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Key West

Have Fun In Key West

adventure 0 beach 0 Comedy 75 dancing 13 drag show 5 festival 5 fishing 1 food 6 Games 1 Happy Hour 2 karaoke 12 Key Lime Pie 2 late night 17 lifestyle 0 live music 79 Magic 5 New Years Eve 2 null 1123 on the water 0 outdoors 8 Parade 1 party 8 sunset 23

Key West

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TV Tim's Picks

30 September 2025

Burning Bridges at Sloppy Joe’s Bar

September 30 (Tuesday) 5:30 pm - September 30 (Tuesday) 9:30 pm
Sloppy Joe’s Bar, 201 Duval St
Key West, FL 33040 United States
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Free
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Burning Bridges at Sloppy Joe’s Bar
30 September 2025

Barret Thomas at Hank’s Hair of the Dog Saloon

September 30 (Tuesday) 8:30 pm - September 30 (Tuesday) 11:55 pm
Hank’s Hair of the Dog Saloon, 409 Caroline Street
Key West, FL 33040 United States
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Free
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Barret Thomas at Hank’s Hair of the Dog Saloon
30 September 2025

Karaoke at RockHouse Live

September 30 (Tuesday) 9:00 pm - October 1 (Wednesday) 2:00 am
RockHouse Live Key West, 135 Duval Street
Key West, FL 33040 United States
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Karaoke at RockHouse Live
30 September 2025

World Famous 801 Girls

September 30 (Tuesday) 9:00 pm - September 30 (Tuesday) 10:30 pm
801 Bourbon Bar, 801 Duval Street
Key West, FL 33040 United States
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World Famous 801 Girls
30 September 2025

Karaoke at Ricks

September 30 (Tuesday) 11:00 pm - October 1 (Wednesday) 3:00 am
Rick’s Bar Key West, 202 Duval Street
Key West, FL 33040 United States
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Karaoke at Ricks
01 October 2025

Garden Guardians at the KW Tropical Forest & Botanical Gardens

October 1 (Wednesday) 9:00 am - October 1 (Wednesday) 12:00 pm

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Garden Guardians at the KW Tropical Forest & Botanical Gardens
01 October 2025

Caribe of Key West at El Meson de Pepes on Mallory Square

October 1 (Wednesday) 6:00 pm - October 1 (Wednesday) 9:00 pm

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Caribe of Key West at El Meson de Pepes on Mallory Square
01 October 2025

Sunset Celebration at Mallory Square

October 1 (Wednesday) 6:00 pm - October 1 (Wednesday) 9:00 pm
Mallory Square, 1 Whitehead Street
Key West, FL 33040 United States
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Sunset Celebration at Mallory Square
01 October 2025

Line Dancing at Kaya

October 1 (Wednesday) 6:30 pm - October 1 (Wednesday) 8:00 pm
Backyard Bar – Kaya Island Eats, 618 Duval Street
Key West, FL 33040 United States
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Line Dancing at Kaya
01 October 2025

Magic of Frank Everhart at Schooner Wharf

October 1 (Wednesday) 7:00 pm - October 2 (Thursday) 12:00 am
Schooner Wharf Bar, 202 William St
Key West, FL 33040 United States
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Magic of Frank Everhart at Schooner Wharf
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1600 x 900
September 30 @ 5:30 pm - 9:30 pm
Tuesday, 30-Sep-2025
05:30 pm-09:30 pm

Burning Bridges at Sloppy Joe’s Bar
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Fusce sit amet nisi dignissim, facilisis neque at, molestie mauris. Suspendisse consectetur quam elit, vitae finibus nunc imperdiet...
Sloppy Joe’s Bar, 201 Duval St
1600 x 900
September 30 @ 8:30 pm - 11:55 pm
Tuesday, 30-Sep-2025
08:30 pm-11:55 pm

Barret Thomas at Hank’s Hair of the Dog Saloon
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Fusce sit amet nisi dignissim, facilisis neque at, molestie mauris. Suspendisse consectetur quam elit, vitae finibus nunc imperdiet...
Hank’s Hair of the Dog Saloon, 409 Caroline Street
1600 x 900
September 30 @ 9:00 pm - October 1 @ 2:00 am
Tuesday, 30-Sep-2025
9:00 pm - 2:00 am

Karaoke at RockHouse Live
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RockHouse Live Key West, 135 Duval Street
1600 x 900
September 30 @ 9:00 pm - 10:30 pm
Tuesday, 30-Sep-2025
09:00 pm-10:30 pm

World Famous 801 Girls
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801 Bourbon Bar, 801 Duval Street
1600 x 900
September 30 @ 11:00 pm - October 1 @ 3:00 am
Tuesday, 30-Sep-2025
11:00 pm - 3:00 am

Karaoke at Ricks
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Fusce sit amet nisi dignissim, facilisis neque at, molestie mauris. Suspendisse consectetur quam elit, vitae finibus nunc imperdiet...
Rick’s Bar Key West, 202 Duval Street
1600 x 900
October 1 @ 9:00 am - 12:00 pm
Wednesday, 01-Oct-2025
09:00 am-12:00 pm

Garden Guardians at the KW Tropical Forest & Botanical Gardens
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Fusce sit amet nisi dignissim, facilisis neque at, molestie mauris. Suspendisse consectetur quam elit, vitae finibus nunc imperdiet...
No Venue Found
1600 x 900
October 1 @ 6:00 pm - 9:00 pm
Wednesday, 01-Oct-2025
06:00 pm-09:00 pm

Caribe of Key West at El Meson de Pepes on Mallory Square
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Fusce sit amet nisi dignissim, facilisis neque at, molestie mauris. Suspendisse consectetur quam elit, vitae finibus nunc imperdiet...
No Venue Found
1600 x 900
October 1 @ 6:00 pm - 9:00 pm
Wednesday, 01-Oct-2025
06:00 pm-09:00 pm

Sunset Celebration at Mallory Square
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Fusce sit amet nisi dignissim, facilisis neque at, molestie mauris. Suspendisse consectetur quam elit, vitae finibus nunc imperdiet...
Mallory Square, 1 Whitehead Street
1600 x 900
October 1 @ 6:30 pm - 8:00 pm
Wednesday, 01-Oct-2025
06:30 pm-08:00 pm

Line Dancing at Kaya
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Fusce sit amet nisi dignissim, facilisis neque at, molestie mauris. Suspendisse consectetur quam elit, vitae finibus nunc imperdiet...
Backyard Bar – Kaya Island Eats, 618 Duval Street
1600 x 900
October 1 @ 7:00 pm - October 2 @ 12:00 am
Wednesday, 01-Oct-2025
7:00 pm - 12:00 am

Magic of Frank Everhart at Schooner Wharf
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Fusce sit amet nisi dignissim, facilisis neque at, molestie mauris. Suspendisse consectetur quam elit, vitae finibus nunc imperdiet...
Schooner Wharf Bar, 202 William St
1600 x 900
October 1 @ 8:30 pm - 10:00 pm
Wednesday, 01-Oct-2025
08:30 pm-10:00 pm

Cliff Cash at Comedy Key West
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Fusce sit amet nisi dignissim, facilisis neque at, molestie mauris. Suspendisse consectetur quam elit, vitae finibus nunc imperdiet...
Comedy Key West, 218 Whitehead Street #5
1600 x 900
October 1 @ 9:00 pm - October 2 @ 2:00 am
Wednesday, 01-Oct-2025
9:00 pm - 2:00 am

Karaoke at RockHouse Live
Lorem ipsum dolor sit amet, consectetur adipiscing elit. Fusce sit amet nisi dignissim, facilisis neque at, molestie mauris. Suspendisse consectetur quam elit, vitae finibus nunc imperdiet...
RockHouse Live Key West, 135 Duval Street

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Bar Music 632 Cabaret & Shows 162 Christmas & Holidays 4 Fishing 1 Food & Drink 16 Fundraiser 6 History 10 Island Festivals 5 Members Only 0 Music Concerts 117 null 81 Other Fun 166 Parades 2 Parties 7 Seminars 0 Shopping 2 Speaker Series / Classes 6 Special Tours 2 Sports & Outdoors 30 Sunset 59 The Arts 36 Theatre 1
Show Filters
1600 x 900
30
Sep
Tue
05:30 pm-09:30 pm
Burning Bridges at Sloppy Joe’s Bar
Sloppy Joe’s Bar, 201 Duval St
Free
1600 x 900
30
Sep
Tue
08:30 pm-11:55 pm
Barret Thomas at Hank’s Hair of the Dog Saloon
Hank’s Hair of the Dog Saloon, 409 Caroline Street
Free
1600 x 900
30
Sep
Tue
9:00 pm - 2:00 am
Karaoke at RockHouse Live
RockHouse Live Key West, 135 Duval Street
null
1600 x 900
30
Sep
Tue
09:00 pm-10:30 pm
World Famous 801 Girls
801 Bourbon Bar, 801 Duval Street
null
1600 x 900
30
Sep
Tue
11:00 pm - 3:00 am
Karaoke at Ricks
Rick’s Bar Key West, 202 Duval Street
null
1600 x 900
01
Oct
Wed
09:00 am-12:00 pm
Garden Guardians at the KW Tropical Forest & Botanical Gardens
No Venue Found
null
1600 x 900
01
Oct
Wed
06:00 pm-09:00 pm
Caribe of Key West at El Meson de Pepes on Mallory Square
No Venue Found
null
1600 x 900
01
Oct
Wed
06:00 pm-09:00 pm
Sunset Celebration at Mallory Square
Mallory Square, 1 Whitehead Street
null
1600 x 900
01
Oct
Wed
06:30 pm-08:00 pm
Line Dancing at Kaya
Backyard Bar – Kaya Island Eats, 618 Duval Street
null
1600 x 900
01
Oct
Wed
7:00 pm - 12:00 am
Magic of Frank Everhart at Schooner Wharf
Schooner Wharf Bar, 202 William St
null
1600 x 900
01
Oct
Wed
08:30 pm-10:00 pm
Cliff Cash at Comedy Key West
Comedy Key West, 218 Whitehead Street #5
Free
1600 x 900
01
Oct
Wed
9:00 pm - 2:00 am
Karaoke at RockHouse Live
RockHouse Live Key West, 135 Duval Street
null

Event / Venue

Bar Music 632 Cabaret & Shows 162 Christmas & Holidays 4 Fishing 1 Food & Drink 16 Fundraiser 6 History 10 Island Festivals 5 Members Only 0 Music Concerts 117 null 81 Other Fun 166 Parades 2 Parties 7 Seminars 0 Shopping 2 Speaker Series / Classes 6 Special Tours 2 Sports & Outdoors 30 Sunset 59 The Arts 36 Theatre 1
Show Filters
1600 x 900
30
Sep
Tue
05:30 pm-09:30 pm
Burning Bridges at Sloppy Joe’s Bar
Sloppy Joe’s Bar, 201 Duval St
Free
1600 x 900
30
Sep
Tue
08:30 pm-11:55 pm
Barret Thomas at Hank’s Hair of the Dog Saloon
Hank’s Hair of the Dog Saloon, 409 Caroline Street
Free
1600 x 900
30
Sep
Tue
9:00 pm - 2:00 am
Karaoke at RockHouse Live
RockHouse Live Key West, 135 Duval Street
null
1600 x 900
30
Sep
Tue
09:00 pm-10:30 pm
World Famous 801 Girls
801 Bourbon Bar, 801 Duval Street
null
1600 x 900
30
Sep
Tue
11:00 pm - 3:00 am
Karaoke at Ricks
Rick’s Bar Key West, 202 Duval Street
null
1600 x 900
01
Oct
Wed
09:00 am-12:00 pm
Garden Guardians at the KW Tropical Forest & Botanical Gardens
No Venue Found
null
1600 x 900
01
Oct
Wed
06:00 pm-09:00 pm
Caribe of Key West at El Meson de Pepes on Mallory Square
No Venue Found
null
1600 x 900
01
Oct
Wed
06:00 pm-09:00 pm
Sunset Celebration at Mallory Square
Mallory Square, 1 Whitehead Street
null
1600 x 900
01
Oct
Wed
06:30 pm-08:00 pm
Line Dancing at Kaya
Backyard Bar – Kaya Island Eats, 618 Duval Street
null
1600 x 900
01
Oct
Wed
7:00 pm - 12:00 am
Magic of Frank Everhart at Schooner Wharf
Schooner Wharf Bar, 202 William St
null
1600 x 900
01
Oct
Wed
08:30 pm-10:00 pm
Cliff Cash at Comedy Key West
Comedy Key West, 218 Whitehead Street #5
Free
1600 x 900
01
Oct
Wed
9:00 pm - 2:00 am
Karaoke at RockHouse Live
RockHouse Live Key West, 135 Duval Street
null