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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.
Jun 24, 2023 - Jul 1, 2023

GaySail Exclusive Dubrovnik-Brac-Split, June 24- July 1 2023

This week of this 2-week GaySail Exclusive Catamaran Sailing cruise starts in Dubrovnik and ends in Split (Trogir). We sail with two catamarans, both clothing optional. 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.

€ 1795.00
Spots available: 5
Jul 1, 2023 - Jul 8, 2023

GaySail Exclusive Split-Hvar-Dubrovnik, July 1-8 2023

Fully Booked. An exclusive gay catamaran sailing vacation that starts in the World Heritage village of Trogir, next to Split. On this GaySail Exclusive trip you can join one or two weeks. The week before we sail from Dubrovnik back to Split (Trogir). Both weeks have a distinct route with different ports, bays and islands. Let our Gay skipper guide you over the Adriatic seas. See link for our Croatia & Montenegro Trailer.

€ 1795.00
Spots available: 0
Oct 21, 2023 - Oct 28, 2023

GaySail Exclusive St. Martin Oct. 21- 28 2023

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 20 gay guys on two luxury catamarans! This catamaran is the clothing optional catamaran, the other one is the nude one. See link for our Caribbean movie trailer.

€ 1895.00
Spots available: 5
Oct 28, 2023 - Nov 4, 2023

GaySail Exclusive St. Martin Oct. 28 - Nov. 4 2023

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 20 gay guys on two luxury catamarans! This catamaran is the clothing optional catamaran, the other one is the nude one. See link for our Caribbean movie trailer.

€ 1895.00
Spots available: 8
Nov 4, 2023 - Nov 11, 2023

GaySail Exclusive Tahiti Nov 2023

Only one spot, shared double, cabin left. 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 a luxury 52 feet catamaran, 14 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

€ 2295.00
Spots available: 0
Dec 24, 2023 - Dec 31, 2023

GaySail Exclusive Thailand, X-Mas 2023

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.

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

GaySail Exclusive Thailand, New Year 2023-20234

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.

€ 1995.00
Spots available: 6
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.

€ 1795.00
Spots available: 0