Key West Events

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Stroll, Sip and Savor the Artistry of the Keys 10:00 am
Stroll, Sip and Savor the Artistry of the Keys
Jan 24 @ 10:00 am – 11:00 am
Artists are drawn to the Florida Keys because of the island chain’s deeply-hued, richly colorful natural scenery and an intensively creative spirit that infuses its culture.N
Key West International Airport Upgrades Facilities, Gets More Flights 3:04 pm
Key West International Airport Upgrades Facilities, Gets More Flights
Jan 24 @ 3:04 pm – 4:04 pm
Key West International Airport, serving visitors traveling into the Florida Keys from 13 U.S. cities, is implementing $28 million in upgrades and adding more departure seats.N
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Community Theater Performances Enliven Florida Keys Stages 12:13 pm
Community Theater Performances Enliven Florida Keys Stages
Jan 27 @ 12:13 pm – 1:13 pm
A first-rate performing arts community in the Florida Keys & Key West offers audiences seasonal musicals, comedies and award-winning performances. A selection of early 2020 highlights is outlined here.N
Springtime Family Fun Planned March 28-29 at Island Fest in Islamorada 12:26 pm
Springtime Family Fun Planned March 28-29 at Island Fest in Islamorada
Jan 27 @ 12:26 pm – 1:26 pm
For visitors to and residents of Islamorada, springtime means heading outdoors to enjoy balmy subtropical weather and the 29th annual Florida Keys Island Fest, scheduled Saturday and Sunday, March 28-29.N
Meetings in the Florida Keys are Unconventionally Unforgettable 12:47 pm
Meetings in the Florida Keys are Unconventionally Unforgettable
Jan 27 @ 12:47 pm – 1:47 pm
Though they might have a subtropical island atmosphere, the Florida Keys & Key West off the southern tip of the Florida mainland are easily accessible for meetings and groups.N
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GardenFest to Spotlight Key West Tropical Forest & Botanical Garden Feb. 15-16 11:01 am
GardenFest to Spotlight Key West Tropical Forest & Botanical Garden Feb. 15-16
Jan 28 @ 11:01 am – 12:01 pm
Nature enthusiasts can discover a rare and protected Florida Keys habitat Saturday and Sunday, Feb. 15-16, during the 17th annual GardenFest Key West: The Green Market Place 2020 at the historic Key West Tropical Forest …

GardenFest to Spotlight Key West Tropical Forest & Botanical Garden Feb. 15-16 Read More »

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Exclusive Tours to Showcase Key West’s Private Gardens Feb. 28-29 11:40 am
Exclusive Tours to Showcase Key West’s Private Gardens Feb. 28-29
Jan 31 @ 11:40 am – 12:40 pm
Nature lovers can tour the lush and lovely gardens surrounding four private Key West homes Friday and Saturday, Feb. 28-29, during the once-a-year tours presented by the Key West Garden Club.N

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

 

Jan
24
Fri
2020
Stroll, Sip and Savor the Artistry of the Keys
Jan 24 @ 10:00 am – 11:00 am

Artists are drawn to the Florida Keys because of the island chain’s deeply-hued, richly colorful natural scenery and an intensively creative spirit that infuses its culture.N

Key West International Airport Upgrades Facilities, Gets More Flights
Jan 24 @ 3:04 pm – 4:04 pm

Key West International Airport, serving visitors traveling into the Florida Keys from 13 U.S. cities, is implementing $28 million in upgrades and adding more departure seats.N

Jan
27
Mon
2020
Community Theater Performances Enliven Florida Keys Stages
Jan 27 @ 12:13 pm – 1:13 pm

A first-rate performing arts community in the Florida Keys & Key West offers audiences seasonal musicals, comedies and award-winning performances. A selection of early 2020 highlights is outlined here.N

Springtime Family Fun Planned March 28-29 at Island Fest in Islamorada
Jan 27 @ 12:26 pm – 1:26 pm

For visitors to and residents of Islamorada, springtime means heading outdoors to enjoy balmy subtropical weather and the 29th annual Florida Keys Island Fest, scheduled Saturday and Sunday, March 28-29.N

Meetings in the Florida Keys are Unconventionally Unforgettable
Jan 27 @ 12:47 pm – 1:47 pm

Though they might have a subtropical island atmosphere, the Florida Keys & Key West off the southern tip of the Florida mainland are easily accessible for meetings and groups.N

Jan
28
Tue
2020
GardenFest to Spotlight Key West Tropical Forest & Botanical Garden Feb. 15-16
Jan 28 @ 11:01 am – 12:01 pm

Nature enthusiasts can discover a rare and protected Florida Keys habitat Saturday and Sunday, Feb. 15-16, during the 17th annual GardenFest Key West: The Green Market Place 2020 at the historic Key West Tropical Forest & Botanical Garden.N

Jan
31
Fri
2020
Exclusive Tours to Showcase Key West’s Private Gardens Feb. 28-29
Jan 31 @ 11:40 am – 12:40 pm

Nature lovers can tour the lush and lovely gardens surrounding four private Key West homes Friday and Saturday, Feb. 28-29, during the once-a-year tours presented by the Key West Garden Club.N

Feb
3
Mon
2020
LaTeDa presents: Randy Roberts Live!
Feb 3 – Apr 24 all-day

Jan 21, 2020 – Apr 24, 2020 Location: Key West Category: Arts & Culture
LaTeDa presents: Randy Roberts Live!
Website
The Randy Roberts Show is an all live, multi-media tribute to some of the world’s most loved performers. Randy’s uncanny impersonations of Cher and Bette Midler have kept him in the spotlight for the past twenty years. His roster of famous and infamous ladies also includes: Mae West (a perennial favorite), Joan Crawford, Carol Channing, Ann Miller, Phyllis Diller and a bevy of original ladies. He closes every show with a mini-lounge act, allowing him the chance to get up close and personal with his audience. Showtimes and tickets online.

Maryland and Florida Anglers Take Top Honors in Florida Keys’ Cuda Bowl
Feb 3 @ 12:48 pm – 1:48 pm

Travis Katski of Harwood, Maryland, released 172.75 inches of barracuda to win the fly division of the 2020 Cuda Bowl Tournament that ended Feb. 1 in the Lower Florida Keys. Guided by Captain Mike Odell of Marathon, Florida, he earned the title of divisional grand champion.N

LaTeDa presents: Christopher Peterson’s EyeCons Cabaret
Feb 3 @ 8:00 pm – Apr 28 @ 10:00 pm

Jan 22, 2020 – Apr 28, 2020 Location: Key West Category: Arts & Culture
LaTeDa presents: Christopher Peterson’s EyeCons Cabaret
Website
Christopher Peterson is a master of impersonations, both visually and vocally, and his comic timing is impeccable. The show is all live, no lip-sync, and audiences will be thrilled with his characterizations of Marilyn Monroe, Carol Channing, Madonna, Joan Rivers, Reba McEntire, Bette Midler, Tina Turner, Julie Andrews, Barbra Streisand, Liza Minnelli, Judy Garland, Eartha Kitt, Cher, Bette Davis, Lucille Ball and even Lady GaGa. Christopher transforms himself from icon to icon right in front of your eyes aided by his magic closet on stage. Showtimes and tickets online.

The Studios of Key West presents: Prime Time
Feb 3 @ 8:00 pm – Feb 8 @ 10:00 pm

Jan 28, 2020 – Feb 8, 2020 Location: Key West Category: Arts & Culture
The Studios of Key West presents: Prime Time

This new musical follows a female TV executive in the 1970s fighting to keep her variety show afloat, her star husband in check and temptation at bay. Under the direction of Murphy Davis, the script takes off, propelled by commanding performances and a whiff of classic TV nostalgia. Shows Tue-Sat Jan 28-Feb 1 & Feb 4-8, 8 p.m. MORE INFO: https://tskw.org/prime-time-2/

Feb
4
Tue
2020
Tennessee Williams Birthday Celebration to Honor Playwright in Key West
Feb 4 @ 1:59 pm – 2:59 pm

For more than 30 years internationally renowned playwright Tennessee Williams lived and wrote theatrical masterpieces in Key West. Fans can celebrate his extraordinary talent and life with a series of cultural events scheduled Feb. 22 through March 30.N

Feb
6
Thu
2020
Cow Key Channel Bridge Run Entrants to Vie for Victory in ‘Zero K’ Race
Feb 6 @ 11:37 am – 12:37 pm

The Cow Key Channel Bridge, stretching about 300 feet between Key West and neighboring Stock Island, is among the shortest of the Florida Keys Overseas Highway’s 42 bridges. Yet Saturday, Feb. 29, it will become the site of a quirky “zero k race” for people who want to compete in an “athletic” challenge without breaking a sweat.N

Feb
7
Fri
2020
Presidential Descendants to Explore Relatives’ Legacies Feb. 15 in Key West
Feb 7 @ 9:55 am – 10:55 am

Descendants of former presidents Harry S. Truman, Dwight D. Eisenhower, Theodore Roosevelt and William McKinley are to discuss their famous relatives’ lives and legacies Saturday, Feb. 15, at Key West’s Harry S. Truman Little White House.N

Feb
9
Sun
2020
Key West Artisan Market: Love is in the Air Edition
Feb 9 all-day

Feb 9, 2020 Location: Key West
Key West Artisan Market: Love is in the Air Edition

Find everything you need for your sweeties including wine & champagne by the bottle, beautiful jewelry, gifts and all the makings for a romantic dinner. Enjoy a full bar, coffee, smoothies, natural juices and cut fruit, multiple food trucks and stalls. Shop a curated outdoor market offering fine crafts, art and jewelry from talented Florida Keys makers; fresh produce, artisan cheeses, local seafood, honey, pickles and so much more. From 10 am to 2 pm at Clarence H. Higgs Memorial Beach. The market is conveniently located close to the free West Martello Tower botanical gardens, White Street Pier and of course, the alluring Atlantic ocean. MORE INFO: https://www.facebook.com/events/919586381759589/

Feb
10
Mon
2020
‘Conch Honkers’ to Vie for Victory in Key West March 7
Feb 10 @ 12:52 pm – 1:52 pm

It’s not a stringed instrument, a percussion instrument or the musical choice of virtually any “American Idol” contestant. Nonetheless, the conch shell takes center stage in Key West’s music scene each spring, when several dozen hopefuls vie for victory in the annual Conch Shell Blowing Contest.N

Feb
11
Tue
2020
Fresh Seafood and Family Fun Highlight Original Marathon Seafood Festival March 14-15
Feb 11 @ 2:46 pm – 3:46 pm

Shrimp, spiny lobster, stone crab claws and fish, all “fishermen-to-fork fresh,” are to headline the attractions for attendees at the Original Marathon Seafood Festival scheduled Saturday and Sunday, March 14-15, in Marathon.N

Feb
12
Wed
2020
Contest Prize Is a Fishing Vacation to Northernmost and Southernmost Points in the U.S.
Feb 12 @ 2:56 pm – 3:56 pm

Anglers can enter to win a two-destination vacation to fish freshwater and saltwater species in the “Northernmost to Southernmost Fishing Trip Giveaway” that spotlights recreational angling in Lake of the Woods, Minnesota, and the Florida Keys.N

Waterfront Playhouse presents: Lady Day at Emerson’s Bar and Grill
Feb 12 @ 7:00 pm – Feb 15 @ 10:30 pm

Feb 12, 2020 – Feb 15, 2020 Location: Key West Category: Arts & Culture
Waterfront Playhouse presents: Lady Day at Emerson’s Bar and Grill

The time is 1959. The place is a seedy bar in Philadelphia. The audience is about to witness one of Billie Holiday’s last performances, given four months before her death. More than a dozen musical numbers are interlaced with salty, often humorous reminiscences to project a riveting portrait of the lady and her music. Showtimes 7 p.m. MORE INFO: https://www.waterfrontplayhouse.org/shows/lady-day/

Feb
14
Fri
2020
Sombrero Beach Run/Walk to Highlight Family Fun Weekend March 6-8
Feb 14 @ 10:43 am – 11:43 am

Florida Keys sunshine and family togetherness attract hundreds of avid runners and walkers from around the U.S. to the Middle Keys each year for the Sombrero Beach Run, a mixture of athleticism and beach fun. This year’s sporty weekend is set for Friday through Sunday, March 6-8.N