Key West Powerboat Races 2026 - VIP Tent - FRIDAY Fri, 06 Nov at 09:00 am Sunset Pier USD 525 FITNESS
Key West Powerboat Races 2026 - VIP Tent - SUNDAY Sun, 08 Nov at 09:00 am Sunset Pier USD 525 FITNESS
Duval Street Block Party Presented by Keystar Construction Fri, 06 Nov at 06:00 pm Duval St, Key West, FL 33040, United States PARTIES
Key West Oyster Fest 2026: A Benefit for the Oyster Sat, 14 Nov at 05:00 pm 231 Margaret St, Key West, FL, United States, Florida 33040 MUSIC
Official Racer's Party at Hogs Breath Saloon presented by Good Boy Vodka Thu, 05 Nov at 07:30 pm Hog's Breath Saloon ENTERTAINMENT
Gold Pool Parties Sun, 20 Sep 1129 Fleming St, Key West, FL, United States, Florida 33040 POOL-PARTIES
Key West 11th Annual Casino Night by SOS Foundation Fri, 13 Nov at 06:30 pm Casa Marina Key West, Curio Collection by Hilton USD 18 TO 135 FITNESS
Illusions The Drag Queen Show Key West - Drag Queen Show - Key West, FL Fri, 22 Apr at 07:00 pm Illusions the Drag Queen Show Key West USD 13 TO 914 ENTERTAINMENT
Muscle Men Male Strippers Revue & Male Strip Club Shows Key West FL Fri, 06 Nov at 08:00 pm Muscle Men Male Strippers Key West USD 13 TO 914 FITNESS
Tiki House Party presented by Key West First Legal Rum Tue, 03 Nov at 05:30 pm Tiki House Key West ENTERTAINMENT
Full Moon Magic Ghost Stories Mon, 26 Oct 1319 Duval Street, Key West, FL, United States, Florida 33040 GHOST-HUNTS
Sea Turtle Shell-ebration with Save-A-Turtle in the Florida Keys! Sat, 14 Nov at 06:00 pm Key West Aquarium USD 0 TO 13 FITNESS
32nd Annual Hog's Breath Saloon Hog Trot 5K Sat, 28 Nov at 08:00 am 400 Front St, Key West, FL, United States, Florida 33040 SPORTS
Key West Murder Mystery 2: Crime on Date Night! Sun, 01 Nov at 12:00 am 502 Whitehead St, Key West USD 15 TRIPS-ADVENTURES
Dinner with Entrepreneurs: Small Town, Small Business Edition | Key West Sat, 31 Oct Restaurant of the Week USD 29 TO 55 BUSINESS
Mangoes Drag Brunch Royale Christmas Show Sun, 20 Dec at 11:30 am Mangoes Restaurant USD 55 TO 66 FITNESS
"Welcome Back" Season Kick-off Party! Fri, 06 Nov at 05:30 pm 720 Caroline Street, Key West, FL, United States, Florida 33040 ENTERTAINMENT
"Of Course Dave" live DJing Sat, 07 Nov at 07:00 pm 126 Simonton Street, Key West, FL, United States, Florida 33040 WORKSHOPS
Trivia Night Wed, 04 Nov at 06:00 pm 1319 Duval Street, Key West, FL, United States, Florida 33040 FESTIVALS
Green Parrot Bar 🍻 CHARITY BINGO NIGHT! 🍻 Featuring Irreverent Warriors Key West🇺🇸 Mon, 30 Nov at 07:00 pm The Green Parrot NONPROFIT
Copy of Seattle Hidden Gems Experience Tue, 28 Jul at 10:00 am Mallory Square USD 23 TRIPS-ADVENTURES
An Evening Aglow: A Candlelight Christmas with Marjory Lee Tue, 15 Dec at 08:00 pm Key West Theater MUSIC
Santa at the Key West Cooking Show Sun, 13 Dec at 01:00 pm 291 Front St suite 207, Key West, FL, United States, Florida 33040 KIDS
80s & 90s Trivia Night! Sun, 08 Nov at 07:00 pm 126 Simonton Street, Key West, FL, United States, Florida 33040
Pirates & Mermaids Rum Chase Sat, 21 Nov at 05:00 pm 5210 College Rd, Key West, FL, United States, Florida 33040 CONTESTS
Key West Body Paint Party - Florida Powerboat Club Thu, 05 Nov at 08:00 pm Conch Republic Seafood Company PARTIES
Good Boy Vodka Powerboat's Weekend Pool Party Sat, 07 Nov at 12:00 pm 200 William St, Key West, FL, United States, Florida 33040 PARTIES
A Tribute to the Songs of Pat Dailey in Key West with Ray Fogg, Reese Dailey & Special Guests Sat, 13 Feb at 08:00 pm Key West Theatre ART
The Restless Natives: Macon, Georgia's tribute to The Allman Brothers Band Fri, 01 Jan at 08:00 pm Key West Theater MUSIC
New Year’s Eve at Four Marlins Thu, 31 Dec at 05:00 pm 1435 Simonton St, Key West, FL, US 33040 NEW-YEAR
Offshore Powerboat Races Viewing Party Wed, 04 Nov at 11:00 am 7001 Shrimp Road, Key West, FL, United States, Florida 33040 SPORTS
Third Annual Key West Woman's Club Bougie Afternoon Tea Party Sat, 16 Jan at 03:00 pm 319 Duval St, Key West, FL, United States, Florida 33040 ENTERTAINMENT
Thanksgiving at Four Marlins Thu, 26 Nov at 05:30 pm 1435 Simonton St, Key West, FL, US 33040 THANKSGIVING
12-Year Anniversary and Grand Re-Opening Celebration Day Fri, 27 Nov at 10:00 am 1075 Duval St., Duval Square Suite C22, Key West, FL, United States, Florida 33040
2027 Cupid's Chase 5K Key West Sat, 13 Feb at 09:00 am Higgs Beach Pavilion, 1000 Atlantic Boulevard, Key West, FL US 33040 SPORTS
Stock Island Holiday Lighted Boat Parade at The Perry Hotel & Marina Sun, 13 Dec at 02:00 pm 7001 Shrimp Road, Key West, FL, United States, Florida 33040
Last Sunset Sail of 2026! Thu, 31 Dec at 04:15 pm 0 Duval Street, Key West, FL, United States, Florida 33040 DOG
December's Walk On White Thu, 17 Dec at 06:00 pm 1110 White Street, Key West, FL, United States, Florida 33040 ART
Annual Holiday Ornament Paint Night With Jess Thu, 03 Dec at 05:30 pm 22&Co Key West DRAWING-PAINTING
Illusions The Drag Brunch Key West-Drag Queen Brunch-Key West, FL Sun, 20 Mar at 01:30 pm Illusions the Drag Queen Brunch Key West USD 13 TO 914 BRUNCH
Diva Royale Drag Queen Show Key West, FL - Weekly Drag Queen Shows Fri, 06 Nov at 07:00 pm Diva Royale - Drag Queen Show USD 31 TO 1,264 FITNESS
DMTB: The Dave Matthews Tribute Band- Burnin’ One Tour Wed, 24 Feb at 08:00 pm Key West Theater ENTERTAINMENT
February's Walk On White Thu, 18 Feb at 06:00 pm 1110 White Street, Key West, FL, United States, Florida 33040 ART
Wesley House Galentine's Luncheon Mon, 08 Feb at 11:30 am Key West Harbor Yacht Club TRIPS-ADVENTURES
April's Walk On White Thu, 15 Apr at 10:00 am 1110 White Street, Key West, FL, United States, Florida 33040 ART
Early Bird Clean Up White Street & Truman Ave hosted by Fausto's Food Palace Fri, 11 Dec at 08:00 am Fausto's Food Palace HOLIDAY
Taz & Jordan's Annual Holiday Party! Sun, 13 Dec at 06:00 pm 925 Seminary St, Key West, FL 33040-4717, United States PARTIES
Splash of Color: Mote's Buoy Paint Night - Alonzo's Oyster Bar Mon, 09 Nov at 06:00 pm Alonzo's Patio Bar ART