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Conch Republic Celebration
& Drag Race Key West 2027

Celebrate a unique event during the Conch Republic Days celebration as lavish “dragsters” entertain audiences.

  • Event Dates

    From: Awaiting dates
    To: Awaiting dates

  • Key Higlights

    • Tall Ships
    • Drag Race
    • DJs Playing
    • Fashion Show
    • Heats & Finals
    • Lipstick & Wigs
    • High-Heel Shoes
    • World's Longest Parade

Conch Republic Celebration & Drag Race Key West 2027

Celebrate a unique event during the Conch Republic Days celebration as lavish “dragsters” entertain audiences while attempting to outpace their rivals.

  • Visiting Key West? Stay at The Capitana, a boutique hotel racing the beachfront just a 9-minute drive to the gay bars of Duval Street with an outdoor pool, fitness centre and stylish rooms, rated “Superb” by guests.

The Drag Race

  • Next Edition: Awaiting dates.
  • The annual Conch Republic Drag Race is a playful parody of auto racing, but instead of high-speed cars, think high-heel shoes.
  • Add some spectacular drag attire, lipstick, wigs, and race-mandated footwear, and you have a zany race in the heart of the gay entertainment district.
  • The event takes over the famous 700 block of Duval street, home to Key West's bustling gay nightlife scene.
  • The event runs from 2 pm to 6 pm, with trials at 3 pm and then qualifying heats and finals.
  • The event continues its spoof of a speed race with pit crews, chequered flags and DJs playing revving engines.
  • Racers navigate various hazards on the track, including tires and perilous obstacles, as crowds gather to cheer on their favourite competitor.
  • Stay close to downtown at the H2O Suites, rated “Superb” by gusts with modern design and high-end amenities. Highly recommended.

The Annual Conch Republic Days Celebrations

  • Awaiting dates  – Conch Republic Drag Race Key West is part of the Conch Republic Days celebration, commemorating the Florida Keys' symbolic 1982 secession from the United States and the formation of the independent republic.
  • Events include the World's Longest Parade” leaving Duval Street from the Atlantic Ocean to the Gulf of Mexico, and a choreographed sea battle featuring tall ships.
  • The wearable art fashion show is another rather glamorous event.

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

Gay Map of Key West

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.

Address: 526, Angela Street, Key West,

  • Boutique hotel wrapped in tropical gardens.
  • Polished rooms and private porches.
  • Heated pool, koi ponds, and quiet corners.
  • Self-serve wine gallery and live jazz nights.
  • Steps to Duval, peaceful once inside.
  • Website

Address: 419, Amelia Street, Key West

  • Adults-only guesthouse in Old Town.
  • Studios and suites with kitchens.
  • Leafy courtyard and relaxing pool.
  • Porches or balconies in many units.
  • Easy walk to Duval, calm at night.
  • Website

Address: 819 Simonton StreetKey West

  • Adults-only inn in lush gardens.
  • Historic cottages and bright rooms.
  • Courtyard pool and hot tub.
  • Light breakfast to start the day.
  • Close to Duval, calm at night.
  • Website

Address: 611 Truman AveKey West, FL 33040

  • Modern boutique hotel near Duval.
  • Bright rooms; patios or balconies in many.
  • Palm-lined courtyard and mosaic pool.
  • Light breakfast and on-site parking.
  • Quiet base with easy Old Town access.
  • Website

Address: 724 Duval Street, Key West, FL 33040

  • Key West’s best-known gay bar complex.
  • Pool, Jacuzzi, and men-only garden courtyard.
  • Men-only, clothing-optional garden bar with go-go dancers.
  • Go-go shows, drag, and video DJs nightly.
  • Fun, friendly crowd and strong drinks.
  • Open: Daily 10am–4am.
  • Website

Address: 801 Duval Street Key West, FL 33040

  • Iconic gay bar and cabaret on Duval Street.
  • Home of the World Famous 801 Girls.
  • Two drag shows nightly and karaoke nights.
  • Friendly staff, strong pours, full of laughs.
  • A Key West institution since the 1980s.
  • Open: Daily 12pm–4am.
  • Facebook

Address: 711 Duval Street Key West, FL 33040

  • Iconic Duval Street drag-and-dance spot.
  • Aquanettes headline polished nightly shows.
  • Busy bar, fast service, upbeat crowd.
  • Part of the Aquaplex with sister venues.
  • Easy ticketing and multiple showtimes.
  • Open: Mon–Thu 2pm–12am, Fri–Sat 2pm–2am, Sun 2pm–12am
  • Website

Address: 801 Duval Street Key West, FL 33040

  • Classic Key West leather/bear hangout.
  • Dark room, patio, and late-night crowd.
  • Strong pours, cruising vibe, themed nights.
  • Men-forward space near Duval Street.
  • Easy hop from Bourbon Street Pub.
  • Open: Daily 5pm–4am
  • Facebook

Address: 504 Angela St, Key West, FL 33040

  • Intimate cabaret room inside Aquaplex.
  • Live drag with vocals and variety acts.
  • Clear sightlines, seated show format.
  • Quick bar service, upbeat mixed crowd.
  • Steps from Duval; easy venue-hopping.
  • Open: Mon–Thu 2pm–12am, Fri–Sat 2pm–2am, Sun 2pm–12am
  • Website

Address: 504 Angela St, Key West, FL 33040

  • Whimsical martini bar with unicorn energy.
  • Small room, big personality, friendly staff.
  • Happy hour deals and weekly bingo.
  • Perfect stop on an Aquaplex night out.
  • Open: Daily 2pm–2am
  • Facebook

Address: 1125 Duval Street Key West, FL 330403 

  • Adults-only boutique hotel, bar, and cabaret on Duval.
    Nightly vocal-drag shows in the Crystal Room.
    Piano bar vibes and a lively terrace on the street.
    Sunday Tea Dance by the pool with resident DJs.
    Good food, strong drinks, and friendly service.
  • Open: The Crystal Room from 8pm
  • Sunday Tea Dance by the pool 4:pm-6:30pm
  • Facebook

Address: 711 Duval St, Key West, FL 33040

  • Courtyard hideaway behind Aqua on Duval.
  • Casual hang, quick service, strong drinks.
  • Great stop on an Aquaplex bar hop.
  • Daytime specials and relaxed vibes.
  • Open: Mon–Thu 2pm–12am, Fri–Sat 2pm–2am, Sun 2pm–12am
  • Website

Address: 724 Duval St 2, Key West, FL 33040

  • Poolside garden bar at an all-male guesthouse.
  • Men-only space with clothing-optional pool.
  • Late hours, DJs, and a friendly crowd.
  • Easy access to Bourbon Street Pub next door.
  • Right on Duval, social from day to night.
  • Open: Daily 10:00am–4:00am
  • Instagram

Address: 900 Simonton Street Key West, FL 33040

  • Late-night karaoke bar with a friendly, mixed crowd.
  • Strong pours, easy prices, and quick service.
  • Simple room with a pool table and TVs.
  • Locals, industry folks, and visitors blend.
  • Casual singalong spot just off Duval.
  • Open: 12pm–4am
  • Facebook

Recommended Hotels in Key West By Booking

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

The Gardens Hotel
4 Star, adults-only

The Gardens Hotel
Booking.com
  • 4 Star, Adults-Only with Two Outdoor Pools
  • Close to the gay district
  • Balcony or patio, flat-screen TV
  • Adults-only, two pools, one-minute walk from Duval Street, rooms with balconies or patios.

Paradise Inn
3 Star, Adult Only

Booking.com
  • 3 Star, Landscaped Grounds with Koi Pond
  • Close to the gay district
  • Sitting area, cable TV, microwave
  • Adults-only, landscaped grounds, complimentary breakfast, suites with sitting areas and kitchen.

Douglas House
3 Star, Adult Only

Douglas House
Booking.com
  • 3 Star, Near Ernest Hemingway Home
  • Close to the gay district
  • Microwave, refrigerator, free Wi-Fi
  • Adults-only, minutes from Ernest Hemingway Home, offers free parking, pool, & microwaves.

Truman Hotel 3 Star
Trendy Boutique

Truman Hotel
Booking.com
  • 3 Star, Trendy Boutique with Outdoor Pool
  • Close to the gay district
  • iPod dock, flat-screen TV
  • Trendy boutique hotel, outdoor pool, modern rooms with iPod docking stations, and refrigerators.

Video Key West’s Great Conch Republic Drag Race

High heels eclipse high octane, and lipstick is mandatory (though tiaras are optional).

The Paradise Inn Key West

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