Search Nightly/Weekly Rentals
Search Monthly/Seasonal Rentals
HEMINGWAY 5K SUNSET RUN & PADDLEBOARD RACE SCHEDULE SATURDAY, JULY 20, 2024 – RACE DAY! 3:00 pm – 7 pm: Race Registration Booth Location: Outside Southernmost Beach Cafe, 1405 Duval Street IMPORTANT INFORMATION FOR PADDLEBOARDERS Saturday, July 20, packet pick up at 3 pm SHARP. Check in for your shirt at Southernmost Beach Cafe, 1405 Duval […]
Tropical Heat is the HOTTEST annual 5-day party for gay men ages 21 and up in Key West and the Florida Keys! The all-male themed parties, pool parties, clothing optional events, and adult-oriented entertainment promise to be HOT! August on our tropical island is always HOT, but during Tropical Heat it promises to be even […]
The Key West Lobsterfest began as an argument between friends over who made the best Lobster Chilau. Naturally the only way to answer this most important question was a cook-off! Contestants tweaked their age-old family recipes and judges were assembled. The inaugural contest occurred in the courtyard of the Rick's & Durty Harry's Entertainment Complex […]
Experience the ultimate girls' weekend at Key West Womenfest Key West Womenfest is an annual end-of-summer festival celebrating lesbians and attracting thousands of women from around the globe. September 4-8th, 2024 For decades, Key West’s Womenfest has attracted thousands of lesbians, bi-sexual, queer, transwomen, and allies to what is arguably the premier LGBTQ+ vacation destination […]
2024 DATES - 10/18/24 - 10/27/24 2024 Theme: It's a 90's Neon Cosmic Carnival! Fantasy Fest is an annual 10-day party in paradise for grown-ups. Started in 1979 by a small group of Key West locals, the party was created to bring visitors to the island in what was a typically quiet, but beautiful season. It […]
2024 RWO UIM World Championship Offshore World Championships: November 3rd - 10th, 2024 Race World Offshore is excited to bring teams and fans to Key West for an amazing Offshore World Championship experience presented by Performance Boat Center. RWO is the premier Offshore Racing Sanctioning body in the United States and our team is dedicated […]
