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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.
May 11, 2024 - May 18, 2024

GaySail Exclusive St. Martin May 11-18 2024

Fully Booked. 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.

€ 1895.00
Spots available: 0
Special Offer
May 18, 2024 - May 25, 2024

GaySail Exclusive St. Martin May 18-25 2024

Few spots left, now €250,-/ $270,- Last Minute Discount!. 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.

€ 1645.00
€ 1895.00
Spots available: 5
May 25, 2024 - Jun 1, 2024

GaySail Exclusive Dubrovnik-Brac-Split, May 25- June 1 2024

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.

€ 1895.00
Spots available: 4
Jul 20, 2024 - Jul 27, 2024

GaySail Exclusive Dubrovnik-Brac-Split, July 20-27 2024

Fully booked. 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.

€ 1995.00
Spots available: 0
Aug 3, 2024 - Aug 10, 2024

GaySail Exclusive Dubrovnik-Brac-Split, August 3-10 2024

We added a second catamaran, so 20 gay guys in total! 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.

€ 1995.00
Spots available: 3
Sep 14, 2024 - Sep 21, 2024

GaySail Exclusive: France, Côte d'Azur

Fully Booked. An exclusive catamaran sailing vacation that starts and finish in Port Pin Rolland, next to Toulon (and it's international airport). We sail with two 40 feet catamarans. one Nude, this one is Clothing Optional. Sail along the beautiful Côte d'Azur, visiting the famous Saint Tropez and sail to the paradise of Porquerolles, where cars are forbidden and the only way to get around is by bike, boat or on foot and of course we visit the famous Island: Ile du Levant. Take your time exploring the village and harbor. Let our Gay skipper guide you over mediteranean see.

You can make a great combination with a stay in our Gay Resort La Connexion in the South of France, before and/or after your sailing week.

€ 1895.00
Spots available: 0
Oct 5, 2024 - Oct 12, 2024

GaySail Exclusive St. Martin October 5-12 2024

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.

€ 1895.00
Spots available: 6
Nov 16, 2024 - Nov 23, 2024

GaySail Exclusive Tahiti Nov 16-23 2024

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

€ 2495.00
Spots available: 5
Mar 15, 2025 - Mar 22, 2025

GaySail Exclusive Thailand, 2025

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 a luxury 42 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. This is the clothing optional week, the first week is a nude cruise. See link for our Thailand Trailer. 

€ 1995.00
Spots available: 4
May 10, 2025 - May 17, 2025

GaySail Exclusive St. Martin May 10-17 2025

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.

€ 1895.00
Spots available: 1