We’re excited to announce that we’re hosting a sailing trip in the Greek Islands in 2022, from June 18th to 25th! Our past sailing trips of Croatia and Greece since 2018 were such a great success (and loads of fun) that we've decided to do it again. Want to come? Here are the details….

You can enjoy an island-hopping vacation around the beautiful Greek Islands with an all gay boat and gay-friendly skipper. We’ll stop at the best gay-friendly locations in the area for you to explore, as well as great beaches for an afternoon dip. You will arrive in port with enough time to explore the island, relax on our private yacht or find a nice cocktail sunset bar. ​For Greece in 2022, we specifically chose Athens as the departure port since it makes booking flights simple with lots of direct options from Europe and abroad.

As part of the 7-day island hopping sailing adventure you will have daily swim stops, a selection of beaches, a handful of gay bars and the most mouthwatering restaurants to choose from.

Watch the Video!

Who Else is Coming?

We'll be sailing with three boats and each one holds a maximum of ten people, so we’ll be inviting all our favorite followers and friends. Why not join us? You can come with a friend, significant other or even alone, it’s up to you. We have cabin share opportunities for solo travelers, so you (literally) won't be alone! Usually about a third of our guests are solo travelers, in fact, so don't hesitate to get in touch to learn more.

Check Out These Trip Highlights!

We’ll be your hosts on this awesome trip and we’ll also have a certified gay-friendly skipper to pilot the boat. You can even learn to sail if you’d like at any point during the trip. Let your taste buds come alive with the local food and wines onboard and take in the sights and relax as we sail the coast. You’ll enjoy golden sunsets and sunrises like nothing you've seen before plus a sky full of stars at night. When we’re not on the boat, we’ll be making stops to amazing destinations including Athens, Hydra, Spetses, Porto Heli, Ermioni, Poros and Agistri.


What’s Included in This Awesome Trip?

  • Seven days/nights’ accommodation on our own private yacht
  • Certified skipper
  • Breakfast and lunch daily on the boat
  • BYO alcohol/mixes
  • All on board costs are covered: fuel, water & port/marina charges, taxes, linen and cleaning
  • No hidden charges or departure taxes
  • Plus, yours truly, Two Bad Tourists as your fabulous hosts 😉

Here’s Our Awesome Itinerary (round trip from Athens)!

We’ll start off in Athens on Saturday, June 18th and then we'll make a stop at a different port/island each day afterward including Hydra, Spetses, Porto Heli, Ermioni, Poros and Agistri. The sailing trip will complete on June 25th and we will disembark at 8am in Athens. We'll also have themes throughout the week including Speedo Sunday, Undie/Nude Monday, Wig Wednesday and White Party.

What’s the Boat Like?

Click to see photos of the Lagoon 42 so you can get a feel for where you’ll be spending 7 amazing nights.

How Much Does It Cost?

For 2021, we'll be offering both our standard 7-day sailing trip as well as optional pre and post-tour add-ons to Athens, Mykonos and Santorini. Most of our sailing guests arrive in Athens early and stay longer to explore the Greek Islands anyways, so we're making it easy for you to book your trip extensions as we've done all the planning and heavy lifting.

7 Days Sailing Trip Only – June 18-25, 2022

The price of the trip starts from €1,590 per person depending on your cabin type. This also includes breakfast and lunch daily on the boat, fuel, water & port/marina charges, tourism taxes, linen and final cleaning fee. There are no hidden charges or departure taxes, however, you may consider tipping the boat staff at the end of your trip, which is typically 10%. The pricing is based on 2 people sharing a double cabin. If you’re interested in traveling alone we also have opportunities to share. The deposit to hold your spot on the boat is €500 per person. View Gay Sailing Itinerary →.

3 Days in Athens Pre-Tour Add-on – June 16-18, 2022 (Optional)

You can enjoy 3 days in Athens before we set sail for just €495 extra per person. Explore Athens on a guided tour as well as a gay pub crawl with others guests from our gay sailing trip. Includes hotel, tours and airport/marina transfers.  View Athens Pre-Tour →.


5 Days in Mykonos & Santorini Post-Tour Add-on – June 25-29, 2022 (Optional)

You can enjoy 5 days in both Mykonos and Santorini after our sailing trip ends for just €1,195 extra per person. Explore the gay beaches and nightlife of Mykonos, join a wine tour on Santorini and more with others guests from our gay sailing trip. Includes ferries, hotel, tours and airport/marina transfers. View Mykonos & Santorini Post-Tour →.

SPECIAL OFFER– Book your spot on our trip by December 31st, 2021 and you’ll get 50€ per person off the total price. Plus save an additional 50€ if you bring a friend.

I Want to Go!…..What’s Next?

After the success of our multiple sailing trips, we’ve teamed up again with Pride Sailing Holidays to host this awesome gay sailing trip of the Greek Islands. If you’re interested in joining us or would like to learn more about this trip, please contact us below using the form.

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We understand it’s an uncertain time for travel right now. To help in planning your trip we have gathered information regarding COVID and our trips. Please note that Two Bad Tourists is not the tour operator for any of our hosted trips. We are simply the marketing partner and join the trip as guests with our readers. All reservations, travel arrangements, bookings, cancellations and payments are done through Pride Sailing Holidays and/or Outstanding Travel.

Note: this article was written in collaboration with Pride Sailing Holidays. As always, rest assured all opinions are 100% our own and we don't sacrifice our integrity for a sponsorship.