At the end of the rainbow is the Island House Cafe! Join us tomorrow starting at noon for a fun St Paddy’s Pool Party and Special Menu!! | Island House Key West Gay Hotel & Resort
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At the end of the rainbow is the Island House Cafe! Join us tomorrow starting at noon for a fun St Paddy’s Pool Party and Special Menu!! | Island House Key West Gay Hotel & Resort
837 viewsMar 16, 2024
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A vision into what running a 24 hour cafe looks like at the #BestGayResortInTheWorld 🍽️ If this video doesn’t make you hungry or thirsty, then we don’t know what will! 😅 🎥 by the talented Matthew Dockery #IslandHouseKeyWest | Island House Key West Gay Hotel & Resort
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A vision into what running a 24 hour cafe looks like at the #BestGayResortInTheWorld 🍽️ If this video doesn’t make you hungry or thirsty, then we don’t know what will! 😅 🎥 by the talented Matthew Dockery #IslandHouseKeyWest | Island House Key West Gay Hotel & Resort
5K views11 months ago
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Save the date... Key West Pride 2026 is strutting your way! 🌈 Join us from June 3rd to June 7th, 2026, as we celebrate PRIDE on our tropical island that is known for its relaxed vibe and welcoming spirit. With plenty of daily (and nightly) activities, Key West Pride is perfect for those looking to party with friends, enjoy a getaway with family, or immerse themselves in the enchanting atmosphere of our island. But regardless of how you celebrate... come experience how our One Human Family philo
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Save the date... Key West Pride 2026 is strutting your way! 🌈 Join us from June 3rd to June 7th, 2026, as we celebrate PRIDE on our tropical island that is known for its relaxed vibe and welcoming spirit. With plenty of daily (and nightly) activities, Key West Pride is perfect for those looking to party with friends, enjoy a getaway with family, or immerse themselves in the enchanting atmosphere of our island. But regardless of how you celebrate... come experience how our One Human Family philo
1.2K views6 months ago
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🎶🍻 Live music at Captain Tony’s — where the legends play and the island vibes never stop. 🍻🎶 From local bands to talented roaming musicians, the music here sets the perfect backdrop for a night on Duval Street. Grab a drink, find a spot, and let the tunes carry you through one of Key West’s most iconic bars. It’s lively, authentic, and full of stories waiting to happen — just like the bar itself. Whether you’re singing along or just soaking it in, live music at Captain Tony’s is pure Key Wes
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🎶🍻 Live music at Captain Tony’s — where the legends play and the island vibes never stop. 🍻🎶 From local bands to talented roaming musicians, the music here sets the perfect backdrop for a night on Duval Street. Grab a drink, find a spot, and let the tunes carry you through one of Key West’s most iconic bars. It’s lively, authentic, and full of stories waiting to happen — just like the bar itself. Whether you’re singing along or just soaking it in, live music at Captain Tony’s is pure Key Wes
45.8K views4 months ago
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Getting all the right shots with local filmmaker, Matthew Dockery for our upcoming Cafe video! 📹 Who is excited?! 🍽️ #BestGayResortInTheWorld #keywest | Island House Key West Gay Hotel & Resort
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Getting all the right shots with local filmmaker, Matthew Dockery for our upcoming Cafe video! 📹 Who is excited?! 🍽️ #BestGayResortInTheWorld #keywest | Island House Key West Gay Hotel & Resort
33.3K viewsJun 11, 2025
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TICKETS ON SALE NOW! Key West Pride 2026 Presents: BERTHA: Grateful Drag Key West Theater Friday, June 5 Doors 7PM • Show 8PM Get ready for the most unforgettable Pride show in all of Florida! B E R T H A: Grateful Drag is coming to Key West, and you do not want to miss this electrifying night of music, color, and celebration! Rolling Stone celebrates BERTHA for giving “the Dead an irreverent, joyful makeover” a performance that blends classic Grateful Dead jams with dazzling drag flair. Critics
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TICKETS ON SALE NOW! Key West Pride 2026 Presents: BERTHA: Grateful Drag Key West Theater Friday, June 5 Doors 7PM • Show 8PM Get ready for the most unforgettable Pride show in all of Florida! B E R T H A: Grateful Drag is coming to Key West, and you do not want to miss this electrifying night of music, color, and celebration! Rolling Stone celebrates BERTHA for giving “the Dead an irreverent, joyful makeover” a performance that blends classic Grateful Dead jams with dazzling drag flair. Critics
137 views5 months ago
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3 floors of awesome !! The Bull & Whistle Bar #island #fblifestyle #islandlife #keywest #KeyWestBars #gardenofeden | Key West Bars
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3 floors of awesome !! The Bull & Whistle Bar #island #fblifestyle #islandlife #keywest #KeyWestBars #gardenofeden | Key West Bars
11.7K views5 months ago
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🍺🚪 Blink and you might miss it — welcome to the Smallest Bar Key West What it lacks in square footage, it makes up for in personality, cold drinks, and unforgettable conversations. One step inside and suddenly you’re part of the story. 😄🌴 There’s no room for ego here — just good vibes, friendly faces, and a bar that proves bigger isn’t always better. Grab a drink, squeeze in, and raise a glass to one of Key West’s quirkiest must-stops. 👉 Have you been inside yet, or are you still walking pa
21.4K views5 months ago
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Live from 801 Bourbon bar | Key West Bars
68.6K views8 months ago
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🎸🌟 Get Ready to Rock at Sloppy Joe's! 🍻🎉 Nothing says "Key West" quite like live music at Sloppy Joe's! This legendary bar is not just famous for its drinks; it’s a hotspot for incredible performances that keep the energy flowing all night long. With local bands taking the stage and the crowd singing along, every night feels like a celebration. Whether you’re dancing with friends or just soaking in the atmosphere, the live music here creates unforgettable memories. Who’s your favorite artist
1.7K views7 months ago
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On the eve of every New Year’s Eve Island House celebrates by hosting two trolleys for its guests and members to join on! At first we drive through the holiday lighted neighborhoods of Key West! Then we bring our fun down to Duval where we throw beads and sing our hearts out to the busy streets of Duval!! #BestGayResortInTheWorld | Island House Key West Gay Hotel & Resort
14K views6 months ago
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Sunset Pier ~ Key West is pure magic!! #keywest #fblifestyle #IslandLife #sunset | Key West Bars
2.1K views4 months ago
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0:39
Tis the season to be jolly… 🎄 | Island House Key West Gay Hotel & Resort
12.5K viewsDec 3, 2024
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Just celebrating the fact that it is Sunday Funday and we are hosting our bi-weekly pool party from 12pm to 4pm! 🙌😎 #BestGayResortInTheWorld | Island House Key West Gay Hotel & Resort
48.9K views8 months ago
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🐷🪧 Step inside Hog’s Breath Saloon and you’re stepping into a Key West time capsule — one covered in stickers, license plates, and legendary memories. Every inch of the walls (and we mean every inch) tells a story — from road-tripping visitors to wild nights gone slightly sideways. 🚗💥 Whether you're leaving your mark or just soaking it all in with a cold drink in hand, this place is more than a bar... it's a living scrapbook of chaos, fun, and good ol’ island mischief. 🍻🔥 Warning: staring
22.7K viewsMay 15, 2025
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Suns out, buns out! It’s Hot Naked Sunday Pool Party Time! Come over to Island House for some fun in the sun!! #BestGayResortInTheWorld #islandhousekeywest #gaypoolparty | Island House Key West Gay Hotel & Resort
3.8K viewsApr 21, 2024
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Ever wondered what Parade Day looks like during Pride Week in Key West? Well now you know!! Many of our guests and team members join us on the float as we go down Duval Street!! 🙌🥰 #BestGayResortInTheWorld #keywest | Island House Key West Gay Hotel & Resort
16K viewsJul 14, 2025
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🎶🌅 Live music at Sunset Pier — where the ocean breeze, golden skies, and island rhythms come together perfectly! 🌴🍹 Sip a cocktail, watch the boats drift by, and let the sounds of Key West carry you into the evening. Every note, every sunset, every moment feels like paradise. 🌊✨ #SunsetPierKW #LiveMusicMagic #KeyWestVibes #IslandRhythms #CocktailsAndSunsets #DuvalStreetLife | Key West Bars
12.1K views10 months ago
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Mallory Square Sunset | Key West Bars
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How our Valentines Dinner drink special is made! | Island House Key West Gay Hotel & Resort
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At the end of the rainbow is the Island House Cafe! Join us tomorrow starting at noon for a
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A vision into what running a 24 hour cafe looks like at the #BestGayResortInTheWorld 🍽️
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Save the date... Key West Pride 2026 is strutting your way! 🌈 Join us from June 3rd to
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🎶🍻 Live music at Captain Tony’s — where the legends play and the island vibes never stop. 🍻🎶
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TICKETS ON SALE NOW! Key West Pride 2026 Presents: BERTHA: Grateful Drag Key
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3 floors of awesome !! The Bull & Whistle Bar #island #fblifestyle #islandlife
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🍺🚪 Blink and you might miss it — welcome to the Smallest Bar Key West What it lacks in
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On the eve of every New Year’s Eve Island House celebrates by hosting two
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