All Upcoming events

• Mon, 06 Apr, 2026 - 06:30 PM

  Puppy Pals Live at Tennessee Williams Theatre

  Tennessee Williams Theatre
• Wed, 01 Apr, 2026 - 05:30 PM

  Italian Movie Night at Tropic Cinema: Avanti! on Wednesday April 1st sponsored by The Garden's Hotel

  Tropic Cinema

  6+ Interested
• Mon, 09 Mar, 2026 - 06:00 PM

  Speaker Series: Jenn McKinlay

  700 Fleming St, Key West, FL, United States, Florida 33040

  5+ Interested
• Sat, 28 Feb, 2026 - 05:30 PM

  Stand-Up Comedy Extravaganza in Key West

  Loyal Order of Moose, Lodge 1760

  USD 28
• Fri, 06 Mar, 2026 - 07:00 PM

  Brian Imbus

  Key West Theater
• Mon, 23 Mar, 2026 - 12:00 AM

  Parking Tommy Emmanuel

  Key West Theater
• Fri, 20 Feb, 2026 - 05:30 PM

  Feel the Spirit - Generative Poetry Weekend

  624 White Street, Key West, FL, United States, Florida 33040

  6+ Interested
• Wed, 18 Mar, 2026 - 08:00 PM

  Nick Brownell, Jeff Harris and Ray Fogg – Hey, We Write Nice Songs Too!

  Key West Theater
• Wed, 04 Mar, 2026 - 12:30 AM

  Rick Thomas - Key West

  Tennessee Williams Theatre
• Fri, 27 Feb, 2026 - 08:00 PM

  Colin Quinn at Key West Theater

  Key West Theater
• Fri, 27 Mar, 2026 - 08:00 PM

  7 Bridges: The Ultimate Eagles Experience (21 and Over)

  Key West Theater
• Sat, 21 Feb, 2026 - 10:00 AM

  Nature is Art: Children’s Art Workshop

  5210 College Rd, Key West, FL

  10+ Interested
• Sat, 21 Feb, 2026 - 01:30 AM

  Dive Against Debris

  261 Margaret St, Key West, FL, United States, Florida 33040

  9+ Interested
• Wed, 18 Feb, 2026 - 06:00 PM

  Kids’ Craft at Night: Sewing Dolls

  Sigsbee Community Center

  6+ Interested
• Wed, 18 Feb, 2026 - 05:30 PM

  Yin & Tonic | DONATION-BASED with Jennifer

  508 Southard Street #107, Key West, FL, United States, Florida 33040
• Thu, 19 Feb, 2026 - 07:00 PM

  Candlelight Yoga Nidra + Sound Bath with Malaika

  612 Fleming Street, Key West, FL, United States, Florida 33040

  19+ Interested
• Fri, 27 Feb, 2026 - 06:00 PM

  Family Movie Night: 'The Avengers'

  Sigsbee Community Center

  5+ Interested
• Thu, 26 Feb, 2026 - 01:00 AM

  Parking DMTB: The Dave Matthews Tribute Band

  Key West Theater
• Mon, 02 Mar, 2026 - 08:00 PM

  Max von Essen: Spotlight Cabaret Curated by Randy Roberts

  533 Eaton St, Key West, FL, United States, Florida 33040

  14+ Interested
• Fri, 20 Mar, 2026 - 09:30 PM

  Captain Midnight Band - Key West, FL - 3 Nights!

  The Alamo Key West

  9+ Interested
• Thu, 26 Feb, 2026 - 05:00 PM

  BINGO at the BAR - Sunset Lounge Bar & Grill

  Sunset Lounge Sigsbee

  8+ Interested
• Tue, 24 Mar, 2026 - 11:30 PM

  Great American Crooners

  Tennessee Williams Theatre
• Sat, 21 Feb, 2026 - 09:00 AM

  Compost Village: Monthly Compost Drop-Off & Demonstration

  5210 College Rd, Key West, FL, United States, Florida 33040
• Sat, 15 Aug, 2026 - 08:00 PM

  Jesse Rice in Key West

  Key West Theater
• Tue, 03 Mar, 2026 - 08:00 PM

  Changes In Latitudes (21 & Over)

  Key West Theater
• Thu, 19 Feb, 2026 - 05:00 PM

  Cornhole Tournament

  Sunset Lounge Sigsbee

  5+ Interested
• Tue, 17 Feb, 2026 - 05:00 PM

  St. Paul's Shrove Tuesday Pancake Supper 5 pm - 7:30 pm on Feb. 17

  401 Duval St

  USD 18
• Mon, 16 Feb, 2026 - 06:00 PM

  Speaker Series: Mirta Ojito

  700 Fleming St, Key West, FL, United States, Florida 33040

  4+ Interested
• Thu, 19 Feb, 2026 - 06:00 PM

  Karaoke Night

  Sunset Lounge bar & Grill

  4+ Interested
• Tue, 24 Feb, 2026 - 06:00 PM

  Quantum Breathwork Journey

  508 Southard Street #107, Key West, FL, United States, Florida 33040

  4+ Interested
• Thu, 12 Mar, 2026 - 05:00 PM

  Bark & Brew

  5950 Peninsular Avenue, Key West, FL, United States, Florida 33040

  12+ Interested
• Mon, 02 Mar, 2026 - 06:00 PM

  Speaker Series: Bob Rich

  700 Fleming St, Key West, FL, United States, Florida 33040

  7+ Interested
• Mon, 06 Apr, 2026 - 10:30 PM

  Puppy Pals Live! - Key West

  Tennessee Williams Theatre
• Tue, 24 Feb, 2026 - 04:00 PM

  Rob Benton LIVE at The Marker Key West

  The Marker Key West
• Mon, 06 Apr, 2026 - 05:00 PM

  Island Dogs

  Island Dogs

  4+ Interested
• Sat, 16 May, 2026 - 02:00 PM

  Cypress Gardens Water Ski Show

  Cypress Gardens Water Ski Team (est. 2012)

  15+ Interested
• Sat, 28 Mar, 2026 - 10:00 AM

  Shop for a Cause

  600 Front St, Key West, FL 33040-6621, United States

  40+ Interested
• Sat, 07 Nov, 2026 - 04:30 AM

  Key West

  Key West

  19+ Interested
• Mon, 16 Feb, 2026 - 08:00 PM

  Billy Stritch and Gabrielle Stravelli: Spotlight Cabaret Curated by Randy Roberts

  533 Eaton St, Key West, FL, United States, Florida 33040

  10+ Interested
• Fri, 20 Feb, 2026 - 08:00 AM

  Clean Up Smathers Beach near Margaritaville Hotel. A Special Fentanyl Awareness Event

  Smathers Beach

  20+ Interested
• Fri, 20 Feb, 2026 - 07:00 PM

  The Pine Practice with Margit Bizstray

  612 Fleming Street, Key West, FL, United States, Florida 33040

  5+ Interested
• Sun, 29 Mar, 2026 - 08:00 PM

  The Beach Boys in Key West

  Coffee Butler Amphitheater
• Thu, 16 Apr, 2026 - 02:00 PM

  Spring Migration South Florida and Dry Tortugas Birding and Photography Tour

  Dry Tortugas National Park

  8+ Interested
• Fri, 03 Apr, 2026 - 07:00 PM

  Belle Jampol

  Tennessee Williams Theatre
• Sat, 18 Apr, 2026 - 08:30 AM

  KEYS’ 22nd Tree Giveaway (Key West Service Building)

  1001 James Street, Key West, FL, United States, Florida 33040

  35+ Interested