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2019 GAY SAILING Cruises Events are ordered by date, click on the Event title below to view details |
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Puerto Rico Spanish Virgin Islands Gay Cruise February 23 – March 2, 2019 - 7 Nights Puerto Del Rey, Isla Palominos, Culebra, Bahia del Almodovar, Flamenco, Playa Tamarindo, Esperanza, Mosquito Bay, Ensenada Honda, Green Beach, and more! Our new gay sailing cruise destination for 2019: Puerto Rico! This week is a GaySail Exclusive (clothes optional) Cruise on a luxury catamaran for 10 persons. With short travel distances and some of the Caribbean's most pristine beaches, a gay sailing cruise in Puerto Rico is idyllic. Enjoy line-of-sight navigation and year-round warm weather, and the solitude of uncrowded anchorages.
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Langkawi to Phuket Gay Sailing Cruise March 1 – 7, 2019 - 7 Days Langkawi (Malaysia), Marine National Park, Phuket (Thailand), and more! Join us on this exotic HOT BuOYS gay sailing cruise from Langkawi, Malaysia, Langkawi, the Jewel of Kedah in the Andaman Sea, to Phuket, Thailand! This gay sailing adventure trip combines two of the most sought after destinations of Malaysia and Thailand with a fantastic remote Marine National Park. Gay Phuket combines tropical white sandy beaches with intense nightlife.
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Puerto Rico Spanish Virgin Islands Gay Cruise March 2 – 9, 2019 - 7 Nights Puerto Del Rey, Isla Palominos, Culebra, Bahia del Almodovar, Flamenco, Playa Tamarindo, Esperanza, Mosquito Bay, Ensenada Honda, Green Beach, and more! Our new gay sailing cruise destination for 2019: Puerto Rico! This week is a Gay Nude Sail Exclusive Cruise on a luxury catamaran for 10 persons. With short travel distances and some of the Caribbean's most pristine beaches, a naked gay sailing cruise in Puerto Rico is idyllic. Enjoy line-of-sight navigation and year-round warm weather, and the solitude of uncrowded anchorages.
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Brazil Au Naturel Nude Gay Sailing Cruise March 9 – 16, 2019 - 7 Nights Paraty, Angra dos Reis, Ilha Grande, and more! Relaxing, fun and enjoyable nude gay sailing cruise in the most beautiful sailing area of Brazil, just South of Rio de Janeiro and North of São Paulo. We will sail between Paraty, Angra dos Reis and Ilha Grande. This is a combination of great relaxing sailings (moderate winds), wonderful bays and beaches for naked swimming and snorkeling. Walks to reviving fresh waterfalls and visits to the stunning picturesque colonial Brasilian harbour villages. Combine this cruise with Rio Carnival 2019!
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Brazil Clothing Optional Gay Sailing Cruise March 16 – 23, 2019 - 7 Nights Paraty, Angra dos Reis, Ilha Grande, and more! Relaxing, fun and enjoyable clothing optional gay sailing cruise in the most beautiful sailing area of Brazil, just South of Rio de Janeiro and North of São Paulo. We will sail between Paraty, Angra dos Reis and Ilha Grande. This is a combination of great relaxing sailings (moderate winds), wonderful bays and beaches for naked swimming and snorkeling. Walks to reviving fresh waterfalls and visits to the stunning picturesque colonial Brasilian harbour villages. Combine this cruise with Rio Carnival 2019!
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Tahiti, French Polynesia Gay Sailing Cruise April 6 – 13, 2019 - 7 Nights Raiatea, Tahaa, Bora Bora, Huahine, and more! Welcome to Gay Tahiti, which sits within a cruising ground of five groups of islands bursting with exciting marine life, emerald volcanic peaks and vivid exotic flowers. 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. Join us on a great one week luxury GaySail Exclusive Gay Catamaran cruise. We will sail along the beautiful Tahiti Islands on a luxury 52 feet catamaran which gives room to 14 gay guys.
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Spanish Virgin Islands - Caribbean Gay Cruise April 13 – 20, 2019 - 7 Nights Fajardo, Isla Pineros, Flamenco Island, Punta Tamarindo, El Faro, Culebra, Vieques, Esperanza, Palomino, and more! Come experience the amazing waters and islands of the Caribbean Spanish Virgin Islands with an outstanding crew dedicated to providing you the very best experience possible. Take part in as much of the gay sailing cruise fun as you want or sit back, grab a cocktail and enjoy the view with the other gay men aboard. If you are looking for a somewhat remote pure paradise for your next vacation aboard an all-inclusive gay sailing charter, then the Spanish Virgin Islands are your answer!
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Tahiti, French Polynesia Nude Gay Sailing Cruise April 13 – 20, 2019 - 7 Nights Raiatea, Tahaa, Bora Bora, Huahine, and more! Welcome to Nude Gay Tahiti, which sits within a cruising ground of five groups of islands bursting with exciting marine life, emerald volcanic peaks and vivid exotic flowers. 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. Join us on luxury GayNudeSail Exclusive Gay Catamaran cruise. We will sail along the beautiful Tahiti Islands on a luxury catamaran which gives room to 14 naked gay guys.
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Caribbean Grenadines Au Naturel Naked Gay Sailing Cruise April 13 - 20, 2019 - 7 Nights St.Vincent, Mayreau, Canouan, Union Island, Mustique, and more! Amazing nude gay sailing itinerary from the Blue Lagoon Marina on the South tip of Saint Vincent right into the stunning Grenadines island group. On our route we will visit Mayreau, Canouan, Union island, we'll anchor right in the middle of the amazing Tobago Cays and of course we won't skip the bars and jetset on Mustique. All together a relaxing, fun nude gay sailing cruise with plenty of white beaches for sunning and swimming naked.
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Spanish Virgin Islands - Caribbean Gay Cruise April 20 – 27, 2019 - 7 Nights Fajardo, Isla Pineros, Flamenco Island, Punta Tamarindo, El Faro, Culebra, Vieques, Esperanza, Palomino, and more! Come experience the amazing waters and islands of the Caribbean Spanish Virgin Islands with an outstanding crew dedicated to providing you the very best experience possible. Take part in as much of the gay sailing cruise fun as you want or sit back, grab a cocktail and enjoy the view with the other gay men aboard. If you are looking for a somewhat remote pure paradise for your next vacation aboard an all-inclusive gay sailing charter, then the Spanish Virgin Islands are your answer!
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Croatia Pride Sailing Holidays from Split June 1 - 8, 2019 - 7 Nights Split, Brac, Hvar, Vis, Korcula, Mljet, Dubrovnik, and more! Gay Sailing Holidays in Croatia. We offer exclusive gay island hopping vacations. We sail you on your private yacht from island to island, stopping at nude/gay nude beaches for your afternoon dip and escort you to the local gay bars and clubs. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast.
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Croatia Kornati Islands Gay Sailing Cruise June 1 – 8, 2019 - 7 Nights Trogir, Split, Hvar, Solta, Drvenik, Primosten, Kornati Islands, Zadar, Krka, and more! Relaxing, fun and enjoyable clothing optional gay sailing cruise from Trogir (Split) to the Kornati islands. On the way we will sail up the Skradin river to visit the stunning Krka waterfalls National Park. A combination of charming typical Croatian picturesque villages such as Primosten, Trogir and Drvenik and of course the famous rugged moon landscape from the Kornati islands.
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Sporades Islands (Skiathos) Greece Nude Gay Sailing Cruise June 1 – 8, 2019 - 7 Nights Skiathos, Skopelos, Alonnisos, Kira Panagia, and more! From Skiathos port, with its many restaurants and pubs, we start this nude gay sailing cruise and visit the various beautiful islands in this fantastic cruising area. Sporades refers to "scattered", and that's how these islands are placed in the Aegean sea. You can expect beautiful secluded and clear water bays, green hills and sandy beaches. There will often be the choice to stay overnight in a village or in a bay and sleep under the stars!
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Croatia Islands Au Naturel Nude Gay Sailing Cruise June 8 – 15, 2019 - 7 Nights Split, Trogir, Brac, Hvar, Korcula, Vis, Drvenik, and more! Relaxing, fun and enjoyable nude gay sailing cruise between the stunning medieval town of Trogir, the islands of Brac, Hvar, Korcula, Vis and Drvenik. Great combination of wonderful bays, stunning nature (blue caves) and visits to the picturesque Dalmatian harbour villages such as the mondaine Hvar with it's gay party scene and the Jerolim gay nude beaches.
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Croatia Pride Sailing Holidays from Dubrovnik June 8 – 15, 2019 - 7 Nights Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more! Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.
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Mallorca & Ibiza Gay Sailing Cruise June 22 – 29, 2019 - 7 Nights Palma de Mallorca, Andratx, Sant Antoni de Portmany, Ibiza, and more! A great clothing optional gay sailing week from Mallorca to the happy gay island of Ibiza. Off the coast of eastern Spain is the Balearic Islands’ archipelago with its warm Mediterranean weather, sandy beaches and dramatic coastline. World-famous for its lively gay nightlife on Ibiza and its great gay beach. It’s also perfect for water sports fans, nature lovers and those who want to relax on the beach in peace and quiet.
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Ibiza & Formentera Luxury Gay Sailing Yoga June 24 – 28, 2019 - 5 Days Ibiza & Formentera, Spain It will be 5 days of wellness and nature: daily yoga practice, delicious organic food, meditation, massage, starry skies, magical sunsets, amazing beaches and views. A gay retreat you will truly never forget. We have created this unforgettable experience in the 2 gems of the Mediterranean sea, Ibiza and Formentera. With over 300 days of sunshine, the Balearic Islands are known for their turquoise blue waters, dramatic calas and magnificent sandy beaches.
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Croatia Pride Sailing Holidays from Split June 29 - July 6, 2019 - 7 Nights Split, Brac, Hvar, Vis, Korcula, Mljet, Dubrovnik, and more! Gay Sailing Holidays in Croatia. We offer exclusive gay island hopping vacations. We sail you on your private yacht from island to island, stopping at nude/gay nude beaches for your afternoon dip and escort you to the local gay bars and clubs. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast.
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Ibiza & Mallorca Nude Gay Sailing Cruise June 29 – July 06, 2019 - 7 Nights Ibiza, Es Cavallet, Formentera, Cabrera, Cala Figueras, Colonia San Jordi, Es Trenc, Palma de Mallorca, and more! A great nude gay sailing week from the happy gay island of Ibiza to Mallorca. Off the coast of eastern Spain is the Balearic Islands’ archipelago with its warm Mediterranean weather, sandy beaches and dramatic coastline. World-famous for its lively gay nightlife on Ibiza and its great gay beach. It’s also perfect for water sports fans, nature lovers and those who want to relax on the beach in peace and quiet.
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Croatia Pride Sailing Holidays from Dubrovnik July 6 – 13, 2019 - 7 Nights Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more! Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.
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Croatia Luxury Nude Gay Sailing Cruise from Split to Dubrovnik July 13 – 20, 2019 - 7 Nights Split, Hvar, Vis, Korcula, Lastavo, Miljet, Dubrovnik, and more! This Gay Nude Sail Exclusive all-inclusive luxury naked gay cruise let you discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Split (Trogir). During your nude gay sailing adventure you are taken care by our X-clusive Naked Gay Sailing hosting team on a large and very luxurious 40 ft Lagoon catamaran with all comforts.
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Spain Gay Sailing Cruise From Mallorca To Ibiza July 13 – 20, 2019 - 7 Nights Ibiza, Formentera Mallorca, and more! Fun and enjoyable Clothing optional gay sailing cruise from Palma de Mallorca to Ibiza on our spacious Sun Odyssey 509 sailing yacht. Relaxing combination of great sailings, beautiful white nude beaches (like the gay nude beach Es Trenc), the stunning national park of Ilha Cabrera e del Conills and lovely bays on Ibiza and Formentera to swim and snorkel in the buff. Of course there will be also time to party with the boys in the beach bars ashore!
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Croatia Pride Sailing Holidays from Split July 13 - 20, 2019 - 7 Nights Split, Brac, Hvar, Vis, Korcula, Mljet, Dubrovnik, and more! Gay Sailing Holidays in Croatia. We offer exclusive gay island hopping vacations. We sail you on your private yacht from island to island, stopping at nude/gay nude beaches for your afternoon dip and escort you to the local gay bars and clubs. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast.
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Sicily Aeolian Islands Gay Sailing Cruise July 20 - 27, 2019 - 8 Days From/to Palermo, Sicily - Alicudi, Filicudi, Lipari, Vulcano, Panarea, and more! Gay Sailing Week in the Aeolian islands! On your marks, get set, SAIL! Yes Christopher Columbus and his gay entourage have a gay sailing cruise! Okay minus Chris :) This is gay sailing like no other. From the moment you step on board Italy Gay Travels will float your boat! (Spritz anyone?). Discover the amazing Aeolian islands, off Sicily, and its crystaline waters: Alicudi, Filicudi, Lipari, Vulcano, Panarea to name a few.
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Croatia Luxury Nude Gay Sailing Cruise from Dubrovnik to Split July 20 – 27, 2019 - 7 Nights Dubrovnik, Mljet, Korcula, Lastavo, Vis, Brac, Split, and more! This Gay Nude Sail Exclusive luxury all-inclusive naked gay sailing cruise let you discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Split (Trogir). During your gay sailing adventure you are taken care by our X-clusive Naked Gay Sailing hosting team on a large and very luxurious 4o ft Lagoon catamaran with all comforts.
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Spain Au Naturel Nude Gay Sailing Cruise From Ibiza To Mallorca July 20 – 27, 2019 - 7 Nights Ibiza, Formentera, Mallorca, and more! Fun and enjoyable nude gay sailing cruise from Ibiza to Palma de Mallorca on our spacious Sun Odyssey 509 sailing yacht. Relaxing combination of great sailings, beautiful white nude beaches (like the gay nude beach Es Trenc), the stunning national park of Ilha Cabrera e del Conills and lovely bays on Ibiza and Formentera to swim and snorkel in the buff. Of course there will be also time to party with the boys in the beach bars ashore!
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Croatia Pride Sailing Holidays from Dubrovnik July 20 – 27, 2019 - 7 Nights Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more! Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.
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Croatia Luxury Nude Gay Sailing Cruise from Split to Dubrovnik July 27 – August 03, 2019 - 7 Nights Split, Hvar, Vis, Korcula, Lastavo, Miljet, Dubrovnik This Gay Nude Sail Exclusive all-inclusive luxury naked gay cruise let you discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Split (Trogir). During your naked gay sailing adventure you are taken care by our X-clusive Nude Gay Sailing hosting team on a large and very luxurious 40 ft Lagoon catamaran with all comforts.
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Gay Greece Sailing Cruise: Athens - Hydra - Spetses August 03 – 10, 2019 - 7 Nights Athens, Poros, Hydra, Leonidon, Monemvasia, Kiparesi, Spetses, and more! 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! We sail with two similar sailing yachts, so all together a group of 22 nude gay guys!
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Croatia & Montenegro Luxury Nude Gay Sailing Cruise: Dubrovnik - Montenegro - Dubrovnik August 03 – 10, 2019 - 7 Nights Dubrovnik, Lokrum, Cavtat (Croatia), Tivat, Budva, Kotor, Zelenika, Herzeg Novi (Montenegro) Another new gay nude sailing cruise destination which is very popular by our gay skippers: Under the Dalmatian coast of Croatia, the overwhelming environment passes into the beautiful country Montenegro. Just south of Dubrovnik in Croatia, Montenegro's UNESCO status attracts sailing enthusiasts around the world. Discover white sandy beaches, small, uninhabited islands, inlets accessible only by boat and charming harbors.
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Croatia Exclusive Nude Gay Sailing Cruise: Dubrovnik - Brac - Split August 10 – 17, 2019 - 7 Nights Dubrovnik, Mljet, Korcula, Scedro, Hvar, Brac, Split, and more! This Gay Nude Sail Exclusive naked gay cruise let you discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Split (Trogir). During your naked gay sailing adventure you are taken care by our X-clusive Nude Gay Sailing hosting team on a large and luxurious catamaran (Lagoon 40) with all comforts.
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Gay Greece Sailing Cruise: Spetses - Epidaurus - Athens August 10 – 17, 2019 - 7 Nights Spetses, Navplion, Astrous, Ernioni, Perdika (Aegina), Epidavros, Athens, and more! This clothing optional gay sailing holiday we sail from Spetses Island, visiting the great city of Navplion, the Island of Aegina with is famous temple and the world famous Epidaurus amphitheater on our way back to Athens. Let our Gay skipper guide you over the Greek seas. We sail with two similar sailing yachts, so all together a group of 22 gay guys!
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Mykonos Greece Pride Sailing Holidays August 10 - 17, 2019 - 7 Nights Mykonos, Paros, Ios, Santorini, Naxos, and more! Gay Sailing Holidays in Greece. Join us on our exclusive Gay Sailing holiday in Mykonos, Greece. We have a terrific catamaran and fully crewed, gay charter for you on the most spectacular and most gay sailing holiday on the market! We are offering a round trip, starting and ending in Mykonos, stopping in the party island of Ios and going down to Santorini. You'll have the time of your life, on an unforgettable gay island hopping vacation.
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Croatia Luxury Gay Sailing Cruise from Split to Dubrovnik August 17 – 24, 2019 - 7 Nights Split, Hvar, Vis, Korcula, Lastavo, Miljet, Dubrovnik, and more! This Gay Sail Exclusive clothing optional all-inclusive luxury gay cruise let you discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Split (Trogir). During your gay sailing adventure you are taken care by our X-clusive Gay Sailing hosting team on a large and very luxurious 40 ft Lagoon catamaran with all comforts.
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Greece Nude Gay Cruise: Athens-Hydra-Spetses August 17 – 24, 2019 - 7 Nights Athens, Poros, Hydra, Leonidon, Monemvasia, Kiparesi, Spetses, and more! A wonderful Nude 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.
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Mykonos Greece Pride Sailing Holidays August 17 - 24, 2019 - 7 Nights Mykonos, Paros, Ios, Santorini, Naxos, and more! Gay Sailing Holidays in Greece. Join us on our exclusive Gay Sailing holiday in Mykonos, Greece. We have a terrific catamaran and fully crewed, gay charter for you on the most spectacular and most gay sailing holiday on the market! We are offering a round trip, starting and ending in Mykonos, stopping in the party island of Ios and going down to Santorini. You'll have the time of your life, on an unforgettable gay island hopping vacation.
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Croatia Luxury Gay Sailing Cruise from Dubrovnik to Split August 24 – 31, 2019 - 7 Nights Dubrovnik, Mljet, Korcula, Lastavo, Vis, Brac, Split, and more! This Gay Sail Exclusive luxury all-inclusive clothing optional gay sailing cruise let you discover the most beautiful islands and ancient picturesque villages of Croatia and of course the World Heritage cities of Dubrovnik and Split (Trogir). During your gay sailing adventure you are taken care by our X-clusive Gay Sailing hosting team on a large and very luxurious 4o ft Lagoon catamaran with all comforts.
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Greece Nude Gay Cruise Sailing: Spetses - Epidaurus - Athens August 24 – 31, 2019 - 7 Nights Spetses, Navplion, Astrous, Ermioni, Perdika (Aegina), Epidavros, Athens , and more! If you are looking for a nude 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.
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Greek Islands Odyssey All-Gay Cruise 2019 August 24 - 31, 2019 - 7 Nights Athens, Milos, Santorini, Mykonos, Sifnos, Spetses (Greece), Bodrum (Turkey) Star Clippers S/V Star Flyer - 170 passengers From/to Athens, Greece Discover the magic and mythology of the Greek Isles – one of the most storied regions of the world – on a private all-gay voyage of the beautiful tall ship, Star Flyer. Sail across the azure waters of the Aegean Sea visiting the small hidden ports of Milos, Sifnos & Spetses, and the legendary islands of Santorini and Mykonos.
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Greece Dodecanese Islands (Kos) Clothing Optional Luxury Gay Sailing Cruise August 24 – 31, 2019 - 7 Nights Kos, Alimnia, Nisiros, Tilos, Halki, Simi, and more! Relaxing and enjoyable luxury clothng optional gay sailing cruise along the beautiful Greek islands in the Dodecanese Sea; Kos, Alimnia, Nisiros, Tilos, Halki and Simi. This gay cruise is on a very spacious and comfortable classic (but modern) gullet, with 6 large double bedrooms. In the lounge area there is a full service bar open all day (and night). The front deck has 12 very comfortable sunbeds for relaxing or sunning nude.
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Croatia Pride Sailing Holidays from Split August 24 - 31, 2019 - 7 Nights Split, Brac, Hvar, Vis, Korcula, Mljet, Dubrovnik, and more! Gay Sailing Holidays in Croatia. We offer exclusive gay island hopping vacations. We sail you on your private yacht from island to island, stopping at nude/gay nude beaches for your afternoon dip and escort you to the local gay bars and clubs. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast.
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Croatia Istria Clothing Optional Gay Sailing Cruise August 24 – 31, 2019 - 7 Nights Pula, Brijuni, Losinj, Susak, Premuda, Dugi Otok, and more! From the historic town of Pula, with its smaller version of the Closseum in Rome, we start our clothing optional gay cruise and set sail to visit the beautiful Brijuni National Park. You can expect clear waters and green islands with great bays to drop anchor. Croatia is known for its liberal attitude towards nudism so if you want to get rid of your tan lines, this is the place. Overnight there will often be the choice to stay in a village and do some sight-seeing, or drop anchor in a bay and sleep under the stars!
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Dodecanese Islands (Kos) Greece Au Naturel Nude Gay Sailing Cruise August 24 – 31, 2019 - 7 Nights Kos, Kalymnos, Leros, Lipso, Patmos, and more! Easy, enjoyable relaxed nude gay sailing cruise in the wonderful Dodecanese Sea. Highlights on this program are the stunning bays and idyllic harbour villages of Kos, Kalymnos, Leros, Lipso and Patmos. If you like fairly calm waters but enough wind to have a good sail, relaxed nude sun tanning on deck, plenty of naked swim time and strolling through scenic villages, this is your cruise.
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Mykonos Greece Pride Sailing Holidays August 24 - 31, 2019 - 7 Nights Mykonos, Paros, Ios, Santorini, Naxos, and more! Gay Sailing Holidays in Greece. Join us on our exclusive Gay Sailing holiday in Mykonos, Greece. We have a terrific catamaran and fully crewed, gay charter for you on the most spectacular and most gay sailing holiday on the market! We are offering a round trip, starting and ending in Mykonos, stopping in the party island of Ios and going down to Santorini. You'll have the time of your life, on an unforgettable gay island hopping vacation.
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Greece Gay Sailing: Athens - Syros - Mykonos August 31 – September 07, 2019 - 7 Nights Athens, Sounion, Kithnos, Serifos, Sifnos, Syros, Paros, Mykonos, and more! A wonderful gay sailing cruise in Greece to the Gay Island of Mykonos! Gay sailing holiday that starts in Athens. On this Gay Sail Special trip you can join one or two weeks. The second week we sail from Mykonos to Paros and Santorini. We sail on two beautiful moderns spacious Bavaria 56 with generator and airconditioning and room for 11 guys each. Let our Gay skipper & cook guide you over the Greek seas.
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Turkey (Bodrum) Luxury Gay Gullet Cruise August 31 – September 7, 2019 - 7 Nights Bodrum, Turkish Riviera, Symi (Greece), and more! Relaxing and enjoyable luxury clothing optional gay sailing cruise along the beautiful Turkey Lycian coast visiting the Greek island Symi with it's stunning port and houses in Venetian style. This cruise is on a very spacious and comfortable classic (but modern) gullet, with 6 large double bedrooms. Apart from good times on board we will also have time to visit the Turkish coast, their picturesque harbour villages and the stunning bays and beaches.
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Greece Gay Sailing Cruise: Mykonos - Santorini - Mykonos September 07 - 14, 2019 - 7 Nights Mykonos, Paros, Ios, Santorini, Iraklia, Naxos, and more! This special clothing optional gay sailing cruise takes you along the Southern Cyclades Island to the spectacular island of Santorini. This is the best place on earth to watch a spectacular sunset! After one week we will finish again on Mykonos. We sail with two new spacious air conditioned Bavaria 56 feet sailing yachts with room for 11 guys each.
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Croatia Pride Sailing Holidays from Split September 7 – 14, 2019 - 7 Nights Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more! Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.
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Sardinia & Corsica Au Naturel Nude Gay Sailing Cruise September 14 – 21, 2019 - 7 Nights Le Camere, Maddalena Archipelago, Lavezzi Islands, La Chiappa, Bonifacio, Plage de Roccapina, and more! Relaxing, fun and enjoyable nude gay sailing cruise from wonderful Sardinia with it's amazing beaches to stunning Corsica with it's rough landscapes. Many places of interest on the way, of course we will also visit our beloved La Chiappa nudist village. Great mix of beaches, turquoise waters, picturesque villages and stunning scenery like the cliffs around Bonifacio.
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Greece Nude Gay Sailing Cruise: Mykonos - Santorini - Mykonos September 14 – 21, 2019 - 7 Nights Mykonos, Paros, Ios, Santorini, Iraklia, Naxos, and more! This special gay nude sailing cruise takes you from Mykonos along the Southern Cyclades Islands to the spectacular island of Santroini. This is the best place on earth to watch a spectacular sunset! After one week we will finish again on Mykonos.
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Sicily Aeolian Islands Au Naturel Nude Gay Sailing Cruise September 14 – 21, 2019 - 7 Nights Tonnarella, Aeolian Islands, Stromboli, Lipari, and more! Relaxing, fun and enjoyable 7-days nude gay sailing cruise starting on Sicily, not far from it's 'gay capital' Toarmina. This stunning itinerary will bring you around the 7 Aeolian Islands with one scenic vulcanic landscape after the other; Stromboli and Lipari being the most famous ones. Great mix of beaches, turquoise waters, and picturesque Italian villages.
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Croatia Pride Sailing Holidays from Dubrovnik September 14 – 21, 2019 - 7 Nights Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more! Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.
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Corsica & Sardinia Gay Sailing Cruise September 21 – 28, 2019 - 7 Nights Sardinia, Le Camere, Maddalena Archipelago, Lavezzi Islands, Corsica, Bonifacio, Plage de Roccapina, and more! Relaxing, fun and enjoyable clothing optional gay sailing cruise from stunning Corsica with it rough landscapes to wonderful Sardinia with it's amazing beaches. Many places of interest on the way, like the famous Maddalena Archipelago, the Lavezzi islands. Great mix of beaches, turquoise waters, picturesque villages and stunning scenery like the cliffs around Bonifacio.
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Greece Nude Gay Sailing Cruise: Mykonos - Poros - Athens September 21 – 28, 2019 - 7 Nights Mykonos, Syros, Kithnos, Poros, Perdika, Epidavros, Athens, and more! Gay Nude Sailing Cruise along the beautiful Greek Islands of of the Cyclades in Greece, starting on the Gay Island of Mykonos and sails you (back) to Athens. Let our Gay skipper guide you over the Greek seas. You can also book this cruise together with the week before and make a two week naked gay cruise. Both weeks have a different itinerary.
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Croatia Pride Sailing Holidays from Split September 21 - 28, 2019 - 7 Nights Split, Brac, Hvar, Vis, Korcula, Mljet, Dubrovnik, and more! Gay Sailing Holidays in Croatia. We offer exclusive gay island hopping vacations. We sail you on your private yacht from island to island, stopping at nude/gay nude beaches for your afternoon dip and escort you to the local gay bars and clubs. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast.
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Sicily Aeolian Islands Clothing Optional Gay Sailing Cruise September 21 – 28, 2019 - 7 Nights Tonnarella, Aeolian Islands, Stromboli, Lipari, and more! Relaxing, fun and enjoyable 7-days clothing optional gay sailing cruise starting on Sicily, not far from it's 'gay capital' Toarmina. This stunning itinerary will bring you around the 7 Aeolian Islands with one scenic vulcanic landscape after the other; Stromboli and Lipari being the most famous ones. Great mix of beaches, turquoise waters, and picturesque Italian villages.
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Croatia Pride Sailing Holidays from Dubrovnik September 28 – October 5, 2019 - 7 Nights Dubrovnik, Mljet, Korcula, Vis, Hvar, Brac, Split, and more! Gay Sailing Holidays in Croatia. You will enjoy an exclusive gay sailing get-away, where you can relax in the sun, sipping your freshly made cocktail of the day, as we island-hop around the beautiful Croatian coast. During the day you’ll enjoy the sun, water, music with your new friends, then by night you can dance, drink and eat as we take you to the local wineries, organic restaurants and hot-spots.
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Seychelles Clothing Optional Gay Sailing Cruise October 12 – 19, 2019 - 7 Nights Mahe, St.Anne, Curieuse, Grande Soeur, Ile Coco, La Digue, Cousin Island, and more! The Seychelles: huge granite rocks polished over eons by the relentless waves of the Indian Ocean, giant palm trees with their famous “coco de mer,” and turquoise inlets fringed with lush green takamakas shading the fine white sand beaches. There’s hardly a place more deserving of the label, “paradise.” GaySail Exclusive organizes a special one week Gay Sailing cruise along these beautiful Islands on a luxury spacious air conditioned catamaran!
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Seychelles Nude Gay Sailing Cruise October 19 – 26, 2019 - 7 Nights Mahe, St.Anne, Curieuse, Grande Soeur, Ile Coco, La Digue, Cousin Island, and more! The Seychelles: huge granite rocks polished over eons by the relentless waves of the Indian Ocean, giant palm trees with their famous “coco de mer,” and turquoise inlets fringed with lush green takamakas shading the fine white sand beaches. There’s hardly a place more deserving of the label, “paradise.” GayNudeSail Exclusive organizes a special one week Nude Gay Sailing cruise along these beautiful Islands on a luxury spacious air conditioned catamaran!
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Seychelles Clothing Optional Gay Sailing Cruise November 16 - 23, 2019 - 7 Nights Mahe, Praslin, Silhouette, La Digue, Curieuse, Therese, Grand Soeur, and more! Relaxing, fun and enjoyable clothing optional gay sailing cruise in one of the most stunning sailing areas worldwide: The Seychelles! Relaxing combination of great sailings, lovely bays to swim and snorkel in the buff (scenery is as stunning below as above sea level..) Also there will be enough time to visit the laid back picturesque island villages on Mahe, Praslin, Silhouette and La Digue.
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Seychelles Au Naturel Naked Gay Sailing Cruise November 23 - 30, 2019 - 7 Nights Mahe, Praslin, Silhouette, La Digue, Curieuse, Therese, Grand Soeur, and more! Relaxing, fun and enjoyable nude gay sailing cruise in one of the most stunning sailing areas worldwide: The Seychelles! Relaxing combination of great sailings, lovely bays to swim and snorkel in the buff (scenery is as stunning below as above sea level..) Also there will be enough time to visit the laid back picturesque island villages on Mahe, Praslin, Silhouette and La Digue.
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British Virgin Islands - Caribbean Gay Cruise December 14 – 21, 2019 - 7 Nights Tortola, Peter Island, Anegada, Virgin Gorda, The Baths, Marina Cay, Cooper Island, The Indians, Norman, and more! Come experience the amazing waters and islands of the Caribbean British Virgin Islands with an outstanding crew dedicated to providing you the very best experience possible. Take part in as much of the gay sailing cruise fun as you want or sit back, grab a cocktail and enjoy the view with the other gay men aboard. If you are looking for a somewhat remote pure paradise for your next vacation aboard an all-inclusive gay sailing charter, then the British Virgin Islands are your answer!
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Thailand Gay Christmas Catamaran Sailing Cruise: Phuket - Ko Phi Phi - Patong December 24 – 31, 2019 - 7 Nights Phuket, Koh Yao Yai, Krabi, Koh Puh, Koh Phi Phi Don, Ko Rancha Yai, Patong, and more! A Phuket gay sailing vacation offers a multitude of scenic and secure anchorages, pristine white-sand beaches, rugged uninhabited islands, and lively gay nightlife and gay resorts.The warm, hospitable people of Thailand enhance the enjoyment of an Adonis Gay sailing cruise, making the sailing adventure all the more memorable in a nation often called the Land of Smiles.
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Thailand Gay New Year's Catamaran Sailing Cruise: Patong - Koh Hong - Phuket December 31, 2019 – January 07, 2020 - 7 Nights Patong, Nai Harn, Koh Rang Yai, Koh Hong, Ko Chang Lat, Koh Pan Yi, Phuket, and more! This is an Adonis Exclusive Gay Sailing Cruise on two luxury new 40 feet Lagoon Catamarans. This cruise includes breakfast, lunch, harbor fees, taxes, endcleaning and gasoline and the service of a Gay skipper and Gay co-skipper/Cook. Start and finish in Phuket. Both weeks have a different itinerary. We sail this cruise together with two catamaran yachts, so all together 20 gay guys!
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2020 GAY SAILING Cruises Events are ordered by date, click on the Event title below to view details |
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Saint Martin & St.Barth Gay Catamaran Cruise February 15 - 22, 2020 - 7 Nights St. Martin, Anguilla, St. Barth, and more! A luxury clothing optional gay sailing 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. An unique Gay Sailing vacation with 20 gay guys. Let our Gay skipper guide you over the Caribbean seas, and discover the beautiful Islands of St. Martin, St. Barth and Anguilla!
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St. Martin & St. Barth Gay Nude Catamaran Cruise February 22 - 29, 2020 - 7 Nights St. Martin, Anguilla, St. Barth, and more! A luxury nude gay sailing 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. An unique Gay Sailing vacation with 20 naked gay guys. Let our Gay skipper guide you over the Caribbean seas, and discover the beautiful Islands of St. Martin, St. Barth and Anguilla!
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