Escape the winter chill and head south in January to enjoy Key West’s beautiful subtropical climate. It’s one of the most popular times of the year to visit and you’ll never be at a loss for something to do. That includes plenty of time for poolside relaxation, of course!

Ultimate Adventure

Key West’s Original Action Packed Excursion

Our most popular day on the water just got even more exciting! Check off all your vacation bucket list goals on this action packed trip. The Ultimate Adventure H2.0 has everything you can do on the water such as parasailing, jet skiing, a banana boat ride and Key West’s largest ocean water park! Refreshing snack and unlimited refreshments are included to make this full-day excursion a once in a lifetime experience.

Haven’t had enough fun on our Ultimate Adventure H2.0? Hop aboard one of our many Key West snorkeling tours for the Ultimate experience.

 
 
 
 
 
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Southernmost Literary Festival

January 9th – 12th

The Key West Literary Seminar is holding its 42nd annual conference at the Coffee Butler Amphitheater with the theme family — the one we’re born into, those we’ve later built or chosen, and the ones we’ve lost or found or run as far away from as possible. Join in for an unforgettable literary exploration of family with many acclaimed authors including: Nana Kwame Adjei-Brenyah, Kristen Arnett, Billy Collins and more!

Calling All Anglers

January 15th – 19th

Join the Key West Kingfish Mayhem tournament and troll for some of the biggest kingfish of the season. With a 50-boat field, the winning purse could be up to $10,000. The tournament is headquartered at The Perry Marina.

Lace up Your Running Shoes

January 19th

Recognized by Runner’s World magazine as one of the 10 great half-marathons of the winter season, the Key West Half Marathon follows a 13.1-mile course that snakes through Old Town Key West and the scenic waterfront. There’s also a 5K race for runners not quite ready to tackle the Half Marathon.

Conch Cottage Delights

January 24th & 25th

Still going strong, the 65th Annual Key West House & Garden Tours take visitors through elegant and unique private homes in Key West, ranging from conch cottages to Victorian mansions that have all been lovingly preserved and restored with interior design that wows. It’s a true inspiration for anyone who’s ever dreamed of living in Key West.

Last Updated 12/16/2024