What’s a Sailing Flotilla (and How to Plan a Gay One That Slaps)?

So you’ve heard the word “flotilla” tossed around like a beach ball at a Fire Island pool party, but what is it, exactly? I like to say a flotilla is a floating parade of fabulousness. Technically, it’s a group of boats sailing together. But when it’s gay? It’s like a floating pride party with ocean views and zero dress code.

What’s in a Flotilla?

Think of it as a squad of sailboats cruising in sync—like synchronized swimming, but with cocktails and crop tops. Each boat has its own crew, but you travel together, anchor together, and party together. It’s part adventure, part community, and a lot of fun.

Why Go Gay with It?

Because straight flotillas are fine, but where’s the sprakel in that? A gay flotilla means curated vibes, themed nights (hello, nauti night!), and zero awkward small talk. You’re surrounded by chosen family, salty peaches, and sunset dance parties. It’s giving yacht club meets gay bar, with better snacks!

How to Plan a Gay Flotilla with Nauti Daddy Sailing Company?

We make it easy, breezy, and a little extra:

- Pick Your Playground: Greece, the Caribbean, or wherever the wind takes you.

- Choose Your Crew: Pups, couples, throuples, kinks and besties are all welcome.

- Customize the Chaos: Want a DJ boat? A kink-friendly catamaran? A floating drag brunch? A chill boat? Your Crew, your Vibe!

- Let Us Captain the Logistics: We handle the boats, the routes, the provisions, and the drama. You just show up and be fabulous.

I can help you sketch out themes, destinations, or even boat names for your dream flotilla. Just say the word and we’ll hoist the rainbow sails. So if your idea of a sailing vacation includes caftans, speedos, dick decks and nightly dance parties, a Nauti Daddy Flotilla is your next big splash. Come float your nauti boat with us!