to proceed.
Special Offer
Aug 29, 2020 - Sep 5, 2020

GaySail Special Athens-Syros-Mykonos

Label: GaySail Special

€400,- last minute discount, few spots left! 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 skippers and -cooks guide you over the Greek seas! See link for our Greek trailer.

€ 1195.00
€ 1595.00
Spots available: 5
Sep 5, 2020 - Sep 12, 2020

GayNudeSail Special Mykonos-Santorini-Mykonos, Sept 5 2020

Only 2 spots left! This special gay nude 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.

€ 1595.00
Spots available: 2
Sep 12, 2020 - Sep 19, 2020

GayNudeSail Special Mykonos-Santorini-Mykonos, Sept 12 2020

One double cabin left for couple. This special gay nude 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.

€ 1595.00
Spots available: 2
Special Offer
Sep 19, 2020 - Sep 26, 2020

GayNudeSail Special Mykonos-Poros-Athens

€400,- last minute discount, few places left! 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 skippers 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. We sail with a luxury 56 feet sailing yacht, with room for 11 nude gay guys! See link for our Greek trailer.

€ 1195.00
€ 1595.00
Spots available: 3
Nov 14, 2020 - Nov 21, 2020

GaySail Exclusive Guadeloupe

A 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
Nov 21, 2020 - Nov 28, 2020

GayNudeSail Exclusive Guadeloupe

A luxury GayNudeSail Exclusive Cruise 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 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.

€ 1695.00
Spots available: 4
Dec 24, 2020 - Dec 31, 2020

GaySail Exclusive Thailand, X-Mas 2020

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: 6
Dec 31, 2020 - Jan 7, 2021

GaySail Exclusive Thailand, New Year 2020-2021

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: 7
Jan 30, 2021 - Feb 6, 2021

GayNudeSail Exclusive British Virgin Islands, Jan 30-Feb 6 2021

Only one double cabin left for couple. A luxury GayNudeSail Exclusive Cruise that starts and ends in Tortola, British Virgin Islands. With beautiful islands, a lively party atmosphere and genuine Caribbean welcome from locals, these islands are popular for good reason. A BVI GayNudeSail 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 nude vacation destination. An unique Gay Nude Sailing vacation with 10 gay guys on a luxury catamarans! See link for our Caribbean movie trailer.

€ 1695.00
Spots available: 2
Feb 6, 2021 - Feb 13, 2021

GaySail Exclusive British Virgin Islands, Feb 6-13 2021

A luxury GaySail Exclusive Cruise (clothes optional) that starts and ends in Tortola, British Virgin Islands. 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.

€ 1695.00