57th Annual Conch Shell Blowing Contest, March 2

Date: March 02 2019 Time: 12:00 Noon   An island tradition for over 50 years, this unique contest celebrates the historic importance of conch in the Keys and features contestants in several age categories attempting to make “music” with fluted conch shells. Contest located in the garden of the Oldest House, 322 Duval Street, free […]

59th Annual Key West Home Tours, February 15 – 16

February 15 – February 16, 2019 The common thread between the five featured houses on Old Island Restoration Foundation’s February Home Tour is that they have virtually nothing in common. Nothing. But then, diversity is the hallmark of OIRFs invitation to Key West homeowners to ensure the carefully selected properties offer tour-goers a wealthy range […]

Champagne & Aphrodisiacs Valentine’s Day Sunset Sail, February 14

Date: February 14, 2019 Time: 4:45 pm   This Valentine’s Day, take to the water and fall in love all over again. Join us aboard Schooner America 2.0 on a Key West Valentine’s Day Sunset Sail.  This is an unforgettable sunset sail that will tickle your taste buds and create a memory to last a […]

Key West Food & Wine Festival, January 23 – 27

January 23 – January 27, 2019   Top chefs and restaurateurs display culinary creativity and the Keys’ indigenous cuisine in a flavorful schedule of events for food lovers. Highlights include the lively “Old Town Uncorked,” neighborhood wine strolls, food and wine pairings, intriguing seminars, winemaker dinner series and a grand tasting.   Key West Food […]

New Year’s Eve with Sloppy Joe’s, December 31

Date: December 31, 2018 Time: 10:00 pm The arrival of 2019 is to be heralded on the island’s Duval Street with the “drop” of a gigantic manmade conch shell, the symbol of the Florida Keys, to the flat roof of Sloppy Joe’s Bar, 201 Duval. Thousands of spectators gather on Duval for the annual gala, […]

Key West Conchs vs Morningside Eagles, December 21

Date: December 21, 2018 Time: 7:00 pm In Girls Varsity Basketball, the Key West High School Conchs host the Morningside Academy Eagles for a home game on December 21st, 2018. The game begins at 7:00 pm EST. Venue Key West High School  2100 Flagler AveKey West, FL 33040 Contact: 305-293-1549

59th Annual Key West Home Tours, December 28 – 29

December 28 – December 29, 2018 The annual Key West house tours are conducted by the Old Island Restoration Foundation and funded in part by the Monroe County Tourist Development Council. Each tour features lovely homes and gardens reflecting the varied tastes and originality of their owners. You will be enchanted by exquisite restorations, creative renovations and delightful […]

Key West Holiday Parade, December 8

Date: December 08, 2018 Time: 7:00 pm Holiday spirit parades down beloved Duval Street the Holiday season begins. Civic leaders, churches, and other groups flow down Duval and through Old Town. It’s a Key West tradition. The parade starts at Truman and White at 7pm, December 8th. Then it goes down Truman to Duval, to […]

Kingston Trio Legacy Tour at Key West Theater, November 28

Date: November 28, 2018 Time: 8:00 pm Fans of legendary folk icons The Kingston Trio will soon have an opportunity to re-discover their timeless music in a national tour to mark the group’s 60th anniversary on a national tour performing many of the Trio’s best-loved songs. All three current members, Mike Marvin, Tim Gorelangton and […]

Key West Conchs vs Gulliver Prep Raiders, December 15

Date: December 15, 2018 Time: 3:00 pm In Boys Varsity Soccer, the Key West High School Conchs host the Gulliver Prep Raiders for a home game on December 15th, 2018. The game begins at 3:00 pm EST. Venue Key West High School  2100 Flagler AveKey West, FL 33040

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