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

Remarcable Christmas Tree Auction, December 4

Date: December 04, 2018 Time: 5:00 pm ReMARCable Christmas Tree Auction to benefit MARC is held at Margaritaville Key West Resort & Marina. Times: Doors open at 5 pm/Auction at 7 pm. To sponsor a tree call Gordon Ross at 305-294-9526 * 25 Venue Margaritaville Key West Resort & Marina 245 Front Street Key West, FL […]

Florida Bay Music Festival in Islamorada, November 3

  Date: November 03, 2018 Time: 5:00 pm Southern rock legends 38 Special and country star Chris Janson are to highlight the fundraising event at Founders Park, on Plantation Key, mile marker 87. Gates open 3 p.m., music starts at 5 p.m. General admission tickets to be sold online. Limited VIP tickets are available by […]

Third Annual Marathon’s Fall Harvest at Crane Point Museum, October 28

Date: October 28, 2018 Time: 4:00 pm Enjoy some old fashioned harvest-time fun to bring in the fall season! Hay rides, trail mazes, face painting, crafts for kids, cheeseburgers, chili dogs, apple cider, caramel apples, baked goods & live music. Admission is $5 for adults, $3 for children, free for ages 4 and under. Crane […]

39th Annual Key West Fantasy Fest, October 19 – 28

October 19 – October 28, 2018 Fantasy Fest is an annual 10-day party in paradise for grown-ups. Started in 1979 by a small group of Key West locals, the party was created to bring visitors to the island in what was a typically quiet, but beautiful season. It worked. Fantasy Fest has grown every year […]

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