Discover the best festivals and events in Key West!
From captivating theater performances and comedy shows to exhilarating fishing tournaments and literary seminars, our curated event listings offer unforgettable experiences year-round. Plan your perfect Key West getaway and immerse yourself in the vibrant local culture, entertainment, and island charm.
I Love Stock Island Festival
I Love Stock Island Festival 2026 Celebrating Community, Culture & Creative Island Life The I Love Stock Island Festival 2026 returns as a multi-day celebration honoring the people, places, and ...
Tom Arnold at Comedy Key West
Tom Arnold Key West Comedy Shows at Comedy Key West Comedy Key West welcomes Tom Arnold for four stand-up performances from Thursday, June 18, through Saturday, June 20, 2026, bringing a nationally r...
The Marshall Morlock Band: Summer Send-Off at Key West Theater
The Marshall Morlock Band Brings a Summer Send-Off Show to Key West Theater The Marshall Morlock Band takes the stage at the Key West Theater on Friday, June 19, 2026, for a special Summer Send-Off c...
Patrick Garrity Comedy Key West
Patrick Garrity Live at Comedy Key West Comedy Key West welcomes stand-up comedian Patrick Garrity for a three-night run of live comedy in the heart of Old Town Key West. Performances take place on T...
Key Lime Festival 2026
Key Lime Festival 2026 — Love & Limes in Key West Dates: July 1 – July 5, 2026Location: Key West, Florida The Key Lime Festival 2026 returns to the Florida Keys this Independence Week, deliverin...
Key West 250th Anniversary cookout
Harry S. Truman Little White House Key West 250th Anniversary Cookout America’s 250th Anniversary of the Declaration of Independence Cookout brings a festive, family-friendly celebration to the lawn ...
4th of July 2026 Key West, Florida presented by Rotary Club
4th of July, Key West, Florida 2026 Picnic & Fireworks Spectacular at Higgs Beach The Rotary 4th of July Picnic & Fireworks Spectacular returns to Higgs Beach and Indigenous Park on Satur...
OMGITSWICKS and Friends
OMGITSWICKS Key West Comedy Weekend at Comedy Key West OMGITSWICKS and Friends bring a high-energy Florida comedy show to Comedy Key West for four live performances on Friday, July 10, and Saturday, ...
Hemingway Days 2026
Hemingway Days 2026 at Sloppy Joe’s Bar & Duval Street Hemingway Days 2026 returns to Key West, Florida, from July 22–26, 2026, celebrating the life, spirit, and legacy of Ernest Hemingway with f...
Key West Afternoon Sail, Snorkel, Kayak & Sunset Excursion
Danger Charters
Spend the afternoon on the water with Danger Charters on a Key West sail, snorkel, kayak, and sunset excursion. This trip combines classic sailing, shallow-water adventure, snorkeling, kayaking, and a sunset finish, making it a strong all-in-one option for visitors who want more than a simple boat ride.
Book now!Key West Ghost & Mysteries Tour
Key West Ghost & Mysteries Tour
Explore the haunted side of Old Town on the Key West Ghost & Mysteries Tour. This guided evening experience blends local legends, mysterious stories, historic streets, and spooky island atmosphere for visitors who want a darker, more unusual look at Key West history.
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Key West Sandbar Tiki Cruise from Hurricane Hole Marina
Cruisin Tikis Key West
Cruise to the sandbar with Cruisin Tikis Key West on a fun tiki boat experience departing from Hurricane Hole Marina. This laid-back sandbar cruise is a great option for visitors who want shallow-water views, island breezes, and a relaxed Key West boating adventure.
Book now!