Nightlife » Local Events

Key West Men’s & Ladies’ Long Weekends: Hot Town, Hot Guys, Hot Gals!

by Bob Sanders
Monday Jun 25, 2012

Key West is noted as the southernmost city in the Continental United States. Once the home of both Ernest Hemingway and Tennessee Williams, it also served as the Winter White House for President Harry S. Truman.

Rich in its own eccentric heritage and boasting a graceful Victorian Historic District, this small island city has been a longtime destination of choice for artists, writers, celebrities, alternate lifestyle devotees, water sports athletes, sun worshippers. Separated from the Upper 48 by a famous island-spanning bridge, it's hardly a surprise that a town that has always welcomed everyone would have long reigned as one of the most popular LGBT vacation destinations in the world.

You might think, "Florida? In the summer?" But Key West offers balmy breezes, plenty of pools to dip into (clothing optional!) and, of course, the beaches that surround the island. The "One Human Family" Florida paradise recently kicked off Summer 2012 with its annual Key West Pride.

Late summer is a great time to visit this tropical outpost. In August and September, the temperature averages in the low- to mid-80s -- often cooler than many Northeastern or Midwestern cities at the same time. The airfares are low, the beaches aren't as crowded, and Duvall Street can offer its rich charms without the hordes of gawking tourists. If you want crowds, you can always find them at the Mallory Square, where cheering the sun setting in the western seas has spawned an impromptu arts festival and "happening" every night for decades.

Tropical Heat: 4 Days of Men, Men -- and More Men

From Aug. 16 to Aug. 20, the Key West Business Guild will host their four-day annual party bash for gay men (and those who love them), Tropical Heat. Events include intriguingly decadent adult parties at some of Key West’s finest gay venues, including the Island House, Bourbon, 801, and Equator Resort. Tropical Heat Passes can be purchased in advance or at the clothing-optional opening party held at Big Ruby’s Resort.

Scheduled events include these daily events and wild nights.

Daily Events

• 8 a.m. to 8 p.m. Blu Q Water Adventures
Experience paradise in the water. Sailing, snorkeling, kayaking, and more. Blu Q continues to be the No. 1 gay men’s adventure for over 15 years. A Special Tropical Heat discount is available with the purchase of VIP Pass.

• 9 a.m. to 5 p.m. every day except Sunday (noon to 5 p.m.): Gay Key West Visitor Center
Make this your first stop when you hit the island. Tropical Heat Event Guides, One Human Family bracelets, sponsor info, Gay Key West map, and more.

• 4:30 to 6:30 p.m.: Alexander’s Poolside Happy Hour
Gather with friends to enjoy signature cocktails and libations at Alexander’s Pink Monkey Bar during their daily happy hour.

Special Events
Thursday, Aug. 16, 2012:
• 6 to 9 p.m.: Kick-Off Party at Big Ruby’s
Big Ruby’s opens its doors for Una Noche Caliente! This men-only, clothing-optional meet & greet is sure to entertain with complimentary music, food, and open bar.

• 9 p.m. to 2 a.m.: "Reality is a drag" Show & Dance Party
Don’t miss the special Tropical Heat ’Reality is a Drag’ Show at Aqua. These "girls" want to welcome you to Gay Key West and our long summer nights! Then stay and dance on one of the hottest floors in town.

Friday, Aug. 17, 2012:
• Noon to 4 p.m.: Splash! Men Only Pool Party
Now this is Key West! Fun in the sun just got hotter at this clothing-optional pool party just for men, at Boubon Street Pub. Cool down or get worked up. It’s an afternoon of fun and games.

• 6 to 10 p.m.:Toga in the Tropics
Come dressed in a toga. Staying dressed is not required. This Tropical Heat tradition invites you to sip a cocktail by the pool and enjoy the view! Annual Toga Party includes prizes for Most Creative, Most Revealing and Mr. Toga! Men Only Event.

11 p.m. to 4 a.m.: Hotter Than Hades Dungeon & Fetish Party
It’s hotter than Hades at this very adult Dungeon Fetish party. Watch or be watched at the party of the weekend! Men Only. Clothing optional. Fetish attire encouraged. Located behind 801.

Saturday, Aug. 18, 2012
• Noon to 5 p.m. Skinny Dip at the Island House
When the Tropical Heat starts to get to you, take your clothes off and enjoy the pool party at the Island House. This men-only clothing optional event offers a poolside cafe and loungers, tanning deck with misting system, two hot tubs, steam room, sauna, and gym. Towels and clothes check provided. Dare to be bare!

• 5 to 8 p.m.: Howling Happy Hour
It’s Happy Hour and our Tropical Heat hosts invite you to join them for an afternoon libation. 801, Alexander’s, Aqua, Big Ruby’s, Bourbon, Equator, Island House, and Oasis.

• 10 p.m. to 4 a.m.: The Big O at Bourbon
The Main Event just got hotter at this men-only night of exhibitionism and fantasies. Foam Party. Play Areas. Hot Exotic Dancers. Music by DJ/VJ Gary Nolan. Pool with Waterfall. Four Dance Floors. Free Clothes Check.

Sunday, Aug. 9, 2012:
• Noon to 5 p.m.: Hot Naked Sunday at Island House
This popular event is clothing optional. After Church and before tea is the Island’s only Pre-Tea Pool Party for Men. Poolside Cafe and loungers, tanning deck with misting system, two hot tubs, steam room, sauna, and gym. Towels and clothes check provided. Naked Boys, Drink Specials, and Prizes.

• 5 to 7 p.m.: Gay Bingo
Quintessential Gay Key West. This ain’t your grandmother’s bingo, that’s for sure! Adult Themed. Benefits a local charity. Pizza included.

• 7:30 p.m. Comedy with Paul J. Williams
Our host with the most ... laughs! Paul J Williams returns to Key West with his hilarious take on life as a gay man and a look at the women who’ve helped shape his crazy life! Look for him on Logo, RSVP Cruises, and more! Co-Sponsored by Cypress House.

September: WomenFest Key West

Three weeks later, which presumably will allow enough time for the town to clean up, the women take charge in the annual Womenfest Key West.

Also sponsored by the Key West Business Guild, Womenfest has hosted a wide range of activities guaranteed to appeal to a broad range of interests. Womenfest extends Sept. 4 through 9.

And guess what, ladies? You get your own clothing-optional pool parties! This Key West tradition means you can stay as cool as you want while heating up everyone else. There will also be a sizzling dance club scene, a golf tournament, and women-only water excursions that range from jet skis to dolphin. If your sense of the adventurous extends to a theater seat, you can partake in film, live music, and a comedy show.

Visitors may enjoy musical performances throughout the island, including Beverly McClellan and Sister Funk. Laugh until it hurts with the great Erin Foley, who will be joined by Sandra Valls, Chantal Carerrre, and Christine O’Leary.

Check out the details of the WF event schedule, purchase tickets online, and find out where to stay, at the Womenfest. Most events are All Welcome. All events are uniquely Key West.

For more information about both events, contact the Key West Business Guild, at 513 Truman Ave. Key West FL Call 305-294-4603, or e-mail


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