Skip to main content

GaySail Cruises

Below is a list of all upcoming cruises.


GaySail Exclusive: Tahiti 2026, Fully Booked

November 07, 2026 - Nov 14, 2026

Fully Booked

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 Lagoon 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. Tahiti is in the Society Islands, made up of the Windward and the Leeward Islands. This area boasts some of the most famous, spectacular landscapes in the world, including the idyllic Bora Bora for romantics, as well as Raiatea, Tupai, Maupiti and Moorea. Have a look at our Tahiti trailer. 


GayNudeSail Exclusive Tahiti 2026

November 14, 2026 - Nov 21, 2026

€300,- /$350,- Last Minute Discount, now €1595,- to €2295,- a person, incl. breakfast and lunch.

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 Lagoon 52 feet catamaran, 14 nude guys in total! Sail around the ancient volcanic remains and atolls while spotting turtles, dolphins, unspoiled coral and shoals of colorful fish. Tahiti is in the Society Islands, made up of the Windward and the Leeward Islands. This area boasts some of the most famous, spectacular landscapes in the world, including the idyllic Bora Bora for romantics, as well as Raiatea, Tupai, Maupiti and Moorea. Have a look at our Tahiti trailer. 


GaySail Exclusive Virgin Islands

January 23, 2027 - Jan 30, 2027

From €2495,- to €1795,- a person.

A luxury GaySail Exclusive Cruise (clothing optional) through the breathtaking British Virgin Islands, starting and ending in Tortola.

Picture yourself surrounded by crystal-clear turquoise waters, white sandy beaches lined with palm trees, hidden tropical coves and warm Caribbean sunshine. Enjoy unforgettable snorkeling and diving among colorful coral reefs, relaxed island hopping and exhilarating sailing between some of the Caribbean’s most beautiful islands, including Virgin Gorda, Jost Van Dyke, Norman Island and Anegada.

An unforgettable gay sailing vacation shared with 20 gay guys aboard of two luxury 42-45ft-catamarans. These spacious and modern catamarans offer the perfect mix of comfort, freedom and social atmosphere.

Have a look at our for our Caribbean trailer to get a good impression of this week.

 


GayNudeSail Exclusive Virgin Islands

January 30, 2027 - Feb 06, 2027

From €2495,- to €1795,- a person.

A luxury GayNudeSail Exclusive Cruise through the breathtaking British Virgin Islands, starting and ending in Tortola, British Virgin Islands.

Picture yourself surrounded by crystal-clear turquoise waters, white sandy beaches lined with palm trees, hidden tropical coves and warm Caribbean sunshine. Enjoy unforgettable snorkeling and diving among colorful coral reefs, relaxed island hopping and exhilarating sailing between some of the Caribbean’s most beautiful islands, including Virgin Gorda, Jost Van Dyke, Norman Island and Anegada.

An unforgettable gay nude sailing vacation shared with 20 gay guys aboard of two luxury  42-45ft-foot catamarans. These spacious and modern catamarans offer the perfect mix of comfort, freedom and social atmosphere.

Have a look at our for our Caribbean trailer to get a good impression of this week.

 


GaySail Exclusive Thailand 2027

March 20, 2027 - Mar 27, 2027

€1595,- to €2295,- a person. incl. breakfast and lunch.

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 52 feet Lagoon Catamaran. This catamaran has room for 14 guys, and has five double cabins with private bathroom. As a single you can book a private double cabin,  a shared double bunkbed cabin, a shared double cabin with sharede double bed or a small (30% cheaper) single crew cabin in the front. 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 second week is a nude cruise. See link for our Thailand Trailer. 


GayNudeSail Exclusive Thailand 2027

March 27, 2027 - Apr 03, 2027

€1595,- to €2295,- a person, incl. breakfast and lunch.

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 week is a GayNudeSail Exclusive Sailing Cruise on a luxury 52 feet Lagoon Catamaran which has room for 14 guys. This catamaran has five double cabins with private bathroom. As a single you can book a private double cabin,  a shared double bunkbed cabin, a shared double cabin with sharede double bed or a small (30% cheaper) single crew cabin in the front. Start and finish in Phuket. Both weeks have a different itinerary, so, if you like, you can make a great two week sail. See link for our Thailand Trailer. The catamarans starts this week in Patong and finishes in the Yacht Haven Marina in the north of Phuket, close to the airport.


GaySail Exclusive St. Martin 2027

May 15, 2027 - May 22, 2027

€1675,- to €2395,- a person, incl. breakfast and lunch.

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 10-20 nude gay guys on one or two luxury Bali 4.5 feet catamarans! These catamarans have four double cabins with private bathroom. As a single you can book a private double cabin, a shared double cabin with sharede double bed or a small (30% cheaper) single crew cabin in the front. Have a look at our for our Caribbean trailer to get a good impression of this week.


GayNudeSail Exclusive St. Martin 2027

May 22, 2027 - May 29, 2027

€1675,- to €2395,- a person, incl. breakfast and lunch.

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 10-20 nude gay guys on one or two luxury Bali 4.5 feet catamarans! These catamarans have four double cabins with private bathroom. As a single you can book a private double cabin, a shared double cabin with sharede double bed or a small (30% cheaper) single crew cabin in the front. See link for our Caribbean movie trailer. 


GaySail Exclusive: France, Côte d'Azur May 2027 (Pentacost)

May 22, 2027 - May 29, 2027

€2195,- to €1535,- a person, incl. breakfast and lunch.

Experience the freedom of an exclusive gay catamaran sailing adventure along the breathtaking Côte d’Azur. Your journey begins and ends in Port Pin Rolland, just next to Toulon and its international airport — the perfect gateway to the Mediterranean.

Step aboard your comfortable 38-foot catamaran and leave the everyday behind. Feel the sun on your skin and the sea breeze around you as you sail past some of the South of France’s most iconic destinations. From the glamour of Saint-Tropez to the unspoiled beauty of Porquerolles — a true island paradise where cars don’t exist and life slows down to bikes, boats, and barefoot walks.

With your experienced gay skipper taking care of everything, all that’s left for you to do is unwind, connect, and enjoy life at sea — exactly as it should be.

 


GayNudeSail Exclusive: France, Côte d'Azur June 2027

June 05, 2027 - Jun 12, 2027

€2195,- to €1535,- a person, incl. breakfast and lunch.

Experience the freedom of an exclusive gay nude catamaran sailing adventure along the breathtaking Côte d’Azur. Your journey begins and ends in Port Pin Rolland, just next to Toulon and its international airport — the perfect gateway to the Mediterranean.

Step aboard your comfortable 38-foot catamaran and leave the everyday behind. Feel the sun on your skin and the sea breeze around you as you sail past some of the South of France’s most iconic destinations. From the glamour of Saint-Tropez to the unspoiled beauty of Porquerolles — a true island paradise where cars don’t exist and life slows down to bikes, boats, and barefoot walks.

With your experienced gay skipper taking care of everything, all that’s left for you to do is unwind, connect, and enjoy life at sea — exactly as it should be.

 


GaySail Exclusive Split-Hvar-Dubrovnik June 2027

June 19, 2027 - Jun 26, 2027

From €1695,00 to €2395,- , incl. breakfast and lunch.

An exclusive catamaran sailing vacation that starts in the World Heritage village of Trogir, next to Split. We sail with one or two 42 ft Lagoon catamaran, 10-20 gay guys. These catamarans have four double cabins with private bathroom and two small single cabins in the front. As a single you can book a private double cabin, a shared double cabin with sharede double bed or a small (30% cheaper) single crew cabin in the front. On this GaySail Exclusive trip you can join one or two weeks. The week after 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.


GaySail Exclusive: France, Côte d'Azur June 2027

June 19, 2027 - Jun 26, 2027

€1535,- to €2195,- a person, incl. breakfast and lunch.

Discover an exclusive gay catamaran sailing experience along the stunning Côte d’Azur. Your journey begins and ends in Port Pin Rolland, just next to Toulon and its international airport — the perfect start to a carefree Mediterranean escape.

Step aboard your comfortable 38-foot catamaran and let the rhythm of the sea take over. Sail along one of Europe’s most iconic coastlines, from the glamour of Saint-Tropez to the untouched beauty of Porquerolles — a true island paradise where cars are nowhere to be found and life slows down to bikes, boats, and peaceful walks.

With your experienced gay skipper taking care of everything, all that’s left for you to do is unwind, connect, and enjoy the freedom of life at sea.

 


GayNudeSail Exclusive Dubrovnik-Brac-Split June 2027

June 26, 2027 - Jul 03, 2027

€1695,- to €2395,- a person, incl. breakfast and lunch.

This week of this 2-week GayNudeSail Exclusive Catamaran Sailing cruise starts in Dubrovnik and ends in Split (Trogir). We sail with one or two 42 ft Lagoon catamarans. These catamarans have four double cabins with private bathroom and two small single cabins in the front. As a single, you can book a private double cabin, a shared double cabin or a small (30% cheaper) single crew cabin, 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.


GayNudeSail Exclusive Split-Hvar-Dubrovnik July 2027

July 03, 2027 - Jul 10, 2027

Only one single crew cabin left €1695,- a person, incl. breakfast and lunch.

An exclusive nude catamaran sailing vacation that starts in the World Heritage village of Trogir, next to Split. We sail with one or two 42 ft catamarans. So, 10-20 nude gay guys in total! These catamarans have four double cabins with private bathroom and two small single cabins in the front. As a single you can book a private double cabin, a shared double cabin, or a small (30% cheaper) single crew cabin. On this GayNudeSail Exclusive trip you can join one or two weeks. The week before (and after) 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.


GaySail Exclusive Dubrovnik-Brac-Split July 2027

July 10, 2027 - Jul 17, 2027

€1695,- to €2395,- a person, incl. breakfast and lunch.

This week of this 2-week GaySail Exclusive Catamaran Sailing cruise starts in Dubrovnik and ends in Split (Trogir). We sail with one or two 42 ft Lagoon catamarans. These catamarans have four double cabins with private bathroom. As a single you can book a private double cabin,  a shared double cabin or a small single crew cabins in the front. 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.


GayNudeSail Exclusive: France, Côte d'Azur July 2027

July 31, 2027 - Aug 07, 2027

€2195,- to €1535,- a person, incl. breakfast and lunch.

Experience the freedom of an exclusive gay nude catamaran sailing adventure along the breathtaking Côte d’Azur. Your journey begins and ends in Port Pin Rolland, just next to Toulon and its international airport — the perfect gateway to the Mediterranean.

Step aboard your comfortable 38-foot catamaran and leave the everyday behind. Feel the sun on your skin and the sea breeze around you as you sail past some of the South of France’s most iconic destinations. From the glamour of Saint-Tropez to the unspoiled beauty of Porquerolles — a true island paradise where cars don’t exist and life slows down to bikes, boats, and barefoot walks.

With your experienced gay skipper taking care of everything, all that’s left for you to do is unwind, connect, and enjoy life at sea — exactly as it should be.

 


GaySail Special Athens-Hydra-Porto Heli 2027

August 21, 2027 - Aug 28, 2027

€2195,00, incl. breakfast and lunch.

A wonderful Gay Sailing Cruise in Greece in the Saronic Gulf of Greece. 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! You will be surrounded by the beautiful bays and coves of the Saronic Gulf, with quiet villages and busy tourist destinations, historic sites and scenic beaches. We sail with a beautiful Oceanis 51.1 which has room for 11 guys. It contains four double cabins, one bunk bed cabins for singles, 3 bathrooms and one single cabin in the front with acces from the deck (and toiliet and sink). See link for our Greek trailer.


GayNudeSail Special Porto Heli-Epidauros-Athens 2027

August 28, 2027 - Sep 04, 2027

€2195,00 incl. breakfast and lunch.

A wonderful Gay Sailing Cruise in Greece in the Saronic Gulf of Greece. 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! You will be surrounded by the beautiful bays and coves of the Saronic Gulf, with quiet villages and busy tourist destinations, historic sites and scenic beaches. We sail with a beautiful Oceanis 51.1, which has room for 11 guys. It contains four double cabins, one bunk bed cabin, one single cabin with acces from the deck (with toilet and sink) and 3 bathrooms. See link for our Greek trailer.


GayNudeSail Exclusive: France, Côte d'Azur September 2027

September 04, 2027 - Sep 11, 2027

€2195,- to €1535,- a person, incl. breakfast and lunch.

Experience the freedom of an exclusive gay nude catamaran sailing adventure along the breathtaking Côte d’Azur. Your journey begins and ends in Port Pin Rolland, just next to Toulon and its international airport — the perfect gateway to the Mediterranean.

Step aboard your comfortable 38-foot catamaran and leave the everyday behind. Feel the sun on your skin and the sea breeze around you as you sail past some of the South of France’s most iconic destinations. From the glamour of Saint-Tropez to the unspoiled beauty of Porquerolles — a true island paradise where cars don’t exist and life slows down to bikes, boats, and barefoot walks.

With your experienced gay skipper taking care of everything, all that’s left for you to do is unwind, connect, and enjoy life at sea — exactly as it should be.

 


GaySail Exclusive: France, Côte d'Azur september 2027

September 11, 2027 - Sep 18, 2027

€1535,- to €2195,- a person, incl. breakfast and lunch.

Experience the freedom of an exclusive gay catamaran sailing adventure along the breathtaking Côte d’Azur. Your journey begins and ends in Port Pin Rolland, just next to Toulon and its international airport — the perfect gateway to the Mediterranean.

Step aboard your comfortable 38-foot catamaran and leave the everyday behind. Feel the sun on your skin and the sea breeze around you as you sail past some of the South of France’s most iconic destinations. From the glamour of Saint-Tropez to the unspoiled beauty of Porquerolles — a true island paradise where cars don’t exist and life slows down to bikes, boats, and barefoot walks.

With your experienced gay skipper taking care of everything, all that’s left for you to do is unwind, connect, and enjoy life at sea — exactly as it should be.

 


GaySail Exclusive: Tahiti 2027

November 13, 2027 - Nov 20, 2027

€1795,- to €2595,- a person, incl. breakfast and lunch.

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 one or two luxury Lagoon 52 feet catamarans, 14-28 guys in total! Sail around the ancient volcanic remains and atolls while spotting turtles, dolphins, unspoiled coral and shoals of colorful fish. Tahiti is in the Society Islands, made up of the Windward and the Leeward Islands. This area boasts some of the most famous, spectacular landscapes in the world, including the idyllic Bora Bora for romantics, as well as Raiatea, Tupai, Maupiti and Moorea. Have a look at our Tahiti trailer. 


GayNudeSail Exclusive Tahiti 2027

November 20, 2027 - Nov 27, 2027

€1795,- to €2595,- a person, incl. breakfast and lunch.

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 one or two luxury Lagoon 52 feet catamarans, 14-28 nude guys in total! Sail around the ancient volcanic remains and atolls while spotting turtles, dolphins, unspoiled coral and shoals of colorful fish. Tahiti is in the Society Islands, made up of the Windward and the Leeward Islands. This area boasts some of the most famous, spectacular landscapes in the world, including the idyllic Bora Bora for romantics, as well as Raiatea, Tupai, Maupiti and Moorea. Have a look at our Tahiti trailer.