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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.
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

GayNudeSail Exclusive St. Martin, May 11-18 2024

One regular spot left (shared double cabin) and one small single (30% cheaper) crew cabins. 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.

€ 1895.00
Spots available: 1
Special Offer
May 11, 2024 - May 18, 2024

GaySail Exclusive St. Martin May 11-18 2024

Only one (shared or private) 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 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.

€ 1326.50
€ 1895.00
Spots available: 3
May 18, 2024 - May 25, 2024

GayNudeSail Exclusive St. Martin, May 18-25 2024

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.

€ 1895.00
Spots available: 3
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
Special Offer
Jun 1, 2024 - Jun 8, 2024

GayNudeSail Exclusive Split-Hvar-Dubrovnik, June 1-8 2024

Only one 30% cheaper single crew cabin left. An exclusive nude catamaran sailing vacation that starts in the World Heritage village of Trogir, next to Split. On this GayNudeSail 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.

€ 1326.50
€ 1895.00
Spots available: 1
Special Offer
Jul 20, 2024 - Jul 27, 2024

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

Only one small (30% cheaper) single crew cabin left. 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.

€ 1396.50
€ 1995.00
Spots available: 1
Jul 27, 2024 - Aug 3, 2024

GayNudeSail Exclusive Split-Hvar-Dubrovnik, July 27- August 3 2024

Only one shared double cabin and small 30% cheaper single crew cabin left. An exclusive nude catamaran sailing vacation that starts in the World Heritage village of Trogir, next to Split. On this GayNudeSail 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.

€ 1995.00
Spots available: 2
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
Aug 10, 2024 - Aug 17, 2024

GayNudeSail Exclusive Split-Hvar-Dubrovnik, August 10-17 2024

We added a second catamaran, so 20 (nude) gay guys in total! An exclusive nude catamaran sailing vacation that starts in the World Heritage village of Trogir, next to Split. On this GayNudeSail 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.

€ 1995.00
Spots available: 2