GaySail Special GREECE: Athens-Hydra-Porto Heli

GaySail Special GREECE: Athens-Hydra-Porto Heli

AUGUST 22-29, 2026

€1,995

This sailing cruise is fully organized by one of Out Come Out’s trusted partners.

Male, Clothes Optional

A wonderful Gay Sailing Cruise in Greece, exploring the beautiful Saronic Gulf. If you’re looking for a gay sailing vacation filled with perfect sailing conditions, stunning landscapes, ancient ruins, secluded islands, vibrant nightlife, and delicious cuisine, this is the one! You’ll sail through scenic bays and coves, visiting peaceful villages, lively destinations, and historic sites surrounded by crystal-clear waters.

We sail on a comfortable Dufour 53, accommodating up to 12 guests. It features three double cabins, one convertible twin-to-double cabin, and two bunk-bed cabins for singles. The yacht includes air conditioning and fans in every cabin for comfort.

This gay sailing holiday starts in Athens, and you can join for one or two weeks. Each week has a unique itinerary with different ports, bays, and islands. The first week includes Poros, the car-free island of Hydra, and the medieval town of Monemvasia. The second week explores Spetses, Navplion, Aegina, and the famous Epidaurus amphitheater before returning to Athens.

Guests booking two consecutive weeks receive a €100 discount on the second week. Private double cabins are available for an additional 80%. Let our gay skipper guide you across the Greek seas for an unforgettable sailing adventure.

  • Day 1: Starting from Athens you can make a great sailing voyage to some of the Islands in the Saronic and Argolic gulfs and to some small fishing villages along the coast of the Peloponnese. Boarding time starts at 5.30 pm. The first night we will have dinner in Plaka, the historical neighborhood of Athens, next to the Acropolis. If you like you can join us to visit the Gay bars and clubs after dinner.

    Day 2: The first day we sail to the bay of Poros. There, a white village steps up the hillside. Moored along the quay, you will soon notice that this little town has more to offer than taverns and souvenirs. Every morning the horn sounds from the nearby navy barracks. If you are lucky you will see the Greek naval cadets getting off the ferry, returning from their leave.

    Day 3: The island of Hydra is an artist’s colony. Old merchant houses cover the hills overlooking the harbor and car traffic is prohibited. Everything is transported from the ships to the houses by mule and donkeys.

    Day 4: Today a great sail to Leonidion. A small fishing village next to huge mountains with a great pebble beach. We will have dinner in the local tavern of Michael and Margaret. We can visit the local monastery hanging on a cliff and see the famous historical Icons.

    Day 5: Monemvasia. Often referred to as the “Gibraltar of Greece,” Monemvasia is a visual showcase of Byzantine, Turkish, and Venetian history dating back to the 13th century. It is worthwhile to clime the steep zigzag path that leads up and up, out of the lower town, to the ruins of the fortified upper town, and sweeping views of the Mediterranean Sea

    Day 6: Kiparesi is a small fishing villages The water in this bay is so clear that you can see the bottom. These villages are surrounded by high mountains and are nearly impossible to reach by land. There are hardly any tourists and the villages have a simplicity of life that is hard to find elsewhere in modern Greece.

    Day 7: The next day’s sail will bring you to the Porto Heli, were the wooden fishing boats that are so characteristic of Greece are built. This rich island was the birth place of Boubalina, the woman who liberated Greece from the rule of Venice.

    Day 8: Disembark for the guys who stay just one week and return by ferry to Athens. For the guys who stay: Day off for sightseeing, go to a beach, rent a (motor) bike or go for shopping.

    This itinerary is subject to change. Local circumstances such as weather may influence the itinerary.

    Travel Information

    You can travel to the airport of Athens. There is a direct bus service from the airport to the marina. From Porto Heli you can take a fast ferry back to Athens or stay on board for another week of beautiful harbors and bays and you will return to Athens. You can book on line ferry tickets from Porto Heli to Athens.

I WANT MORE INFORMATION

If you’d like more details about this sailing cruise, please fill out the contact form and we’ll send you all the additional information you need.