Key West Events

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Naval Air Station Key West/2016 Southernmost Air Spectacular
Naval Air Station Key West/2016 Southernmost Air Spectacular @ Key West
Apr 2 all-day
The U.S. Navy flight demonstration team Blue Angels and other military and civilian aerial performances will fill the skies at this free-admission, family friendly event. In addition to the Blue Angels, aerial demonstrations by military[...]
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Key West Art & Historical Society presents: Roberta Marks
Key West Art & Historical Society presents: Roberta Marks @ Key West
Apr 8 all-day
“Roberta Marks: a Retrospective,” a cohesive exhibition of nearly thirty years of her mixed media work, is to be on display at the Custom House Museum. Marks, whose work has won many awards and is[...]
9
25th Annual Florida Keys Island Fest
25th Annual Florida Keys Island Fest @ Islamorada
Apr 9 all-day
Music, art, food and fun complement this annual art show with nearly 100 artists and crafters, live music and a “Taste of the Islands” foodie competition. Free admission, festival hours are 10 a.m. to 5[...]
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12
The Final Sail
The Final Sail @ Key West
Apr 12 all-day
This four-day challenge is the ‘grand finale’ of the 4-leg Quest for the Crest Sailfish Series. Team cash prizes include up to $50,000 for first place and $18,000 and $10,000 to second- and third-place anglers,[...]
13
Waterfront Playhouse presents: Enchanted 4/
Waterfront Playhouse presents: Enchanted 4/ @ Key West
Apr 13 all-day
When two frustrated London housewives decide to rent a villa in Italy for a holiday away from their bleak marriages, they recruit two very different English women to share the cost and the experience. There,[...]
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Key West Art Garden/2016
Key West Art Garden/2016 @ Key West
Apr 15 all-day
Florida Keys artists and sculptors are featured in this open-air exhibit at the Key West Tropical Forest and Botanical Garden. Exhibit is open from 10 a.m. to 4 p.m.; an opening reception is planned 4/23[...]
Redbone @ Large Sunrise/Sunset Celebrity Tarpon Tournament
Redbone @ Large Sunrise/Sunset Celebrity Tarpon Tournament @ Islamorada
Apr 15 all-day
One of approximately 30 events held each year whose proceeds benefit the Cystic Fibrosis Foundation. Highlights include a kick-off welcome reception with cocktails, hors d’oeuvres and silent auction; daily continental breakfast and dockside lunch and[...]
16
Free Admission During National Park Week at Dry Tortguas National Park
Free Admission During National Park Week at Dry Tortguas National Park @ Key West
Apr 16 all-day
In honor of the National Park Service’s 100th anniversary on 8/25,/2016, the National Park Service is inviting everyone to join its year-long centennial celebration, by offering free entrance days in/2016. Visitors are invited to celebrate[...]
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Fringe Theater of Key West presents: Conch Republic, The Musical!
Fringe Theater of Key West presents: Conch Republic, The Musical! @ Key West
Apr 21 all-day
The smash hit returns for its riotous fourth year. The rollicking musical tells the tale of the Conchs taking on the Feds, succeeding from the U.S. to keep the town open to tourism. A tale[...]
22
34th Annual Conch Republic Independence Celebration
34th Annual Conch Republic Independence Celebration @ Key West
Apr 22 all-day
With activities ranging from wacky bed race to a lighthearted sea battle featuring tall ships, the Conch Republic’s 10-day birthday party showcases the independent and eccentric spirit that characterizes the Florida Keys., Contact: 305-296-0213, Islamorada[...]
Islamorada Spring Classic
Islamorada Spring Classic @ Islamorada
Apr 22 all-day
A family-formatted boat tournament that features nine target gulf and backcountry species. Trophies are to be offered top boats in weight and release categories, as well as private vessel and charter divisions. A junior release[...]
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Key West Paddle Classic
Key West Paddle Classic @ Key West
Apr 28 all-day
Presented by Lazy Dog Adventures, the challenge includes a 12-mile Elite Race around the island and a 4-mile open race. Other events include a kick-off registration party, paddleboard clinics and races for kids., Contact: Sue[...]
Marathon Community Theater presents: Taking My Turn
Marathon Community Theater presents: Taking My Turn @ Marathon
Apr 28 all-day
Taking My Turn is the award-winning, critically acclaimed musical by the same team that collaborated on the hit show The Me Nobody Knows. Taking My Turn was one of the first musicals to deal with[...]
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Marathon Offshore Bull and Cow Dolphin Tournament
Marathon Offshore Bull and Cow Dolphin Tournament @ Marathon
Apr 30 all-day
Over $30,000 is cash and prizes awaits the top anglers with the largest bull and cow combined, while other prizes are awarded to anglers catching the largest dolphin, wahoo, tuna and tripletail., Contact: Jack Carlson[...]

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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

 

Apr
21
Thu
2016
Fringe Theater of Key West presents: Conch Republic, The Musical! @ Key West
Apr 21 all-day

The smash hit returns for its riotous fourth year. The rollicking musical tells the tale of the Conchs taking on the Feds, succeeding from the U.S. to keep the town open to tourism. A tale so wacky it has to be true! Show dates, times and tickets online. Performances at Key West Theater (Formerly Eaton Street Theater), 512 Eaton Street., Contact: 305-707-4053, Islamorada /4/21/2016, Morada Way Arts & Cultural District presents: Third Thursday Art Walk, Showcasing the fine arts, music and culinary nuances of the Purple Isles, the Morada Way Arts & Cultural District features national and local artisans who are showcased in galleries at Morada Way between mile marker 81 and 82 – formerly named Industrial Road – as well as “culinary art” and live music from 6-9 p.m. Free admission. Art Walk is held the third Thursday of each month.

Apr
22
Fri
2016
34th Annual Conch Republic Independence Celebration @ Key West
Apr 22 all-day

With activities ranging from wacky bed race to a lighthearted sea battle featuring tall ships, the Conch Republic’s 10-day birthday party showcases the independent and eccentric spirit that characterizes the Florida Keys., Contact: 305-296-0213, Islamorada /4/23/2016, Free Outdoor Pops-in-the-Park: Young Musicians Concert, A free concert at the ICE Amphitheater at Islamorada’s Founders Park, Bayside, MM 87, Plantation Key. Performances are outdoors; no chairs provided, bring blankets. Starts at 4 p.m. Presented by Keys Community Concert Band. Talented local students join the band!, Contact: 305-853-7294 , Email: [email protected], Key West /4/24/2016, Monthly Artisan Market: Conch Republic “Brew” Days, The Key West Artisan Market is a vibrant, open air bazaar filled with artists, authors, chef-made cuisine, craftspeople, performers, fresh produce, baked goods, cheeses and flowers, craft beer & wine from residents representing the diversity of creativity, ingenuity and locally made products of the Keys & Key West. Held one Sunday each month, during season (thru 4/) outdoors at the Restaurant Store, 1111 Eaton. Free family & pet friendly event., Email: [email protected]

Islamorada Spring Classic @ Islamorada
Apr 22 all-day

A family-formatted boat tournament that features nine target gulf and backcountry species. Trophies are to be offered top boats in weight and release categories, as well as private vessel and charter divisions. A junior release division is also planned for anglers up to age 10., Contact: Dianne Harbaugh 305-522-4868, Email: [email protected]

Apr
28
Thu
2016
Key West Paddle Classic @ Key West
Apr 28 all-day

Presented by Lazy Dog Adventures, the challenge includes a 12-mile Elite Race around the island and a 4-mile open race. Other events include a kick-off registration party, paddleboard clinics and races for kids., Contact: Sue Cooper 305-304-4259, Email: [email protected]

Marathon Community Theater presents: Taking My Turn @ Marathon
Apr 28 all-day

Taking My Turn is the award-winning, critically acclaimed musical by the same team that collaborated on the hit show The Me Nobody Knows. Taking My Turn was one of the first musicals to deal with aging. The spoken words were collected from interviews with people “in their prime,” which became the basis for the non-linear book. Visit website for show times and matinees., Contact: 305-743-0994, Email: [email protected]

Apr
30
Sat
2016
Marathon Offshore Bull and Cow Dolphin Tournament @ Marathon
Apr 30 all-day

Over $30,000 is cash and prizes awaits the top anglers with the largest bull and cow combined, while other prizes are awarded to anglers catching the largest dolphin, wahoo, tuna and tripletail., Contact: Jack Carlson 305-481-0495, Email: [email protected]

May
1
Sun
2016
Tarponian Tournament @ Marathon
May 1 all-day

For enthusiastic tarpon anglers, silver kings mean springtime. This high-energy, three-evening tournament mandates that teams fish with a different captain each evening. Teams also rotate among the three major bridge channels in Marathon, so any potential “hot spots” are shared among all anglers., Contact: David Breznicky at 215-542-1492, Email: [email protected], Islamorada /5/01/2016, ICE presents: Sultans of String Jazz, The acclaimed group from Toronto brings its unusual combination of Spanish Flamenco, Arabic folk, Cuban rhythms and French Manouche Gypsy-jazz to the stage.

May
4
Wed
2016
Key West Songwriters’ Festival @ Key West
May 4 all-day

The 21st annual showcase of musical magic features America’s foremost performing songwriters, with concerts staged in intimate, audience-friendly island settings., Contact: Charlie Bauer 305-304-0814, Email: [email protected]

Nick Sheahan Dolphin Rodeo @ Islamorada
May 4 all-day

A tournament honoring the memory of Nick Sheahan, a Florida Keys student, funds from this event benefit a namesake community scholarship fund, distributing $126,000 to date. Hosted at Tavernier Creek Marina, cash prizes and $25,000 to the angler with the dolphin that beats the state record. Hosted at Tavernier Creek Marina, entry fee for adults is $150, $35 for juniors., Contact: Marcia Panse 305-393-3733, Email: [email protected]

May
11
Wed
2016
Kamp Key West @ Key West
May 11 all-day

This annual event is designed for LGBTA outdoor enthusiasts and adventurists who recall the fun and games of summer camp. Attractions include on-the-water subtropical island activities and games for adults.

Waterfront Playhouse presents: Die, Mommie, Die! @ Key West
May 11 all-day

This outrageous comic melodrama from Charles Busch evokes the movie thrillers from the early 60’s that featured cinematic icons like Bette Davis, Joan Crawford and Lana Turner. A faded pop singer tries to escape her corrosive marriage and find happiness with a younger lover. Bad acid trips, a resentful daughter, a weird son and a poisoned suppository all play a part in this outrageous comedy. Tickets available online., Contact: 305-294-5015 Box Office

May
12
Thu
2016
Key Largo’s Original Music Festival @ Key Largo
May 12 all-day

Enjoy the food, entertainment and ambiance of Key Largo during this singers and songwriters event. Multiple “on the water” venues feature Nashville’s hit songwriters and musicians as well as unique local entertainers. Presented by the Upper Keys Business Group., Contact: 305-394-3736, Key West /5/12/2016, Key West Theater presents: Tinsley Ellis, Southern blues-rocker Ellis easily ranks as one of today’s most electrifying blues-rock guitarists and vocalists. He approaches his music with rock power and blues feeling, in the same tradition as his Deep South musical heroes Duane Allman and Freddie King and his old friends Derek Trucks and Warren Haynes. Show time 8 p.m., Contact: 305-985-0433, Email: [email protected]

May
13
Fri
2016
Florida Keys Dolphin Championship @ The Florida Keys
May 13 all-day

This Keys-wide dolphin challenge allows anglers to fish one tournament from Key Largo to Key West, and weigh in at five locations. An unlimited number of anglers can join a team, in this boat/team event. Visit website for more details., Contact: Mike Weinhofer 305-395-3474, Email: [email protected], Marathon /5/14/2016, Battle in the Bay Dragon Boat Festival, The waters off Sombrero Beach are to be transformed into a swift racecourse for a day of dragon boat racing that involves 20 paddlers moving in unison a combination of strength and teamwork. Sombrero Beach provides a pristine setting and unique, direct-from-the-beach launch for the sleek, 40-foot-long race boats. The festival is free and open to the public. Food, beverages, merchandise and a variety of entertainment are to be available shoreside., Contact: Christine Canevari 813-426-3544 , Email: [email protected], Islamorada /5/19/2016, Morada Way Arts & Cultural District presents: Third Thursday Art Walk, Showcasing the fine arts, music and culinary nuances of the Purple Isles, the Morada Way Arts & Cultural District features national and local artisans who are showcased in galleries at Morada Way between mile marker 81 and 82 – formerly named Industrial Road – as well as “culinary art” and live music from 6-9 p.m. Free admission. Art Walk is held the third Thursday of each month.

Papio Kinetic Sculpture Parade @ Key West
May 13 all-day

The Key West Art & Historical Society presents this inaugural, family-friendly exhibition event that is also an art-inspired float parade powered by humans on bicycles. People of all ages can celebrate the creative, funky and wild designs on display.

May
21
Sat
2016
The Long Walk Home’s Inaugural Fishing Tournament @ Key Largo
May 21 all-day

Headquartered at Key Largo Fisheries, events include a Pirate’s Treasure Raffle, music, silent auction, two days of fishing, and awards dinner. Cash and trophy prizes are to be awarded. Proceeds benefit the Long Walk Home Veterans Charity Community Outreach., Contact: 305-504-3795, Email: [email protected]

May
22
Sun
2016
Loop Golden Fly Invitational Tarpon Tournament @ Islamorada
May 22 all-day

Special flies, accurate casts and a bit of luck are the recipe for winning this prestigious challenge, using only a tournament-furnished tippet not greater than 16-pound test. Eligible tarpon must measure at least 48 inches in length to earn release points, and weigh at least 70 pounds for weight points., Contact: Betsy Bullard 305-587-1460, Email: [email protected]

May
27
Fri
2016
Ladies Invitational Tarpon Tournament @ Marathon
May 27 all-day

Women compete in this all-release tournament to catch tarpon in one of the longest-running tournaments in the Keys. Marking its 40th edition in/2016, the popular Middle Keys event is a bridge tournament, with fishing spots at Long Key Bridge, Seven Mile Bridge and Bahia Honda Bridge. Visit tournament website for details., Contact: 305-304-8591

Jun
3
Fri
2016
Original Big Pine & Lower Keys Dolphin Tournament @ Big Pine & the Lower Keys
Jun 3 all-day

The Lower Keys Chamber of Commerce presents its 23rd annual event, where anglers contend for more than $35,000 in cash prizes and awards. A special cash prize of $20,000 is awarded for the largest dolphin over 50 pounds. Additional prizes await winners in the open, ladies and youth divisions., Contact: 800-872-2411 , Email: [email protected]

Skippers Dolphin Tournament @ Key Largo
Jun 3 all-day

This tournament is headquartered at Skippers Dockside Restaurant (former location of Coconuts), behind the Holiday Inn. A kickoff and final registration party is planned Friday, 6/3; fishing days are 6/4 & 5; cash prizes over $60,000 include a first-place prize of $25,000. Prizes for top six teams as well as lady and junior anglers., Email: [email protected]

Jun
4
Sat
2016
Florida Keys Guitar Festival @ The Florida Keys
Jun 4 all-day

Throughout the Florida Keys. The Florida Keys Guitar Festival presents eight virtuoso classical and jazz concerts in Marathon (6/4 & 5), Key Largo (7/2) and Key West (Aug. 5-7). The inaugural festival is to feature five of South Florida’s best guitarists including Matthew Jampol, Steve Ramos, Bob Hanni, Larry Baeder and Mike Emerson. Details to be posted online., Email: [email protected]