Key West Pride

Key West Pride

Key West Pride is one of the most distinctive and welcoming LGBTQ Pride celebrations in the United States, blending vibrant community energy with tropical island charm. Held annually in June, Key West Pride typically spans four to five days, turning the historic streets of Old Town into a colorful, walkable celebration. While the official 2026 schedule has not yet been released, the 2025 event lineup provides a reliable preview of what visitors can expect in 2026.

Pride week traditionally kicks off with an Opening Night Kickoff Party, welcoming locals and visitors with music, drinks, and a relaxed island vibe. One of the most popular daytime events is the Pride Pool Party, often hosted at a hotel or resort, offering DJs, themed swimwear, and an easygoing social atmosphere that reflects Key West’s laid-back style.

A highlight of the celebration is the Key West Pride Parade, usually held along Duval Street, the heart of the island’s nightlife and entertainment district. Unlike massive city parades, this event feels intimate and joyful, with floats, drag performers, community organizations, and local businesses marching through streets lined with cheering spectators just steps away. The close-knit setting makes it easy to feel part of the celebration whether you’re marching or watching from the sidewalk.

Another signature Pride experience is the Sunset Sailing and Party Cruise, where attendees celebrate on the water while enjoying Key West’s iconic sunsets. These cruises typically include music, drinks, and social mingling, making them a favorite for visitors looking to combine Pride with a classic Key West experience. Pride week often also features historical walking tours, art events, and community gatherings that highlight the island’s deep LGBTQ history and creative culture.

Nightlife is central to Key West Pride. In 2025, the schedule included bar crawls, themed dance nights, drag shows, and late-night parties at venues throughout Duval Street. Because the island is compact and walkable, moving between events is effortless, keeping the energy high throughout the week.

For the most up-to-date information on Key West Pride 2026, readers should check:

With its mix of parade tradition, pool parties, sunset cruises, and legendary nightlife, Key West Pride continues to stand out as a Pride celebration that feels personal, joyful, and uniquely island-inspired.

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

 
3852 North Roosevelt Boulevard, Key West, FL 33040

Average Nightly Cost:  $239-$270/per Night *

Fairfield by Marriott Inn & Suites Key West at The Keys Collection is a solid, budget-friendly option for Key West Pride, especially for travelers who want modern comfort with easy access to the festivities. Located on Roosevelt Boulevard, the hotel is about a 10 to 15 minute drive from Old Town Key West, where most Pride events take place, including the Duval Street Pride Parade, bar crawls, drag shows, and late-night parties.

LGBTQ nightlife hotspots along Duval Street are also roughly 10 to 15 minutes by car or rideshare, making it easy to enjoy Pride energy without staying directly in the busiest area. The hotel offers spacious rooms, complimentary breakfast, and a relaxed atmosphere that’s ideal for recharging between events. Fairfield by Marriott works well for Pride travelers who prefer a quieter stay while remaining close to the heart of Key West Pride celebrations.

Blue Flamingo Resort Key West

3820 North Roosevelt Boulevard, Key West, FL 33040

Average Nightly Cost:  $265-$300/per Night *

Blue Flamingo Resort Key West at The Keys Collection is a fun, colorful home base for Key West Pride, offering a relaxed resort vibe with easy access to the action. Located just north of Old Town, the resort is about a 10 to 15 minute drive or rideshare from Duval Street, where the Pride Parade, bar crawls, and most LGBTQ nightlife take place. Many official Pride events and daytime pool parties are held within a similar short drive, making it easy to get around without staying directly in the busiest area.

After long Pride days and late nights, Blue Flamingo Resort offers a laid-back escape with spacious rooms, a lively pool area, and tropical surroundings. It’s a great option for travelers who want quick access to Pride festivities while enjoying a more relaxed, resort-style stay.

The Laureate Key West

3444 North Roosevelt Boulevard, Key West, FL 33040

Average Nightly Cost:  $307-$340/per Night *

The Laureate Key West offers a relaxed, waterfront stay that’s ideal for Key West Pride, especially if you want a quieter place to recharge while staying close to the action. Located along North Roosevelt Boulevard, the hotel is about a 5 to 10 minute drive or rideshare from Duval Street, where most Pride events, bar crawls, drag shows, and nightlife take place. The Pride Parade, pool parties, and evening events in Old Town are also easily accessible by car, bike, or scooter in roughly 10 to 15 minutes.

With spacious suites, marina views, and a calm atmosphere, The Laureate is a great option for Pride travelers who want easy access to LGBTQ nightlife and events while enjoying a more laid-back, resort-style setting away from the busiest crowds.

Pricing Disclaimer

All rates shown are subject to change and availability. Pricing reflects a search conducted on January 31, 2026 at 4:00 pm EST and is based on a stay for two adults from June 2nd, 2026 through June 8th, 2026, using a fully refundable rate. Actual prices may vary depending on availability, room type, length of stay, taxes, fees, and changes made after the time of search.  Check all hotel policies and reviews before booking; these properties are not an affiliate booking.