WOOF Week 2026 Key West: Photos, Parties and Highlights

There’s a moment every year at WOOF Week where you look around and realise the whole thing has taken on a life of its own. This year that moment came early. By the time Tuesday’s Dive In Movie had everyone poolside and settled in, it already felt like one of those weeks. The kind you start talking about before it’s even over.

Pool Parties:

Wednesday’s Jockstrap Party picked things up exactly where they needed to be picked up. Thursday, Jason Tazarian and Alex Tikas took the reins for Saloon 1 and the place went from zero to everything very quickly. Say what you want but those two know how to hold a room. The crowd fed off them all night and by the end of it nobody was ready to leave and nobody did.

Friday was the Wreckers Party. Look, if you were there you don’t need us to describe it, and you know why there are no photos of this sexy erotic night! Want to see what happened, signup and be part of next year’s woof week.

Happy Hour Pics:

Saturday brought WOOF Night and DJ James Anthony, and the week went out exactly the way it deserved to. Five days deep, everyone running on fumes and adrenaline, and somehow that dancefloor was the fullest it had been all week. That’s WOOF Week. It doesn’t wind down, it winds up.

Woof Night:

Between the parties, people found time to shop and the options did not disappoint. Graffiti and Leathermaster both showed up for WOOF Week in a big way, the perfect places to find something for the next party, the next night, or just because the week called for it. Big thank you to both of them for their support this year.

The bears noticed and appreciated it.

Grafitti:

None of this exists without the people behind it. Tulken, Cruz Him, Island House, thank you. The work that goes into a week like this is invisible to most people and that’s exactly how it should be. But we see it and we’re grateful for it every single year.

Tulken:

At one of our Pool parties, we Gave away Jock Straps Supplied by Tulken, and two lucky winners won the Jocks that are seen here on Alex and Jason and personally collected them.

At the next Pool Party, we invited some of our bears to check if Jason and Alex were wearing Cruz Him, those that guessed correctly won some Cruz Him Prizes too!

To everyone who made the trip, bought the pass, packed the bag and showed up, this one was for you. It always is. See you in 2027.

So If you missed it, you could Join us this year at Key West bear Weekend. We are offering 20% discount ON TOP of the Early Bird Rate. As loyal readers, we wanted to share that discount with you too!
 
Use code KWBW26WOOF at checkout for 20% off the Early Bird Rate. This offer ends on May 31st, so be extra quick to get those passes booked! CLICK HERE

Thanks to Tristan Sutphin for amazing photos, more will be available soon on his website at tristansutphin.com