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Gay Sailing Trip Mykonos

UPDATE: The trip is now over and we had an incredible time. We have now released a new GAY SAILING TRIP to CROATIA for 2020, click here to read more.

We are extremely excited to announce that we are hosting a Greek island hopping gay sailing trip from Mykonos to Paros, Ios, Santorini and Naxos for 7 days and nights from 17th August to 24th August 2019! Want to join us? Submit your details at the bottom of this page, final spots get a 250 Euro discount per person.

We have always wanted to do a gay sailing trip and have always wanted to go Greek island hopping! The combination of the two will be incredible. You can expect crystal clear waters, iconic scenery, golden beaches and the chance to explore 5 stunning Greek islands.

We have timed the trip so we finish back in Mykonos for the main weekend of the Xlsior festival, this year is their ten year anniversary!

Gay sailing mykonos


Where Do We Sail?

Our gay sailing trip will start in Mykonos, the gay capital of Greece! August will be the height of the season with parties such as Xlsior Mykonos being held and the island is sure to be full with beautiful bronzed boys. The boys aside, Mykonos looks truly stunning and we can not wait to explore the picturesque town.

From Mykonos we will head to Paros, one of the most popular islands of the Cyclades. Here, like all the Greek islands, expect to find whitewashed sugar houses, paved streets and blue-domed buildings. The island is perfect for everyone and also boasts some beautiful golden beaches.

Next we head to Ios. Ios is known for its lazy days any party fueled nights. As places like Santorini become more popular places like Ios still give you the opportunity to explore without so many tourists, especially since it has no airport so you can only arrive in style by boat or yacht like us!

Gay sailing Mykonos


From here we go to the iconic Santorini. This is often a must visit destination on anyone’s travel bucket list and for good reason! It’s famous for its perfect sunsets, beaches, food and is said to have some of the friendliest people around. It’s a photographers paradise so if you are looking for that perfect Instagram shot, look no further!

Gay boat trip mykonos

The iconic Santorini

We will stop back at Ios on the way to island number 5, Naxos. Naxos is the largest of the Cyclades island group. It has mountain villages, ancient ruins and is well know for its long stretches of exotic beaches.

Finally we arrive back at Mykonos and finish with a White Party, check out what other themed nights we have below!

Our Itinerary & Theme Nights!

Not only will we be visiting 5 beautiful islands, we will also be holding themed days/nights on-board! Take a look at the island hopping itinerary and theme nights below:

Saturday: Mykonos

Sunday: Paros – Speedo Sunday

Monday: Ios (party island) – Naked / Underwear Monday

Tuesday: Santorini

Wednesday: Ios – Wig Wednesday

Thursday: Naxos

Friday: Mykonos – White Party

Saturday: Check out at 9am

gay sailing mykonos

Who is Coming on our Gay Sailing Trip?

There are 14 spots in total, plus us (Update January 2018: only 6 spots remaining) and we will be spread across two yachts. We are inviting all our favorite followers and friends from around the world! Come with your partner, friend or even come solo and make a whole group of new friends!

We will also be joined by an all gay crew!

Mykonos gay sailing

The bookings will be taken on a first come first served basis. Given that we start in the gay Mecca of Mykonos and sail to 4 other idyllic Greek islands we expect the places to be taken pretty quick! We can’t wait to find out who the final passengers will be!

What are the Yachts Like?

The yachts we are using are modern, comfortable and luxurious. Picture yourself lying on deck topping up your tan, looking out over the Mediterranean with a beer or Ouzo in hand.

We have two different yachts. Take a look at the beautiful Lagoon 42 here to see what to expect.

What is Included on your Gay Sailing Trip?

  • 7 days/7 nights on our own private yacht
  • All gay crew including a certified skipper and of course us, your hosts!
  • Breakfast and lunch daily on the boat
  • You will be taken to all the best gay hot spots
  • BYO (bring your own) alcohol/mixes
  • All on board costs are covered: fuel, water & port/marina charges, taxes, linen and cleaning
  • Dingy & outboard
  • No hidden charges or departure taxes

The only things not included are restaurant dinners, any additional excursions or crew gratuities.

If you are wondering what you need to pack, go and visit our friend Bailey at The Gay Globetrotter and read his post here.

How Much Does it Cost?

The price of the trip depends on what room and yacht you would like to go for. You can take either:

Ocean Star 56:

All cabins: €1,490 pp (double share) plus €250 discount per person

Private cabin (1 pax): €2,880 plus €250 discount

Lagoon 42:

Forward cabin: €1,540 pp (double share)

Master cabin: €1,640 pp (double share)

The pricing is based on 2 people sharing a double cabin (double beds). If you would like to travel solo, this can still be arranged as it may be possible to pair you up with another solo traveler!

The deposit to hold your spot on the yacht is just €500 per person.

I want to get on-board! What do I need to do??

UPDATE: The trip is now over and we had an incredible time. We have now released a new GAY SAILING TRIP to CROATIA for 2020, click here to read more.

If you are interested in joining us fill out the form below and one of the organisers from Pride Sailing Holidays will be in touch (please check your junk or spam folder in case the response does not come through)!

Note:  We are working in partnership with Pride Sailing Holidays Please note, all opinions are still our own, we only partner with companies we trust and we look forward to seeing you on board!

P.s don’t forget to follow our Facebook page, YouTube page and Instagram to see more and keep up to date! 



Sunday 3rd of February 2019

Glad to know you liked your trip! There is too much islands to visit in Greece :) Hope you think to come back soon!

The Globetrotter Guys

Friday 15th of February 2019

Lots to visit! We can not wait!