Event Dates
From: Tuesday, April 22, 2025
To: Sunday, April 27, 2025
Key West Bears and Island House presents Woof Week Key West, the ultimate April bear escape in the sun
Key West Bears and Island House presents Woof Week Key West, the ultimate April bear escape in the sun.
- Are you visiting Key West for Bear Week? Stay close to the party at The Mermaid & The Alligator, rated “Superb” by guests. It features an outdoor swimming pool and stylish rooms with that classic Key West decor and relaxed island vibe.
The Event
- Next Edition: Tuesday 22nd April – Sunday 27th April 2025.
- WOOF Week is the best way to welcome you in the spring. Come to Key West to play with all your favourite furry creatures – bears, cubs, otters, and more!
- Featuring pool parties, fetish nights, and international headliner, DJ James Anthony!
- WOOF Week is hosted by adult star Jason Tazarian, who will keep you in the mood!
- Guests can mix and mingle with the sexiest bear GoGos, adult entertainment stars, and outrageous drag queens throughout the event.
- Stay at the H2o Suites, an Adults only resort, 200 metres from the gay bars of Duval Street. The luxurious property with a relaxing rooftop pool and lush landscapes has a “Superb” rating and is one of our favourite places to stay when visiting the island.
The Program
- Events run daily, with pre-party events and poolside from early afternoon followed by late night parties at various venues. The event also includes a beach day take over.
- Don’t miss the pre-tea happy hours and naked Sunday pool parties.
Tuesday, 22nd April
- 5-8 pm: Dive-In Dinner & Movie – watch Deadpool & Wolverine in and around Island House’s pool & award-winning cafe
Wednesday, 23rd April
- 5-8 pm: Hanky Party – show off your colours and get to know your fellow WOOF Week friends poolside at Island House
Thursday, 24th April
- 12-2 pm: Big Gay Shopping experience at Graffiti on Duval St – free shots and 25% off in-store
- 5-6.30 pm: Hook-Up Happy Hour – cheap drinks and flirty furry fun at Island House
- 10pm-late: Red Light Party with Jason Tazarian – fetish & cruise party at The Birdcage Cabaret
- Discover the best places to party, stay and play with our Gay Key West Guide.
Friday, 25th April
- 2-6.30 pm: 5 Alarm Pool Party – grab your hoses for this hot & sexy pool party hosted by Jason Tazarian at Island House – firefighter hats provided!
- 10pm-late: Midnight Mass – worship at the altar of debauchery at this silent disco cumfession on Island House’s open-air moon deck – slings, benches and cages included!
Saturday, 26th April
- 12-5 pm: Bears on the Beach – the Bears take over Key West’s LGBTQ beach, Fort Zachary Beach
- 5-6.30 pm: Bear Soup Happy Hour at Island House
- 10pm-late: WOOF Party with DJ James Anthony at The Birdcage Cabaret – experience this internationally renowned DJ making his Key West debut.
- Fort Zachary Beach is an 8-minute drive or 30-minute walk from Duval Street.
- It is affectionately nicknamed Fort Liz Taylor Beach by the LGBTQ community.
Sunday, 27th April
- 12-4 pm: Hot Naked Sunday Party at Island House – a Key West institution!
- 5-6.30 pm: Pre-Tea Happy Hour – say farewell to your new furry friends at this last happy hour at Island House.
The Venues
- Island House – An 8-minute walk from the Key West Bight Ferry Terminal, this buzzing resort for gay men is less than a mile from restaurants and bars on Duval Street.
- Host the daytime pool parties and several evening events, including a welcome party, silent disco and farewell drinks.
- The Bird Cage Cabaret – Formerly Sidebar, part of the Aquaplex complex in Key West.
- It has an enlarged stage, plush cabaret-style seating, and a sound system that’ll knock your socks off, all wrapped up with a full bar service to keep the night lively.
- Check out the top hotels closest to Duval Street.
- Fort Zachary Beach – Located at the island’s westernmost point, this historic state park features a stunning sandy beach with pristine waters, perfect for swimming and sunbathing.
- In addition to enjoying the beach, guests can explore a well-preserved fort from the Civil War era, offering a historical aspect to their seaside escape.
- A modest entrance fee is required to access the park and beach area, regardless of whether you bring a car. It’s an excellent place to watch the sunset!
Gay Key West
- Key West has a busy and constantly changing gay scene. It makes for an idyllic escape and combines island living with a relaxed party atmosphere.
- The island is approximately 4 miles long and 1 mile wide, making it easily navigable.
- Duval Street: The primary hub for gay nightlife, bars, and events and home to popular spots including Bourbon Street Pub and 801 Bourbon Bar.
- Simonton Street: Home to the iconic Aqua Nightclub, famous for its drag shows.
- Petronia Street: Features LGBTQ+ friendly establishments like Blue Heaven.
Gay Key West – Where to stay?
Most of the gay bars in town are clustered along colourful Duval Street. Check out our Gay Guide to Key West.
The following hotels are all close to the gay bars and beaches:
Duval Gardens, Truman Hotel, The Gardens Hotel, Paradise Inn
Where to stay close to all the gay bars
Our top 4 selections with the best rates.
The Paradise Inn is our favourite place to
stay in Key West. Great location & service
For further information and advice on
Woof Week Key West, visit Instagram
Most of the gay bars in town are clustered along colorful Duval Street, in the historic district, which is also home to dozens of fun shops and inviting restaurants.
526, Angela Street, Key West, Monroe County, Florida, 33040
This adult-only hotel offers two outdoor pools. Duval Street is a 1-minute walk away, and Key West Butterfly and Nature Conservatory is 3 minutes’ drive from the hotel. A private balcony or patio with property views is provided in all rooms at The Gardens Hotel Key West. A flat-screen cable TV, ironing facilities, and a refrigerator
Douglas House, 419, Amelia Street, Key West, Monroe County, Florida, 33040
Located just 2 minutes’ walk from the Ernest Hemingway Home and Museum, this adult-only inn features free parking and a shared outdoor swimming pool. Free Wi-Fi is also available. A microwave, refrigerator and coffee-making facilities come standard in each room
819 Simonton StreetKey West, FL 33040
Paradise Inn - Adult Exclusive is located in Key West and features landscaped grounds with brick paths and a lotus pond with koi and tropical turtles. A complimentary continental breakfast is served in the lobby.
611 Truman AveKey West, FL 33040
This trendy Key West boutique hotel features an outdoor pool and modern rooms equipped with iPod docking stations and flat-screen TVs. South Beach - Key West is 0.8 km away from the property.
1 Duval St, Key West, FL 33040
Featuring air-conditioned accommodation with a private pool, 3 bedrooms, a TV with cable channels, an equipped kitchen with a dishwasher and a microwave, a washing machine, and 4 bathrooms with a shower.
Key West, Florida 33040
This Air conditioned holiday home includes a living room with a TV with satellite channels, a kitchen with a dishwasher and an oven, as well as a coffee machine and a washing machine. A Swimming pool & Free WiFi
Key West, Florida 33040
This Air conditioned holiday home has a living room with satellite TV, a fully equipped kitchen with an oven and a microwave, 2 bedrooms and a bathroom with shower. A swimming pool and a Barbecue. Free WiFi
Key West, Florida 33040
The holiday home includes a Living room with TV, a kitchen with a dishwasher and a coffee machine. There is a bathroom with a shower and hairdryer. A Private swimming pool and a barbecue. Free WiFi
724 Duval Street, Key West, FL 33040
The Bourbon St. Pub has been known world over for its Hot Men and Boys. And you can catch them each and every night on top of the bar for your viewing pleasure, starting at 10 PM.
The hottest men and boys come from all over the world to perform for you. Many of these hot guys want to come to the island for a vacation and while here make some extra money!
801 Duval Street Key West, FL 33040
Gay Cabaret bar, Drag shows & karaoke very popular and always busy
711 Duval Street Key West, FL 33040
Gay Night club and bar with Drag shows
801 Duval Street Key West, FL 33040Gay
Gay Male Leather & Levi Bar -with a Back Room. Everyone is welcome!
1125 Duval Street Key West, FL 330403
La Te Da, a Key West landmark with a piano bar, terrace bar, and cabaret. The best live entertainment on the island!
900 Simonton Street Key West, FL 33040Fun
Happy Hour noon till 8pm daily. Karaoke nightly from 9:30 with pool table
Book with confidence. Get the best Prices from our partner Booking.com
We have chosen hotels in Key West that keep you close to all the shops, restaurants, bars & fun
Discover the best of Gay Key West with the guys from OutLoud.