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Live Events in Summerland Key, Florida

Summerland Key, Florida has 17 venues with upcoming events — gallery, restaurant and venue. 80 events are on the calendar over the next 30 days, at spots like Looe Key Reef Resort, Key West Theater, Aqua Bar and Nightclub.

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This Weekend in Summerland Key

Slider Night
Looe Key Reef Resort
Thu, Jul 30 · 4:00 PM
Bingo Thursdays! with Holly Dae
Bourbon Street Pub
Thu, Jul 30 · 5:00 PM
Mac Calhoun
Key West EmPOURium
Thu, Jul 30 · 6:00 PM
Jackpot Trivia in the Karaoke Lounge
Key West EmPOURium
Thu, Jul 30 · 6:00 PM
Charlie Miller
Looe Key Reef Resort
Thu, Jul 30 · 7:00 PM
LIVE EVENTS
Lighthouse Kitchen + Bar
Thu, Jul 30
Bo Fodor
Looe Key Reef Resort
Fri, Jul 31 · 7:00 PM
The Fabulous Spectrelles @ the Karaoke Lounge
Key West EmPOURium
Fri, Jul 31 · 7:00 PM
HunkOMania Male Revue - 21+
Aqua Bar and Nightclub
Fri, Jul 31 · 8:00 PM
’Unspoken Bond’ Documentary Screening
Key West Theater
Fri, Jul 31 · 8:00 PM
Call for Art: Open Walls
Fish Tales Market and Eatery
Sat, Aug 1 · 9:00 AM
Bo Fodor
Looe Key Reef Resort
Sat, Aug 1 · 7:00 PM
HunkOMania Male Revue - 21+
Aqua Bar and Nightclub
Sat, Aug 1 · 8:00 PM
Bingo & Buckets
Looe Key Reef Resort
Sun, Aug 2 · 6:00 PM

Coming Up in Summerland Key

Karaoke Night!
Looe Key Reef Resort
Mon, Aug 3 · 6:30 PM
Trivia
Looe Key Reef Resort
Tue, Aug 4 · 6:30 PM
Trivia Tuesday at Mary Ellen's
Mary Ellen's Bar & Restaurant
Tue, Aug 4 · 6:30 PM
Filet Day at Mary Ellen's!
Mary Ellen's Bar & Restaurant
Wed, Aug 5 · 11:30 AM
Wild Wings
Looe Key Reef Resort
Wed, Aug 5 · 4:00 PM
Line Dancing Class
Key West EmPOURium
Wed, Aug 5 · 6:30 PM
WINNERS
Jag Gallery
Wed, Aug 5
Slider Night
Looe Key Reef Resort
Thu, Aug 6 · 4:00 PM
Jackpot Trivia in the Karaoke Lounge
Key West EmPOURium
Thu, Aug 6 · 6:00 PM
Gulfstream
Looe Key Reef Resort
Thu, Aug 6 · 7:00 PM
Haywire
Looe Key Reef Resort
Fri, Aug 7 · 7:00 PM
HunkOMania Male Revue - 21+
Aqua Bar and Nightclub
Fri, Aug 7 · 8:00 PM
HunkOMania Male Revue - 21+
Aqua Bar and Nightclub
Sat, Aug 8 · 8:00 PM
Gallery Reception Saturday August 8th 5:30 - 7:30
Jag Gallery
Sat, Aug 8
Bingo & Buckets
Looe Key Reef Resort
Sun, Aug 9 · 6:00 PM
Karaoke Night!
Looe Key Reef Resort
Mon, Aug 10 · 6:30 PM
Trivia
Looe Key Reef Resort
Tue, Aug 11 · 6:30 PM
Trivia Tuesday at Mary Ellen's
Mary Ellen's Bar & Restaurant
Tue, Aug 11 · 6:30 PM
Tropical Heat Summer 2026
Bourbon Street Pub
Wed, Aug 12 · 12:00 AM
Filet Day at Mary Ellen's!
Mary Ellen's Bar & Restaurant
Wed, Aug 12 · 11:30 AM
Wild Wings
Looe Key Reef Resort
Wed, Aug 12 · 4:00 PM
Line Dancing Class
Key West EmPOURium
Wed, Aug 12 · 6:30 PM
Slider Night
Looe Key Reef Resort
Thu, Aug 13 · 4:00 PM
Jackpot Trivia in the Karaoke Lounge
Key West EmPOURium
Thu, Aug 13 · 6:00 PM
Happy Hour with the Historian | Remember the Maine: Explosion, Mystery, and the Road to War
Tennessee Williams Key West Exhibit
Thu, Aug 13
Happy Hour with the Historian: Following the Fish | Hemingway in Key West
Tennessee Williams Key West Exhibit
Thu, Aug 13
Happy Hour with the Historian | Remember the Maine: Explosion, Mystery, and the Road to War
Fort East Martello Museum
Thu, Aug 13
The Splash Pool Party – Tropical Heat Summer 2026
Bourbon Street Pub
Fri, Aug 14 · 1:00 PM
Gulfstream
Looe Key Reef Resort
Fri, Aug 14 · 7:00 PM
HunkOMania Male Revue - 21+
Aqua Bar and Nightclub
Fri, Aug 14 · 8:00 PM
Rum Fest: Cliff Cody & Sharese Dawson Wright
Key West Theater
Fri, Aug 14 · 8:00 PM
Heat Stroke: Leather Gear and Underwear Party at Saloon One – Tropical Heat Summer 2026
Bourbon Street Pub
Fri, Aug 14 · 9:00 PM
Adstract Radio
Looe Key Reef Resort
Sat, Aug 15 · 7:00 PM
Jesse Rice with Dawson Wright, Berkley Lindley
Key West Theater
Sat, Aug 15 · 8:00 PM
HunkOMania Male Revue - 21+
Aqua Bar and Nightclub
Sat, Aug 15 · 8:00 PM
The Big “O” Exhibition – Tropical Heat Summer 2026
Bourbon Street Pub
Sat, Aug 15 · 10:00 PM
Bingo & Buckets
Looe Key Reef Resort
Sun, Aug 16 · 6:00 PM
Karaoke Night!
Looe Key Reef Resort
Mon, Aug 17 · 6:30 PM
Non-Profit Bingo Night
Fort East Martello Museum
Mon, Aug 17
Non-Profit Bingo Night
Tennessee Williams Key West Exhibit
Mon, Aug 17

Venues in Summerland Key (17)

Looe Key Reef ResortVenue
83 events
Key West TheaterTheater & Performing Arts
49 events
Aqua Bar and NightclubNightclub
44 events
Bourbon Street PubNightclub
26 events
Mary Ellen's Bar & RestaurantRestaurant
24 events
TJ's Tiki BarBar & Pub
21 events
Tennessee Williams Key West ExhibitMuseum
15 events
Fort East Martello MuseumMuseum
14 events
Key West EmPOURiumEvent venue
11 events
Gallery On GreeneGallery
10 events
Jag GalleryGallery
9 events
Florida Keys Celtic FestivalOutdoor Venue
3 events
Key West GalleryGallery
2 events
Fish Tales Market and EateryRestaurant
1 event
Lighthouse Kitchen + BarRestaurant
1 event
Shade Ceramics and Shutter PhotographyGallery
1 event
Skipjack Resort & MarinaVenue
1 event