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 […]

Key West Conchs vs King’s Academy Lions, October 19

Date: October 19, 2018 Time: 7:00 pm In Boys Varsity Football, the Key West High School Conchs host the King’s Academy Lions for a home game on October 19th, 2018. The game begins at 7:00 pm EDT. Venue Key West High School  2100 Flagler AveKey West, FL 33040 Follow the Key West High School Conchs […]

Annual Meeting of the Minds 2018, October 31 – November 4

October 31 – November 04, 2018 The annual event for those interested in the tropical lifestyle and music that Jimmy Buffett personifies. Venue Casa Marina Resort1500 Reynolds St.Key West, FL 33040 Contact: 305-292-1435 Website: https://www.phip.com/

SoMo Marathon & Half Marathon, October 5 – 7

  October 05 – October 07, 2018 This event is one of a kind! Imagine running through the southernmost island in the United States while enjoying a break from the ordinary. The Southernmost Marathon & Half promises just that- 26.2 or 13.1 miles of ocean and gulf views, as well as iconic Key West landmarks. […]

Louie Anderson at Key West Theater, September 30

Date: September 30, 2018 Time: 6:30 pm Iconic comedian Louie Anderson, the three¬-time Emmy Award® winner, is one of the country’s most recognized and adored comics; named by Comedy Central as “One of 100 Greatest Stand¬-Up Comedians of All Time.” His career has spanned more than 30 years. He is a best-selling author, star of […]

Key West Conchs vs Immaculata-La Salle Royal Lions, September 28

Date: September 28, 2018 Time: 7:00 pm In Boys Varsity Football, the Key West High School Conchs host the Immaculata-La Salle High School Royal Lions for a home game on September 28th, 2018. The game begins at 7:00 pm EDT. Venue Key West High School  2100 Flagler AveKey West, FL 33040 Follow the Key West […]

30th Annual Showcase of Key West Businesses Trade Show, September 19

Date: September 19, 2018 Time: 3:00 pm The Key West Chamber of Commerce offers you an opportunity to showcase your business during the Business Trade Show, this year’s event will be held at the Key West Marriott Beachside Resort. Last year as in previous years this highly successful show was sold out, with more than […]

“Whitewater Rafting Trip” promise leads to a Grand Adventure on the Ocoee River

I made a promise to my daughter Katie Shepard; we were going to take her whitewater rafting when she turned 14 years old

3rd Annual Florida Keys Poker Paddle, September 7 – 9

  September 07 – September 09, 2018 Please join Your Paddling Fools and Florida Keys Brewing Co. in Honoring and Supporting Our Courageous Service Men and Women and their Brave Families. Open to everyone to participate in a “poker” paddle race for kayaks and stand-up paddle boards in beautiful Islamorada. Essentially a “poker run” is […]

Ninth Annual Key West Brewfest, August 30 – September 3

August 30 – September 03, 2018 Because the last 8 BrewFest’s have been so much fun and such a success, we’re doing it again! Join us, in Key West over Labor Day weekend, September 1, 2018. The Southernmost Beach Resort has teamed up with the Key West Sunrise Rotary of the Conch Republic to host […]

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