Best Entertainment events in Key West This Weekend | November 29 - 30

Q: What are the trending Entertainment events in Key West?

Here are the trending events in Key West: Key West Theater Welcomes The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers, Performing for Key West Wedding , Best of Key West Jazz Concert Series, Holiday Makers Market, Havana Cabana POOL PARTY! - "Sexy Saturday", Amazing Scavenger Hunt Adventure - Key West, FL

Entertainment events in Key West this Weekend

Sat, 29 Nov, 2025 - 08:00 PM

Key West Theater Welcomes The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers

Key West Theater

103+ Interested
Sat, 29 Nov, 2025 - 04:00 PM

Performing for Key West Wedding

Key West Islands
Sat, 29 Nov, 2025 - 07:00 PM

Best of Key West Jazz Concert Series

William Weech American Legion Post 168 - All Welcome

USD 23
Sat, 29 Nov, 2025 - 10:00 AM

Holiday Makers Market

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

28+ Interested
Sat, 29 Nov, 2025 - 12:00 PM

Havana Cabana POOL PARTY! - "Sexy Saturday"

Havana Cabana Key West
Fri, 28 Nov Onwards

Amazing Scavenger Hunt Adventure - Key West, FL

Key West Historic Seaport, William Street, Key West, FL, USA

Newly Added

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USD 49

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Entertainment events from nearby cities

Sat, 14 Mar • 10:00 AM

50th Annual Original Marathon Seafood Festival

Marathon Community Park

1164+ Interested
Sat, 20 Dec • 07:00 PM

Saturday Christmas Movie at the Park - A Christmas Story

Marathon Community Park

132+ Interested
Sat, 24 Jan • 03:00 PM

Sauced and Tossed BBQ Contest - TEAMS WANTED

Marathon Community Park

75+ Interested
Sat, 13 Dec • 07:00 PM

Stormfront live at the Looe Key Tiki

Looe Key Tiki Bar & Grill

13+ Interested
Sat, 06 Dec • 11:00 AM

Mermaids at Aquarium Encounters

11710 Overseas Hwy, Marathon, FL

89+ Interested
Sun, 30 Nov • 05:00 PM

Kilts in the Keys~St. Andrews Day Bash

Herbie's Bar & Chowder House

50+ Interested
Fri, 20 Feb • 06:30 PM

Boondocks~Howard Livingston & MM24 Band Friday Feb 20th

Boondocks Grille and Draft House

38+ Interested
Fri, 12 Dec • 05:00 PM

The Custom House Annual Holiday Concert & Bazaar Vendor Registration

Key West Museum of Art & History at the Custom House

USD 162
Fri, 09 Jan • 06:30 PM

Boondocks Howard Livingston & MM24 Band Friday Jan 9th

Boondocks Grille and Draft House

36+ Interested

Frequently Asked Questions

Which Entertainment events can I attend in Key West today?

Here are the best Entertainment events happening in Key West today:

Key West Theater Welcomes The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers is happening on 29 Nov 2025 from 8:00 PM onwards at Key West Theater
Performing for Key West Wedding is happening on 29 Nov 2025 from 4:00 PM onwards at Key West Islands
Best of Key West Jazz Concert Series is happening on 29 Nov 2025 from 7:00 PM onwards at William Weech American Legion Post 168 - All Welcome, Key West
Holiday Makers Market is happening on 29 Nov 2025 from 10:00 AM onwards at 533 Eaton St, Key West, FL, United States, Florida 33040
Havana Cabana POOL PARTY! - "Sexy Saturday" is happening on 29 Nov 2025 from 12:00 PM onwards at Havana Cabana Key West

Which Entertainment events can I attend in Key West this weekend?

Here are the best Entertainment events happening in Key West this weekend:

Key West Theater Welcomes The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers is happening on Sat 29 Nov 2025 from 8:00 PM onwards at Key West Theater
Performing for Key West Wedding is happening on Sat 29 Nov 2025 from 4:00 PM onwards at Key West Islands
Best of Key West Jazz Concert Series is happening on Sat 29 Nov 2025 from 7:00 PM onwards at William Weech American Legion Post 168 - All Welcome, Key West
Holiday Makers Market is happening on Sat 29 Nov 2025 from 10:00 AM onwards at 533 Eaton St, Key West, FL, United States, Florida 33040
Havana Cabana POOL PARTY! - "Sexy Saturday" is happening on Sat 29 Nov 2025 from 12:00 PM onwards at Havana Cabana Key West

What are the trending Entertainment events in Key West?

Here are the trending Entertainment events in Key West:

Key West Theater Welcomes The Broken Hearts: A Tribute to Tom Petty & The Heartbreakers is happening on Sat 29 Nov 2025 from 8:00 PM onwards at Key West Theater
Performing for Key West Wedding is happening on Sat 29 Nov 2025 from 4:00 PM onwards at Key West Islands
Best of Key West Jazz Concert Series is happening on Sat 29 Nov 2025 from 7:00 PM onwards at William Weech American Legion Post 168 - All Welcome, Key West
Holiday Makers Market is happening on Sat 29 Nov 2025 from 10:00 AM onwards at 533 Eaton St, Key West, FL, United States, Florida 33040
Havana Cabana POOL PARTY! - "Sexy Saturday" is happening on Sat 29 Nov 2025 from 12:00 PM onwards at Havana Cabana Key West
Amazing Scavenger Hunt Adventure - Key West, FL is happening on Sat 29 Nov 2025 from 8:00 AM onwards at Key West Historic Seaport, William Street, Key West, FL, USA