GaySail. If you are looking for a gay sailing vacation in Greece


Greece offers sun, culture, ancient sights and spectacular landscapes, as well as delicious food and hospitality in the local taverns. GaySail Special and GayNudeSail Special are 8-day and 15-day sailing cruises in August and September 2022, passing by the best bays, islands and harbors and past all the famous sights worth seeing in Greece, like Athens, Hydra, Epidaurauros Theater, Paros, Mykons and Santorini. Discover the special destinations that can almost only be reached by a sailing yacht. We organize cruises in two different sailing areas. All itineraries we sail several times a year with one or two identical 53 feet/15 meter sailing yachts. Each yacht has room for 13 guys.

You can book a cruising vacation in Greece for 1 week or 2 weeks or more (as our most satisfied sailors do). There are several possible combinations. It is not unusual for a cruise to begin with a group of 15-day guests and 8-day guests. At the end of Week 1, some guests hop off the yacht and other guests come aboard for Week 2. This makes for the opportunity to meet even more fellow adventurers.

See our Greek Trailer to get a good impression of this cruise.

  1. August: Peloponnesos: Athens - Poros - Hydra - Spetes - Monemvasia - Navplion - Aegina - Epidaurus.
  2. September: Cyclades: Athens - Syros - Mykonos - Naxos - Paros - Ios -Santorini.

See our complete program in Greece for details and prices.

Peleponnesos: 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. The unique character of this region is reflected in the architecture of the homes and villages, as well as the castles, monasteries and churches perched high on the hilltops. We sail with two similar luxury 56 feet air conditioned sailing yachts, so all together a group of 22 gay guys! This gay sailing holiday that starts in Athens and you can join one or two weeks. Both weeks have a distinct itinerary with different ports, bays and islands. The first week we will visit among other the picturesque Island of Poros, the amazing Island of Hydra where are no cars but only donkey’s for transport and we will visit the old city of Monemvasia. The second week 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.

Cyclades: Gay sailing to the Gay Island of Mykonos! A sailing holiday that starts in Athens. On this Gay Sail Special trip you can join one or two weeks. This special gay sailing cruise takes you along the southern Cyclades Island to the spectacular islands of Ios, Paros, Naxos and Santorini. This is the best place on earth to watch a spectacular sunset! The last week we have great sailing trip from Mykonos back to Athens.

We sail with one or two spacious air conditioned  Dufour 53 feet, 15 meter sailing yachts with room for 13 guys each, so max 26 guys in total. This cruise is including accomodation on board, the service of a gay skipper, gay cook, breakfast, lunch, harbor fees, taxes, gasoline and cleaning.