
GayDays 2027
Upcoming

Late Night Trivia
June 6, 2027 at 11:00 PM – June 7, 2027 at 12:00 AM
Holiday Inn & Suites Orlando SW - Celebr
🧠🍸 NEW for GayDays® — Late-Night Trivia! Kick back at the Lobby Bar with a GayDays® entertainer, grab a drink, test your knowledge, share some laughs, and compete for fun prizes. Come with friends or make some new ones—no studying required! 🎉

Sunday Red Room
June 6, 2027 at 10:00 PM – June 7, 2027 at 2:00 AM
Holiday Inn & Suites Orlando SW - Celebr
Step inside the Red Room—where the lights go low, the music gets deeper, and the energy turns irresistibly intense. It’s bold, seductive, and unapologetically electric… a late-night escape made for those ready to explore the darker side of the party. 🔥

Closing Party
June 6, 2027, 7:00 – 11:00 PM
Holiday Inn & Suites Orlando SW - Celebr
🌈 GayDays® Closing Party One last night. One more reason to celebrate! Join us for the GayDays® Closing Party as we bring everyone together for music, dancing, drinks, friends, and one final celebration of an unforgettable weekend. Then, after 7 PM, the pool party is FREE!

OUT LOUD & UNDRESSED! A GayDays® Comedy + Underwear Party
June 6, 2027, 7:00 – 9:00 PM
Holiday Inn & Suites Orlando SW - Celebr
😂🩲 Big laughs. Local talent. Less clothing! Join us for OUT LOUD & UNDRESSED!, a GayDays® comedy show featuring hilarious local entertainers—all wrapped up in an Underwear Party! Grab a drink, rock your favorite briefs, and get ready to laugh! 🎤🔥

GayDays® Newbie Happy Hour at Lobby Bar
June 6, 2027, 6:00 – 8:00 PM
Holiday Inn & Suites Orlando SW - Celebr
👋 New to GayDays®? You won’t be for long! Join our nightly First-Timers Mixer, meet fellow guests, make new friends, and get ready for an incredible weekend. Come solo, as a couple, or with friends—everyone is welcome! 🌈🥂

Keys & Cocktails
June 6, 2027, 5:00 – 6:00 PM
Holiday Inn & Suites Orlando SW - Celebr
🎹🍸 Pull up a seat and sing along! GayDays® Piano Lounge brings live music, favorite songs, great company, and plenty of laughs together for the perfect start to your evening. Grab a drink, make a request, and join the fun! 🎶

Sunday Drag Brunch Sassy Flashy and Trashy Party
June 6, 2027, 11:00 AM – 1:00 PM
Holiday Inn & Suites Orlando SW - Celebr
🥂👑 Brunch just got fabulous! Join us for GayDays® Drag Brunch: Sassy, Flashy & Trashy—packed with fierce performances, laughs, and nonstop fun. Come dressed sassy, flashy, trashy… or all three!

Sunday Pool Party
June 6, 2027 at 11:00 AM – June 7, 2027 at 2:00 AM
Holiday Inn & Suites Orlando SW - Celebr
Dive into the GayDays Pool Party—high-energy DJs, cocktails, sun, and nonstop vibes with the hottest crowd all weekend long. Showtunes 12:00 PM 4:00 PM Latin Music 4:00 PM 9:00 PM Party Anthems 9:00 PM 2:00 AM

Late Night Trivia
June 5, 2027 at 11:00 PM – June 6, 2027 at 12:00 AM
Holiday Inn & Suites Orlando SW - Celebr
🧠🍸 NEW for GayDays® — Late-Night Trivia! Kick back at the Lobby Bar with a GayDays® entertainer, grab a drink, test your knowledge, share some laughs, and compete for fun prizes. Come with friends or make some new ones—no studying required! 🎉

Saturday Red Room
June 5, 2027 at 10:00 PM – June 6, 2027 at 2:00 AM
Holiday Inn & Suites Orlando SW - Celebr
Step inside the Red Room—where the lights go low, the music gets deeper, and the energy turns irresistibly intense. It’s bold, seductive, and unapologetically electric… a late-night escape made for those ready to explore the darker side of the party. 🔥

Bare Notes: Nude Karaoke
June 5, 2027, 10:00 – 11:30 PM
Holiday Inn & Suites Orlando SW - Celebr
🎤🍑 Drop your inhibitions—and maybe your clothes! Bare Notes: Nude Karaoke is your chance to grab the mic, pick your favorite song, and sing it like nobody’s watching… even though they definitely are. Clothing optional, confidence encouraged, and no singing talent required! 🎶🔥

XXX Porn Star Bingo & Jock Strap Party
June 5, 2027, 8:00 – 9:30 PM
Holiday Inn & Suites Orlando SW - Celebr
🔥 Bingo just got a whole lot hotter! Join your favorite adult film stars for a wild night of bingo, laughs, prizes, and surprises—all during our Jock S Get ready for a cheeky, over-the-top bingo experience hosted by your favorite adult stars—where the prizes are hot and the vibes are even hotter.

GayDays® Newbie Happy Hour at Lobby Bar
June 5, 2027, 6:00 – 8:00 PM
Holiday Inn & Suites Orlando SW - Celebr
👋 New to GayDays®? You won’t be for long! Join our nightly First-Timers Mixer, meet fellow guests, make new friends, and get ready for an incredible weekend. Come solo, as a couple, or with friends—everyone is welcome! 🌈🥂

Keys & Cocktails
June 5, 2027, 6:00 – 7:00 PM
Holiday Inn & Suites Orlando SW - Celebr
🎹🍸 Pull up a seat and sing along! GayDays® Piano Lounge brings live music, favorite songs, great company, and plenty of laughs together for the perfect start to your evening. Grab a drink, make a request, and join the fun! 🎶

Saturday Pool Party R.E.D. Remix Energy Dance
June 5, 2027 at 11:00 AM – June 6, 2027 at 2:00 AM
Holiday Inn & Suites Orlando SW - Celebr
Dive into the GayDays Pool Party—high-energy DJs, cocktails, sun, and nonstop vibes with the hottest crowd all weekend long. Queens of Pop 12:00 PM 4:00 PM Top 100 4:00 PM 8:00 PM Remixes 8:00 PM 12:00 AM Dance / Club Hits 12:00 AM 4:00 AM

Late Night Trivia
June 4, 2027 at 11:00 PM – June 5, 2027 at 12:00 AM
Holiday Inn & Suites Orlando SW - Celebr
🧠🍸 NEW for GayDays® — Late-Night Trivia! Kick back at the Lobby Bar with a GayDays® entertainer, grab a drink, test your knowledge, share some laughs, and compete for fun prizes. Come with friends or make some new ones—no studying required! 🎉

Friday Red Room
June 4, 2027 at 10:00 PM – June 5, 2027 at 2:00 AM
Holiday Inn & Suites Orlando SW - Celebr
Step inside the Red Room—where the lights go low, the music gets deeper, and the energy turns irresistibly intense. It’s bold, seductive, and unapologetically electric… a late-night escape made for those ready to explore the darker side of the party. 🔥

Big Gay Game Show
June 4, 2027, 9:00 – 10:30 PM
Holiday Inn & Suites Orlando SW - Celebr
🎤 The Big Gay Game Show 🌈 Get ready to laugh, compete, and play along! The Big Gay Game Show brings outrageous challenges, hilarious questions, audience participation, and fabulous prizes together for a fast-paced GayDays® experience where anything can happen—and everyone can get in on the fun!

Miss GayDays and Mr GayDays Leather Competition & Anything but Clothes Party!
June 4, 2027, 9:30 – 11:00 PM
Holiday Inn & Suites Orlando SW - Celebr
Two competitions. Two crowns. One wild night! 👑🔥 Watch the next Miss GayDays® and Mr. GayDays® Leather compete for the titles—all during our Anything But Clothes Party! Get creative, dress bold, and come ready to cheer on your favorites!

Keys & Cocktails
June 4, 2027, 8:00 – 9:00 PM
Holiday Inn & Suites Orlando SW - Celebr
🎹🍸 Pull up a seat and sing along! GayDays® Piano Lounge brings live music, favorite songs, great company, and plenty of laughs together for the perfect start to your evening. Grab a drink, make a request, and join the fun! 🎶

Drag Bingo Pajama Party
June 4, 2027, 6:00 – 7:30 PM
Holiday Inn & Suites Orlando SW - Celebr
Slip into your favorite PJs and get ready for a night of laughs, sass, and big wins! 💤👑 GayDays® Drag Bingo Pajama Party brings fierce queens, fabulous prizes, and nonstop entertainment. It’s bingo… but comfy, crazy, and completely GayDays®!

GayDays® Newbie Happy Hour at Lobby Bar
June 4, 2027, 6:00 – 8:00 PM
Holiday Inn & Suites Orlando SW - Celebr
👋 New to GayDays®? You won’t be for long! Join our nightly First-Timers Mixer, meet fellow guests, make new friends, and get ready for an incredible weekend. Come solo, as a couple, or with friends—everyone is welcome! 🌈🥂

Friday Pool Party Decades
June 4, 2027 at 11:00 AM – June 5, 2027 at 2:00 AM
Holiday Inn & Suites Orlando SW - Celebr
Dive into the GayDays Pool Party—high-energy DJs, cocktails, sun, and nonstop vibes with the hottest crowd all weekend long. 80s 12:00 PM 4:00 PM 90s 4:00 PM 8:00 PM Music of the 2000s 8:00 PM 12:00 AM EDM / Circuit 12:00 AM 4:00 AM

Late Night Trivia
June 3, 2027 at 11:00 PM – June 4, 2027 at 12:00 AM
Holiday Inn & Suites Orlando SW - Celebr
🧠🍸 NEW for GayDays® — Late-Night Trivia! Kick back at the Lobby Bar with a GayDays® entertainer, grab a drink, test your knowledge, share some laughs, and compete for fun prizes. Come with friends or make some new ones—no studying required! 🎉

Thursday Red Room
June 3, 2027 at 10:00 PM – June 4, 2027 at 2:00 AM
Holiday Inn & Suites Orlando SW - Celebr
Step inside the Red Room—where the lights go low, the music gets deeper, and the energy turns irresistibly intense. It’s bold, seductive, and unapologetically electric… a late-night escape made for those ready to explore the darker side of the party. 🔥

Keys & Cocktails
June 3, 2027, 8:00 – 9:00 PM
Holiday Inn & Suites Orlando SW - Celebr
🎹🍸 Pull up a seat and sing along! GayDays® Piano Lounge brings live music, favorite songs, great company, and plenty of laughs together for the perfect start to your evening. Grab a drink, make a request, and join the fun! 🎶

Kick Off Party
June 3, 2027, 7:00 – 11:00 PM
Holiday Inn & Suites Orlando SW - Celebr
🎉 GayDays® Kick Off Party The weekend starts here! Join us as we officially kick off GayDays® with music, drinks, friends, and plenty of surprises. More exciting details are coming soon—then stick around after the show for a FREE Pool Party and keep the celebration going! 🌈🔥

GayDays® Newbie Happy Hour at Lobby Bar
June 3, 2027, 6:00 – 8:00 PM
Holiday Inn & Suites Orlando SW - Celebr
👋 New to GayDays®? You won’t be for long! Join our nightly First-Timers Mixer, meet fellow guests, make new friends, and get ready for an incredible weekend. Come solo, as a couple, or with friends—everyone is welcome! 🌈🥂

Thursday Pool Party Nashville Nights
June 3, 2027 at 12:10 PM – June 4, 2027 at 2:00 AM
Holiday Inn & Suites Orlando SW - Celebr
GayDays Pool Party—high-energy DJs, cocktails, sun, and nonstop vibes with the hottest crowd all weekend long. Country Playlist 12:00 PM 4:00 PM Country Pride / Line Dance 4:00 PM 9:00 PM Country Mixes 9:00 PM 2:00 AM

Weekend Red Room Pass
June 3, 2027, 11:00 – 11:10 AM
Holiday Inn & Suites Orlando SW - Celebr
Step inside the Red Room—where the lights go low, the music gets deeper, and the energy turns irresistibly intense. It’s bold, seductive, and unapologetically electric… a late-night escape made for those ready to explore the darker side of the party. 🔥Nightly at 10pm

Weekend Pool Party Pass
June 3, 2027 at 11:00 AM – June 7, 2027 at 2:00 AM
Holiday Inn & Suites Orlando SW - Celebr
Dive into the GayDays Pool Party—high-energy DJs, cocktails, sun, and nonstop vibes with the hottest crowd all weekend long

