Events in Key West, Florida

25 upcoming listings — live music, theater, markets, drag, comedy and more, each with a time, a venue and a street address.

What's coming up

• 801 Karaoke with Jeff
  Sun 2 Aug 2026, 4:00 PM — Karaoke
  801 Bourbon Bar · 801 Duval St, Key West, FL 33040 · 21+
• The World Famous 801 Girls
  Thu 6 Aug 2026, 9:00 PM — Drag
  801 Bourbon Bar · 801 Duval St, Key West, FL 33040 · 21+
• The World Famous 801 Girls
  Fri 7 Aug 2026, 9:00 PM — Drag
  801 Bourbon Bar · 801 Duval St, Key West, FL 33040 · 21+
• The World Famous 801 Girls
  Sat 8 Aug 2026, 9:00 PM — Drag
  801 Bourbon Bar · 801 Duval St, Key West, FL 33040 · 21+
• Key West Sunset Romance Quest
  Sun 1 Nov 2026, 10:00 AM — Meetup
  Truman Waterfront Park · Southard Street, Key West, FL 33040
• Kooky Key West Scavenger Hunt
  Sun 1 Nov 2026, 11:00 AM — Meetup
  281 Front St · 281 Front Street, Key West, FL 33040
• Random Acts of Kindness Spree in Key West
  Sun 1 Nov 2026, 11:00 AM — Festival
  201 Front St Garage · 201 Front Street, Key West, FL 33040
• Mangoes Drag Brunch Royale — Halloween Edition
  Sun 1 Nov 2026, 11:30 AM — Drag
  Mangoes Restaurant · 700 Duval St, Key West, FL 33040 · $55.20
• Illusions The Drag Brunch Key West-Drag Queen Brunch-Key West, FL
  Sun 1 Nov 2026, 1:30 PM — Drag
  Illusions the Drag Queen Brunch Key West · 426 Petronia St Key West, Key West, FL 33040 · 21+
• Exploring Old Town Key West - Food Tour in Key West | Cozymeal™
  Mon 2 Nov 2026, 11:00 AM — class
  Location provided after booking · Key West, FL 33040
• Diva Royale Drag Queen Show Key West, FL - Weekly Drag Queen Shows
  Fri 6 Nov 2026, 7:00 PM — Drag
  Diva Royale - Drag Queen Show · 422 Petronia St, Key West, FL 33040 · 21+
• Illusions The Drag Queen Show Key West - Drag Queen Show - Key West, FL
  Fri 6 Nov 2026, 7:00 PM — Drag
  Illusions the Drag Queen Show Key West · 426 Petronia St, Key West, FL 33040 · 21+
• STEM Saturday
  Sat 7 Nov 2026, 1:00 PM — class
  Key West Branch Library · 700 Fleming St, Key West, FL 33040 · Free
• Key West Powerboat Races 2026 - VIP Tent - SUNDAY
  Sun 8 Nov 2026, 9:00 AM — Meetup
  Sunset Pier · 0 Duval Street, Key West, FL 33040
• Key West Powerboat Races 2026 - General Admission - Sun
  Sun 8 Nov 2026, 9:00 AM — Meetup
  Sunset Pier · 0 Duval Street, Key West, FL 33040
• ZaneCrawl • Key West • 11/13-11/15
  Fri 13 Nov 2026, 12:00 PM — Comedy
  Key West · Key West, Key West, FL 33040
• Sea Turtle Shell-ebration with Save-A-Turtle
  Sat 14 Nov 2026, 6:00 PM — Meetup
  Key West Aquarium · 1 Whitehead St, Key West, FL 33040 · $13.45
• Ceramics Painting Class
  Thu 19 Nov 2026, 10:00 AM — class
  Key West Branch Library · 700 Fleming St, Key West, FL 33040 · Free · 18+
• Clases Gratis Con Consejeras Certificadas En Lactancia Materna
  Thu 19 Nov 2026, 12:45 PM — class
  Lower Keys Medical Center · 5900 College Road Main Boardroom, Key West, FL 33040
• Breastfeeding and Lactation Education
  Thu 19 Nov 2026, 2:30 PM — class
  Lower Keys Medical Center · 5900 College Road Main Boardroom, Key West, FL 33040
• Childbirth Education
  Sat 21 Nov 2026, 10:00 AM — class
  Lower Keys Medical Center · 5900 College Road Main Boardroom, Key West, FL 33040
• Stroke Support Group
  Mon 23 Nov 2026, 2:00 PM — Support group
  Lower Keys Medical Center · 5900 College Road Main Boardroom, Key West, FL 33040
• STEM Saturday
  Sat 5 Dec 2026, 1:00 PM — class
  Key West Branch Library · 700 Fleming St, Key West, FL 33040 · Free
• Mangoes Drag Brunch Royale — Christmas Show
  Sun 20 Dec 2026, 11:30 AM — Drag
  Mangoes Restaurant · 700 Duval St, Key West, FL 33040 · $55.20
• Key West Songwriters Getaways!®
  Tue 27 Apr 2027, 10:00 AM — Meetup
  Duval Street · Duval Street, Key West, FL 33040

Listings are seeded from venue and organiser calendars. See them on the map.