The best places to go out in Key West
271 upcoming events
11 must-visit spots for in Key West.
The spots to know: Half Shell Raw Bar, Key West Theater and Red Barn Theatre.
Venues in Key West
Half Shell Raw Bar
1 event
Key West Theater
7 events
Red Barn Theatre
5 events
George's | Café • Bar • Spritz
1 event
First Flight Island Restaurant & Brewery
1 event
Comedy Key West
198 events
at Southernmost Beach Café. Race-Day Check-In starts at 7:00 a.m.
1 event
Mel Fisher Maritime Museum, 33040
2 events
Waterfront Playhouse
9 events
Lower Keys Medical Center
3 events
Key West Theater
6 events
Events in Key West
Thu12
Today
Today$19.50
Tourism
Skip the Line: Mel Fisher Maritime Museum Admission Ticket and Audio Tour
Mel Fisher Maritime Museum, 33040
Today$17.50
Heritage
Mel Fisher Maritime Museum Admission Ticket
Mel Fisher Maritime Museum, 33040
At 7:30 PM$60
Theatre
Destroying David
Waterfront Playhouse
At 8 PM
Stand-up
Nat Baimel
Comedy Key West
Fri13
Tomorrow
Tomorrow · 12 PM$1,882
Guided tourFood
ZaneCrawl • Key West
Key West
Tomorrow · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tomorrow$48.38–91.38
Concert
Candlelight: Coldplay vs. Imagine Dragons
Key West Theater
Tomorrow · 7:30 PM$60
Theatre
Destroying David
Waterfront Playhouse
Tomorrow · 8 PM
Stand-up
Nat Baimel
Comedy Key West
Tomorrow$45.69–100.51
Concert
Candlelight: The Best of Hans Zimmer
Key West Theater
Sat14
Saturday 14 November
Sat 14$80
Workshops
Tiki Cocktail Class in Key West, Florida
203 Duval St, 33040
Sat 14 · 7 PM$11.44–33.85
Team sportsSports & fitness
Stetson and Bethune Cookman Baseball in Key West
Rex Weech Field
Sat 14 · 7:30 PM$60
Theatre
Destroying David
Waterfront Playhouse
Sat 14 · 8 PM
Stand-upComedy
Nat Baimel
Comedy Key West
Sun15
Sunday 15 November
Mon16
Monday 16 November
Tue17
Tuesday 17 November
Wed18
Wednesday 18 November
Wed 18 · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 18 · 5:30 PM$43.45
Food
Passport To Wines Around The World!
526 Angela St
Wed 18 · 6 PM$116.69
Food
Autumn Pairings: An Evening at the Mansion
George's | Café • Bar • Spritz
Wed 18 · 8 PM
Stand-up
Greg Fitzsimmons
Comedy Key West
Later
Thu 19 · 12:45 PMFreeES
Other
Clases Gratis Con Consejeras Certificadas En Lactancia Materna
Lower Keys Medical Center
Thu 19 · 2:30 PMFree
Other
Breastfeeding and Lactation Education
Lower Keys Medical Center
Thu 19 · 8 PM
Stand-up
Greg Fitzsimmons
Comedy Key West
Thu 19 · 8 PM
Concert
Marty Stuart
Key West Theater
Fri 20 · 10 AM
MarketOutdoors
Key West Gardens Annual Plant Sale & Market
Key West Gardens at Fort West Martello
Fri 20 · 10 AM
Market
Key West Garden Club Plant Sale & Art Market
Key West Gardens Fort West Martello
Fri 20 · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Fri 20 · 8 PM
Stand-up
Greg Fitzsimmons
Comedy Key West
Fri 20 · 8 PM
Stand-up
Dusty Slay
Key West Theater
Sat 21 · 10 AMFree
Wellness
Childbirth Education
Lower Keys Medical Center
Sat 21 · 6 PM$29.51
Open airDJ set
Full Moon Party At Simonton Beach Latin Vibes
Lagerheads Beach Bar & Watersports
Sat 21 · 8 PM
Stand-up
Greg Fitzsimmons
Comedy Key West
Mon 23 · 12:30 PM
Singer-songwriterFolk / Acoustic
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 24 · 8 PM
Concert
Comedy Key West Open Mic
Comedy Key West
Wed 25 · 12:30 PM
Folk / AcousticConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 25 · 8 PM
Stand-up
Colum Tyrrell
Comedy Key West
Thu 26 · 8 AM$0–54.99
RunningSports & fitness
Southernmost Turkey Trot 5K
1327 Duval St.
Thu 26 · 11 AM$70.75
Food
Thanksgiving at the Key West Cooking Show
291 Front St suite 207
Fri 27 · 12:30 PM
Singer-songwriterFolk / Acoustic
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Fri 27$59.13–86
TheatreFood
Night of Poe - Key West
Key West Theater
Fri 27 · 8 PM
Stand-up
Colum Tyrrell
Comedy Key West
Sat 28 · 8 AM$24.99–54.99
RunningOutdoors
Hog Trot 5K
400 Front Street
Sat 28 · 8 PM
Stand-up
Colum Tyrrell
Comedy Key West
Sun 29 · 8 PM
Colum Tyrrell
Comedy Key West
Sun 29 · 8 PM
Concert
Peter Mayer: A Stars & Promises Christmas "This Town" - Ages 21+
Key West Theater
Mon 30 · 12:30 PM
Singer-songwriterFolk / Acoustic
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 1 · 12 AM$15
Outdoors
Key West Murder Mystery 2: Crime on Date Night!
502 Whitehead St, Key West, 33040
Tue 1 · 8 PM
Stand-up
Comedy Key West Open Mic
Comedy Key West
Wed 2 · 12:30 PM
Folk / AcousticConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 2 · 5:30 PM$64.80
Food
Agave Tequila Tasting Class
526 Angela St
Wed 2 · 8 PM
Dan Naturman
Comedy Key West
Thu 3 · 7 PM
Fighting For Laughs
Comedy Key West
Thu 3 · 8 PM
Dan Naturman
Comedy Key West
Fri 4 · 12:30 PM
ConcertTribute
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Fri 4 · 5 PM
Holiday Village & BeLighted Bike Ride
The Key West Amphitheater
Fri 4 · 8 PM
Dan Naturman
Comedy Key West
Sat 5 · 8 PM
Dan Naturman
Comedy Key West
Sun 6 · 8 AM$20–45
RunningOutdoors
Montessori Key West 5K Run/Walk & Kids Fun Run
Truman Waterfront Park
Mon 7 · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Mon 7 · 8 PM
Quiz
Key West Game Show
Comedy Key West
Tue 8 · 7 PM$63.32
Shooting Star
Red Barn Theatre
Tue 8 · 8 PM
Stand-up
Comedy Key West Open Mic
Comedy Key West
Wed 9 · 12:30 PM
PopSinger-songwriter
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 9 · 8 PM
Kalea McNeill
Comedy Key West
Thu 10 · 8 PM
Kalea McNeill
Comedy Key West
Thu 10 · 8 PM
Concert
Shaun Cassidy (21 and Over)
Key West Theater
Fri 11 Dec · 12:30 PM
ConcertTribute
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Fri 11 Dec · 6 PM$54.83–100.51
ClassicalConcert
Candlelight: Vivaldi's Four Seasons
Key West Theater
Fri 11 Dec · 8 PM
Kalea McNeill
Comedy Key West
Fri 11 Dec · 8:30 PM$39.78–76.33
ConcertTribute
Candlelight: Tribute to Fleetwood Mac
Key West Theater
Sat 12 Dec · 8 AM$50–60
RunningSports & fitness
Rudolph Red Nose Run
at Southernmost Beach Café. Race-Day Check-In starts at 7:00 a.m.
Sat 12 Dec · 8 PM
Kalea McNeill
Comedy Key West
Mon 14 Dec · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 15 Dec · 8 PM
Stand-upComedy
Comedy Key West Open Mic
Comedy Key West
Wed 16 Dec · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 16 Dec · 5:30 PM$43.45
Food
Passport To Wines Around The World!
526 Angela St
Fri 18 Dec · 12:30 PM
ConcertTribute
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Sat 19 Dec · 8 AM$0–51.99
RunningOutdoors
Running of the Elves 5K Run/Walk & Jingle Bell Mile
618 Duval Street
Sun 20 Dec · 11:30 AM$55.20–65.87
Drag show
Mangoes Drag Brunch Royale Christmas Show
Mangoes Restaurant
Mon 21 Dec · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 22 Dec · 8 PM
Stand-up
Comedy Key West Open Mic
Comedy Key West
Thu 24 Dec · 12 PM
7th Annual Holiday Cookie Throwdown at The Marker Key West on December 24
The Marker Key West Harbor Resort
Sat 26 Dec · 4:30 PM$48.38–76.33
Concert
Candlelight: Christmas Classics
Key West Theater
Tue 29 Dec · 8 PM
Stand-up
Comedy Key West Open Mic
Comedy Key West
Wed 30 Dec · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Thu 31 Dec · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Thu 31 Dec · 8 PM$268.75
Great Gatsby NYE 2026
First Flight Island Restaurant & Brewery
Fri 1 Jan · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Sat 2 Jan · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Sat 2 Jan · 8 PM
Concert
Keller Williams (21 and Over)
Key West Theater
Mon 4 Jan · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 5 Jan · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 5 Jan · 7:30 PM$81
For the Love of Country
Red Barn Theatre
Wed 6 Jan · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 6 Jan · 8 PM
Stand-up
Ran Barnaclo
Comedy Key West
Thu 7 Jan · 8 AM$75–100
AthleticsOutdoors
Pole Vault in Paradise 2027
1000 Atlantic Blvd
Thu 7 Jan · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Thu 7 Jan · 7:30 PM$70
Theatre
Blanche and Beyond
Waterfront Playhouse
Thu 7 Jan · 8 PM
Stand-up
Ran Barnaclo
Comedy Key West
Fri 8 Jan · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Fri 8 Jan · 7:30 PM$70
Theatre
Blanche and Beyond
Waterfront Playhouse
Fri 8 Jan · 8 PM
Stand-up
Ran Barnaclo
Comedy Key West
Sat 9 Jan · 8 AM$25–45
RunningOutdoors
2nd Annual Save Our First Responders 5K
Truman Waterfront Park near the Coast Guard Cutter Ingham
Sat 9 Jan · 8 AM$30–40
RunningTrail & ultra
2027 Pole Vault in Paradise 5k
1000 Atlantic Ave
Sat 9 Jan · 7:30 PM$70
Theatre
Blanche and Beyond
Waterfront Playhouse
Sat 9 Jan · 8 PM
Stand-upComedy
Ran Barnaclo
Comedy Key West
Mon 11 Jan · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 12 Jan · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 13 Jan · 12:30 PM
Singer-songwriterFolk / Acoustic
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 13 Jan · 8 PM
Stand-up
Luis J. Gomez
Comedy Key West
Thu 14 Jan · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Thu 14 Jan · 8 PM
Stand-up
Luis J. Gomez
Comedy Key West
Fri 15 Jan · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Fri 15 Jan · 8 PM
Stand-up
Luis J. Gomez
Comedy Key West
Sat 16 Jan · 6:30 AM$39.95–331.95
RunningTrail & ultra
Key West Half Marathon & 5K 8K 10K Rum Stroll Beer Mile
Location: Higg’s Beach on 1000 Atlantic Blvd.
Sat 16 Jan · 8 AMFree
Drop-in servicesVolunteering
Florida Keys Health Fair — DOCS University of Miami Miller School of Medicine
Key West High School
Sat 16 Jan · 8 PM
Luis J. Gomez
Comedy Key West
Sun 17 Jan · 7 AM$500
RunningSports & fitness
Running for Children's Rights to Both Parents - 13 of 50 Half Marathons in 50 States - Florida
231 Margaret Street
Mon 18 Jan · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 19 Jan · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 19 Jan · 7:30 PM$74.76
Dracula: A Comedy of Terrors
Red Barn Theatre
Wed 20 Jan · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 20 Jan · 8 PM
Stand-up
Dana Gould
Comedy Key West
Thu 21 Jan · 12:30 PM
Singer-songwriterConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Thu 21 Jan · 8 PM
Stand-up
Dana Gould
Comedy Key West
Fri 22 Jan · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Fri 22 Jan · 8 PM
Stand-upComedy
Dana Gould
Comedy Key West
Sat 23 Jan · 8 PM
Stand-up
Dana Gould
Comedy Key West
Mon 25 Jan · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 26 Jan · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 27 Jan · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Thu 28 Jan · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Fri 29 Jan · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Mon 1 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Mon 1 Feb · 8 PM
Craig Shoemaker
Comedy Key West
Tue 2 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 2 Feb · 8 PM
Craig Shoemaker
Comedy Key West
Wed 3 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Thu 4 Feb · 12:30 PM
Singer-songwriterFood
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Fri 5 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Mon 8 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 9 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 10 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Thu 11 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Thu 11 Feb · 7:30 PM$60
Call Me Elizabeth
Waterfront Playhouse
Fri 12 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Fri 12 Feb · 7:30 PM$60
Call Me Elizabeth
Waterfront Playhouse
Sat 13 Feb
2027 Florida Keys Seafood Festival
Truman Waterfront
Sat 13 Feb · 9 AM$40–10,000
Sports & fitness
Cupid's Chase 5K Key West
• Recognition on one (1) course sign at the local event
Sat 13 Feb · 7:30 PM$60
Call Me Elizabeth
Waterfront Playhouse
Mon 15 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Tue 16 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 17 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Wed 17 Feb · 8 PM
Lenny Clarke
Comedy Key West
Thu 18 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Thu 18 Feb · 8 PM
Lenny Clarke
Comedy Key West
Fri 19 Feb · 12:30 PM
TributeConcert
A Pirate Looks Back: Jimmy Buffett Tribute Show
Comedy Key West
Your passions nearby
Tap what you're into — we'll find the outings around you.
Frequently asked questions
What are the best venues in Key West?
Our favourite spots in Key West: Half Shell Raw Bar, Key West Theater and Red Barn Theatre.