Key West is where the party never stops.
From world‑famous festivals to nightly live music and unforgettable waterfront gatherings - the party never stops in the Southernmost City. Whether you’re here for Fantasy Fest, a laid‑back sunset celebration, or the latest happy hour specials, there’s always something happening.
👉 Get the full schedule in the So Key West App, your all‑in‑one guide to Key West events, live music, happy hours, and more.
Featured Key West Events
Fantasy Fest 2025Fri, Oct 17Key West, FL
Race World Offshore 2025 (Key West Powerboat Races)Sun, Nov 02Key West, FL
Conch Republic Independence Celebration 2026Fri, Apr 17Key West, FL
Key West Songwriters Festival 2026Wed, Apr 29Key West, FL
Daily & Weekly Happenings
What’s Going On Tonight in Key West?
In Key West, every night is an event. Whether you’re craving a waterfront concert, a night of dancing on Duval Street, or a fun local trivia night, the island has something for you:
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Live Music Every Night – From singer‑songwriters at hidden gems to full bands at legendary bars.
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Mallory Square Sunset Celebration – Street performers, artisans, and unbeatable sunset views—every evening.
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Music Bingo, Trivia & Karaoke Nights – Lively and interactive fun at local tiki bars and waterfront hangouts.
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Drag Shows & Cabaret Performances – Iconic entertainment that’s uniquely Key West.
Event Categories:
Find Exactly What You’re Looking For
Whether you’re here for a weekend or a season, So Key West helps you explore the island’s best happenings:
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🎶 Live Music & Concerts – Daily shows, beachside jam sessions, and headline performances.
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🍹 Happy Hours & Food Festivals – Sip island cocktails and taste fresh seafood at unbeatable prices.
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🎭 Festivals & Parades – From Fantasy Fest to Pride, Key West knows how to celebrate.
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⚓ Waterfront & Sailing Events – Boat parades, harbor celebrations, and sunset sails.
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🎯 Local Favorites & Nightlife – Trivia, bingo, drag shows, and Duval Street dance parties.
👉 Explore every category with just a tap in the So Key West App!
Why Use the
So Key West App?
Never Miss a Key West Moment
With so much happening in Key West, it’s easy to miss out—unless you have the right guide. The So Key West App is the island’s #1 resource for events and nightlife:
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✅ Real‑Time Event Updates – Know what’s happening right now.
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✅ Easy‑to‑Browse Daily Schedules – From live music schedules to late‑night DJ sets.
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✅ Exclusive Happy Hour Deals – Drink and dine like a local.
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✅ One‑Tap Directions & Maps – Get to the party faster.
Join the So Key West Party Online
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Follow us for the latest updates on live music, happy hours, and can’t‑miss island events.
1 / Catch the Perfect Sunset View
Arrive at Mallory Square at least an hour before sunset to claim a front-row spot for the nightly Sunset Celebration. For a quieter view, head to Sunset Pier or Fort Zachary Taylor State Park.
2 / Start with Happy Hour Deals
Many Key West bars and waterfront restaurants feature unbeatable happy hour specials between 4 and 7 p.m. Check the So Key West App for the latest drink and dining deals before you head out.
3 / Book Ahead for Popular Festivals
For major events like Fantasy Fest or the Songwriters Festival, hotels and restaurants fill up quickly. Reserve early, and use the app for real‑time updates on parades and headline performances.
4 / Follow the Live Music Trail
Key West is famous for its live music—from intimate singer‑songwriter sets to full rock bands on Duval Street. The So Key West App lists daily schedules so you’ll never miss a show.
5 / Don’t Forget Waterfront Events
Some of the best experiences in Key West happen on the water, from harbor boat parades to sunset cruises with live bands. Book early, especially during festival weeks.
6 / Try Local Favorites Beyond Duval
While Duval Street is the heartbeat of nightlife, many locals head to Stock Island tiki bars, Geiger Key Marina, and hidden gems for bingo nights, trivia, and late-night jams.
7 / Dress for Comfort and Fun
Most Key West events are casual, but costumes and tropical outfits are always welcome—especially during Fantasy Fest or theme nights. Lightweight clothing and comfortable shoes are a must!
8 / Use the So Key West App to Plan Like a Local
The app gives you real-time schedules, maps, and directions so you can easily hop from a happy hour by the beach to a DJ set on Duval Street in minutes!