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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
Dec 24, 2023 - Dec 31, 2023

GaySail Exclusive Thailand, X-Mas 2023

NOW €300,-/$322,- LAST MINUTE DISCOUNT !! 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. One catamaran start this week in the Yacht Haven Marina, Phuket North, close to the airport, and finishes in Patong. The second week we finish in the Yacht Haven Marina. The second catamaran starts and finish in Phuket Yacht Haven Marina.

€ 1695.00
€ 1995.00
Spots available: 4
Special Offer
Dec 31, 2023 - Jan 7, 2024

GaySail Exclusive Thailand, New Year 2023-2024

NOW €300,-/$322,- LAST MINUTE DISCOUNT !! 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 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 one catamaran yachts, 10 gay guys! See link for our Thailand Trailer. The catamaran starts this week in Patong and finishes in the Yacht Haven Marina in the north of Phuket, close to the airport..

€ 1695.00
€ 1995.00
Spots available: 3
Apr 5, 2024 - Apr 12, 2024

GaySail Exclusive Bahamas, April 5-12 2024

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
May 11, 2024 - May 18, 2024

GaySail Exclusive St. Martin May 11-18 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
May 25, 2024 - Jun 1, 2024

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

€ 1895.00
Spots available: 0
Jul 20, 2024 - Jul 27, 2024

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

Only two regular spots left (private double cabin) for couple or two singles to share and one small (30% cheaper) single crew cabinThis 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: 3
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

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: 4
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