Key West Events

Sun Mon Tue Wed Thu Fri Sat
1
2
Wednesdays! The MadHouse at Bottlecap 7:30 pm
Wednesdays! The MadHouse at Bottlecap
Dec 2 @ 7:30 pm – 10:00 pm
Wednesdays!The MadHouse at BottlecapEnjoy comedy, variety, and impropriety featuring local “open mic” standup & who knows what else… Bring your own talent and you might be part of the show! If you’re interested in performing, …

Wednesdays! The MadHouse at Bottlecap Read More »

3
4
5
6
7
Key West Triathlon and Expo
Key West Triathlon and Expo
Dec 7 all-day
Key West Triathlon and Expo
The Key West Triathlon and Expo expects to host a maximum of 1,000 participants and some of the sport’s best known triathletes; TRIKW allows you to bask in the warm weather and the waters of …

Key West Triathlon and Expo Read More »

Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM! 9:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM!
Dec 7 @ 9:00 pm – 11:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s BarMonday Nights at 9 PM!Hosted by Comedy Key West’s Joe Madaus, Tony Hughes, and Steve Crane.Shot rounds, speed rounds and we don’t even know what else yet. It will …

Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM! Read More »

8
Key West Holiday Fest Showcases Seasonal Spirit 11:38 am
Key West Holiday Fest Showcases Seasonal Spirit
Dec 8 @ 11:38 am – 12:38 pm
Key West may be Florida’s subtropical southernmost island, but visitors can enjoy events as seasonal as Santa’s North Pole celebrations during the 2020 Key West Holiday Fest that runs through Dec. 31.N
9
Wednesdays! The MadHouse at Bottlecap 7:30 pm
Wednesdays! The MadHouse at Bottlecap
Dec 9 @ 7:30 pm – 10:00 pm
Wednesdays!The MadHouse at BottlecapEnjoy comedy, variety, and impropriety featuring local “open mic” standup & who knows what else… Bring your own talent and you might be part of the show! If you’re interested in performing, …

Wednesdays! The MadHouse at Bottlecap Read More »

10
Key West Airport Debuts Ultraviolet Disinfection Robot to Fight COVID 9:43 am
Key West Airport Debuts Ultraviolet Disinfection Robot to Fight COVID
Dec 10 @ 9:43 am – 10:43 am
A coronavirus-fighting robot is poised to begin patrolling Key West International Airport after hours, emitting high-intensity ultraviolet UVC light that kills harmful pathogens in the air and on surfaces.N
11
12
13
14
Winter in the Florida Keys & Key West Ushers in Sunny, Breezy Outdoor Experiences 12:56 pm
Winter in the Florida Keys & Key West Ushers in Sunny, Breezy Outdoor Experiences
Dec 14 @ 12:56 pm – 1:56 pm
Winter may bring snowy or freezing weather to many U.S. locations, but the 125-mile-long Florida Keys island chain ushers in subtropical warmth and a variety of outdoor and cultural activities for visitors.N
Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM! 9:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM!
Dec 14 @ 9:00 pm – 11:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s BarMonday Nights at 9 PM!Hosted by Comedy Key West’s Joe Madaus, Tony Hughes, and Steve Crane.Shot rounds, speed rounds and we don’t even know what else yet. It will …

Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM! Read More »

15
16
Key West Architecture and Ambiance Take Center Stage During Home Tours 1:11 pm
Key West Architecture and Ambiance Take Center Stage During Home Tours
Dec 16 @ 1:11 pm – 2:11 pm
Petite restored cigar-makers’ cottages stand next to gingerbread-trimmed Victorian mansions in Key West’s historic Old Town, creating an architectural tapestry as colorful as the island itself.N
Preteen Anglers Capture Islamorada Junior Sailfish Tournament Win 1:29 pm
Preteen Anglers Capture Islamorada Junior Sailfish Tournament Win
Dec 16 @ 1:29 pm – 2:29 pm
Besting over 40 competitors, Saydie and Sawyer Hendrix, ages 12 and 11 respectively, 10-year-old Lela Goodrich and 11-year-old RJ Paul together captured top team honors at the annual Islamorada Junior Sailfish Tournament that ended Dec. …

Preteen Anglers Capture Islamorada Junior Sailfish Tournament Win Read More »

Wednesdays! The MadHouse at Bottlecap 7:30 pm
Wednesdays! The MadHouse at Bottlecap
Dec 16 @ 7:30 pm – 10:00 pm
Wednesdays!The MadHouse at BottlecapEnjoy comedy, variety, and impropriety featuring local “open mic” standup & who knows what else… Bring your own talent and you might be part of the show! If you’re interested in performing, …

Wednesdays! The MadHouse at Bottlecap Read More »

17
18
JetBlue to Launch Service into Key West International Airport from New York City and Boston in February 11:34 am
JetBlue to Launch Service into Key West International Airport from New York City and Boston in February
Dec 18 @ 11:34 am – 12:34 pm
Beginning Feb. 11, JetBlue Airways is to add seasonal nonstop service from New York’s John F. Kennedy International Airport (JFK) and Boston Logan International Airport (BOS) to Key West International Airport (EYW).N
19
20
21
Lower Keys’ Sugarloaf Showdown to Target Three Wily Species Jan. 28-30 12:48 pm
Lower Keys’ Sugarloaf Showdown to Target Three Wily Species Jan. 28-30
Dec 21 @ 12:48 pm – 1:48 pm
Angling teams can vie for awards while targeting the Lower Florida Keys’ wiliest species during the rescheduled Sugarloaf Showdown, a fundraising fishing tournament scheduled Thursday through Saturday, Jan. 28-30.N
Premier Brands Featured at Sixth Annual Florida Keys Boat Show Jan. 22-24 12:49 pm
Premier Brands Featured at Sixth Annual Florida Keys Boat Show Jan. 22-24
Dec 21 @ 12:49 pm – 1:49 pm
Boating and watersports aficionados can browse among boats from top brands at the annual Island Boat Show set for Friday through Sunday, Jan. 22-24, at Hawks Cay Resort, mile marker 61 on Duck Key.N
Misha McRAE: Steward of a Rare Botanical Garden 1:16 pm
Misha McRAE: Steward of a Rare Botanical Garden
Dec 21 @ 1:16 pm – 2:16 pm
A military brat, accountant, ballet and jazz dancer, trucking company executive, Key West lighting store owner and botanical garden advocate, Misha McRAE hasn’t let the grass grow underneath his feet.N
‘Island Hopping: Florida Keys’ Travel Television Show to Debut Dec. 27 on Discovery 3:56 pm
‘Island Hopping: Florida Keys’ Travel Television Show to Debut Dec. 27 on Discovery
Dec 21 @ 3:56 pm – 4:56 pm
“Island Hopping: Florida Keys,” a 30-minute television special that explores the island chain’s unique natural environment and eco-tourism opportunities, is to debut on the Discovery Channel Sunday, Dec. 27, at 8 a.m. ET/PT, 7 a.m. …

‘Island Hopping: Florida Keys’ Travel Television Show to Debut Dec. 27 on Discovery Read More »

Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM! 9:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM!
Dec 21 @ 9:00 pm – 11:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s BarMonday Nights at 9 PM!Hosted by Comedy Key West’s Joe Madaus, Tony Hughes, and Steve Crane.Shot rounds, speed rounds and we don’t even know what else yet. It will …

Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM! Read More »

22
Key West’s Famed Casa Marina Resort to Celebrate 100th Anniversary 10:09 am
Key West’s Famed Casa Marina Resort to Celebrate 100th Anniversary
Dec 22 @ 10:09 am – 11:09 am
The fabled Casa Marina Key West, A Waldorf Astoria Resort, reflecting the rich history of Key West, is to celebrate its 100th anniversary on New Year’s Eve 2020.N
Santa Claus Spotted Diving Off Florida Keys 1:23 pm
Santa Claus Spotted Diving Off Florida Keys
Dec 22 @ 1:23 pm – 2:23 pm
A scuba-diving Santa Claus submerged with his elves and “reindeer” in the Florida Keys National Marine Sanctuary off Key Largo Monday to deliver a bit of holiday cheer to the preserve’s marine inhabitants and to …

Santa Claus Spotted Diving Off Florida Keys Read More »

23
Key West Half Marathon Offers Warm Weather and New Individual Options 11:09 am
Key West Half Marathon Offers Warm Weather and New Individual Options
Dec 23 @ 11:09 am – 12:09 pm
Runners seeking a scenic warm-weather race this winter can find it Friday through Monday, Jan. 15-18, at an event acclaimed as one of the United States’ leading winter half-marathons.N
Wednesdays! The MadHouse at Bottlecap 7:30 pm
Wednesdays! The MadHouse at Bottlecap
Dec 23 @ 7:30 pm – 10:00 pm
Wednesdays!The MadHouse at BottlecapEnjoy comedy, variety, and impropriety featuring local “open mic” standup & who knows what else… Bring your own talent and you might be part of the show! If you’re interested in performing, …

Wednesdays! The MadHouse at Bottlecap Read More »

24
25
26
27
28
Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM! 9:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM!
Dec 28 @ 9:00 pm – 11:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s BarMonday Nights at 9 PM!Hosted by Comedy Key West’s Joe Madaus, Tony Hughes, and Steve Crane.Shot rounds, speed rounds and we don’t even know what else yet. It will …

Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM! Read More »

29
30
Wednesdays! The MadHouse at Bottlecap 7:30 pm
Wednesdays! The MadHouse at Bottlecap
Dec 30 @ 7:30 pm – 10:00 pm
Wednesdays!The MadHouse at BottlecapEnjoy comedy, variety, and impropriety featuring local “open mic” standup & who knows what else… Bring your own talent and you might be part of the show! If you’re interested in performing, …

Wednesdays! The MadHouse at Bottlecap Read More »

31
Despite COVID Curfew, Key West New Year’s Eve Features Early ‘Drag Queen Drop’ 11:30 pm
Despite COVID Curfew, Key West New Year’s Eve Features Early ‘Drag Queen Drop’
Dec 31 2020 @ 11:30 pm – Jan 1 2021 @ 12:30 am
A female impersonator “dropped” in a giant replica of a high-heel shoe at a Key West entertainment and hotel complex Thursday night to mark the beginning of 2021 prior to a 10 p.m. curfew mandated …

Despite COVID Curfew, Key West New Year’s Eve Features Early ‘Drag Queen Drop’ Read More »

Key West Events Coming Up Soon

 

Key West events are so much fun! There's always something going on in the Southernmost party city! So you're wondering what Key West things to do. Find what concert, musician, local bands and so much more on our Key West events party guide calendar.  Our Party in Key West destination guide will make your visit to Key West the best ever!

Key West Events

 

7 Mon
All-day
Key West Triathlon and Expo
Key West Triathlon and Expo
Dec 7 all-day
Key West Triathlon and Expo
The Key West Triathlon and Expo expects to host a maximum of 1,000 participants and some of the sport’s best known triathletes; TRIKW allows you to bask in the warm weather and the waters of …

Key West Triathlon and Expo Read More »

12:00 am
1:00 am
2:00 am
3:00 am
4:00 am
5:00 am
6:00 am
7:00 am
8:00 am
9:00 am
10:00 am
11:00 am
12:00 pm
1:00 pm
2:00 pm
3:00 pm
4:00 pm
5:00 pm
6:00 pm
7:00 pm
8:00 pm
9:00 pm
10:00 pm
11:00 pm
9:00 pm Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM!
Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM!
Dec 7 @ 9:00 pm – 11:00 pm
Drunken Spelling Bee Contest @ Mary Ellen’s BarMonday Nights at 9 PM!Hosted by Comedy Key West’s Joe Madaus, Tony Hughes, and Steve Crane.Shot rounds, speed rounds and we don’t even know what else yet. It will …

Drunken Spelling Bee Contest @ Mary Ellen’s Bar Monday Nights at 9 PM! Read More »