Upcoming Live Music Events

Vienna Boys Choir at Tennessee Williams Theatre

 Tennessee Williams Theatre 5 Feb 2026
ART

Graham Nash- Live on Tour 2026

 Key West Theater 26 Apr 2026
MUSIC

FLO-RAW at Sloppy Joes Key West

 Sloppy Joe's Bar 4 Jul 2026
MUSIC

View More Live Music Events

Upcoming Festivals Events

Mile 0 Fest Key West: Paul Cauthen Cody Canada and The Departed & Them Dirty Roses - Friday

 Truman Waterfront Amphitheater 29 Jan 2026
FESTIVALS

Mile 0 Fest Key West - 3 Day Pass (Thursday-Saturday)

 Truman Waterfront Amphitheater 28 Jan 2026
FESTIVALS

The Key Lime Festival 2026

 Key West, Florida 1 Jul 2026
FESTIVALS

View More Festivals Events

Upcoming Food & Drinks Events

31st Annual Taste of Key West

 Truman Waterfront, Key West, FL, United States, Florida 33040 23 Mar 2026

Mary Gauthier with special guest Jaimee Harris

 Key West Theater 7 Feb 2026
FESTIVALS

Tropical Luncheon & Garden Party

 Key West Woman's Club 8 Feb 2026
PARTIES

View More Food & Drinks Events

Upcoming Valentine's Day Events

Valentine's Day Sunset Sail

 0 Duval Street, Key West, FL, United States, Florida 33040 14 Feb 2026
VALENTINES-DAY

Mangoes Drag Brunch Royale Valentines Edition

 Mangoes Restaurant 15 Feb 2026
BRUNCH USD 55 TO 66

Florida Keys Seafood Festival

 Truman Waterfront Park 14 Feb 2026
FESTIVALS

View More Valentine's Day Events

Upcoming Comedy Events

Q West: Comedy Escape 2026

 Key West Theater 10 Apr 2026
COMEDY USD 450 TO 534

Hilariously Inappropriate Drag Queen Bingo • A Comedy Show With Balls

 Key West Theater 15 Mar 2026
BINGO

Dusty Slay at Key West Theater

 Key West Theater 18 Apr 2026
TRIPS-ADVENTURES

View More Comedy Events

Upcoming Music Festivals Events

Mile 0 Fest Key West: Shane Smith and The Saints Casey Donahew & The Band of Heathens - Saturday

 Truman Waterfront Amphitheater 30 Jan 2026
FESTIVALS

Put-in-Bay Days in Key West 2026

 Key West, Florida 11 Feb 2026
PARTIES

Kaitlin Butts in Key West

 Truman Waterfront Park Amphitheater 29 Jan 2026
CONCERTS

View More Music Festivals Events

Upcoming St. Patrick's Day Events

Irish Kevin's 13th Annual Shamrock Shuffle

211 Duval St, Key West, FL, United States, Florida 33040 14 Mar 2026
SPORTS

Mangoes Drag Brunch Royale St, Patty's weekend

 Mangoes Restaurant 15 Mar 2026
BRUNCH USD 55 TO 66

St. Pawtrick's Bow Wow Brunch

 0 Duval Street, Key West, FL, United States, Florida 33040 15 Mar 2026
BRUNCH

View More St. Patrick's Day Events

Trending Events in Key West

2026 Annual Southernmost Conch Republic POLAR PLUNGE

 Higgs Beach Key West, Florida 8 Feb 2026
CONTESTS

Crooks Second Line Parade

 103 Olivia Street, Key West, FL 15 Feb 2026
PARADES

11th Annual Onesie Pub Crawl

 512 Greene St, Key West, FL 1 Feb 2026
PARTIES

Curry Ford West's Mardi Crawl

 Curry Ford West 21 Feb 2026
PARTIES

Tommy Emmanuel at Key West Theater

 Key West Theater 22 Mar 2026
ART

Foreigner at Coffee Butler Amphitheater

 Coffee Butler Amphitheater 23 Apr 2026
TRIPS-ADVENTURES

Graham Nash at Key West Theater

 Key West Theater 25 Apr 2026
ART

Mile 0 Fest - (Saturday)

 Coffee Butler Amphitheater 31 Jan 2026
FESTIVALS

Mile 0 Fest Key West - 3 Day Pass (Tuesday-Thursday)

 Truman Waterfront Amphitheater 27 Jan 2026
FESTIVALS

Mile 0 Fest Key West - Tuesday

 Truman Waterfront Amphitheater 26 Jan 2026
FESTIVALS

Foreigner & Lou Gramm

 Coffee Butler Amphitheater 22 Apr 2026
CONTESTS

Benmont Tench at Key West Theater

 Key West Theater 13 Feb 2026
CONTESTS

Marty Stuart and His Fabulous Superlatives at Key West Theater

 Key West Theater 19 Feb 2026
ART

Marty Stuart and His Fabulous Superlatives

 Key West Theater 18 Feb 2026
ART

Kaitlin Butts in Key West

 Truman Waterfront Park Amphitheater 30 Jan 2026
LIVE-MUSIC

More things to do in Key West

Live Music
Festivals
Food & Drinks
Valentine's Day
Comedy
Music Festivals
St. Patrick's Day
Mardi Gras
Bar Crawls
Parades
Pop-Ups
Super Bowl
Galentines Day
Speed Dating