Join fellow runners and walkers for the 36th annual Hemingway 5k Sunset Run. This year, final registration for the evening race is at Southernmost Beach Cafe, 1405 Duval St., but, new for 2025, the race is to start and end at the Southernmost Point Buoy/Marker. The run is followed by a beach party with awards […]
On this exciting day, Duval Street transforms into a vibrant marketplace where artisans and food vendors showcase their creative masterpieces. The event celebrates local Caribbean culture with immersive street performances, live music, and dynamic art displays that pay tribute to Ernest Hemingway’s enduring legacy. Guests can look forward to a unique cultural experience that blends history, art, and the lively spirit of the Caribbean—all in one spectacular day.
The Key West mini lobster season is an exhilarating two-day event that draws divers and snorkelers to the warm waters of the Florida Keys. Participants eagerly venture into the depths in pursuit of spiny lobsters, utilizing their skills and knowledge to catch the elusive crustaceans before the regular season opens. It's a time of excitement and camaraderie as enthusiasts share stories of their underwater adventures and savor the taste of fresh-caught lobster.
Discover the vibrant flavors and local treasures at the Key West Farmer's Market, held every Thursday at the Truman Waterfront Pier. Browse an array of stalls brimming with freshly harvested produce, artisanal goods, and handmade crafts, all crafted with passion by local vendors. Immerse yourself in the lively atmosphere, where the scent of ripe fruits mingles with the sounds of live music, creating an unforgettable experience for visitors and locals alike.
This iconic celebration honors the legendary Jerry Garcia with an unforgettable evening of live music, energetic performances, and a vibrant atmosphere that brings fans together. The event continues a storied tradition of paying tribute to one of rock’s most influential figures, offering an authentic musical experience that resonates with longtime enthusiasts and new admirers alike. Registration is open, with more details to be revealed as the event approaches. Attendees will enjoy an immersive celebration that captures the spirit and legacy of Jerry Garcia, creating memories that last a lifetime.
Discover the vibrant flavors and local treasures at the Key West Farmer's Market, held every Thursday at the Truman Waterfront Pier. Browse an array of stalls brimming with freshly harvested produce, artisanal goods, and handmade crafts, all crafted with passion by local vendors. Immerse yourself in the lively atmosphere, where the scent of ripe fruits mingles with the sounds of live music, creating an unforgettable experience for visitors and locals alike.
Rum Fest Key West returns August 11–17, 2025, with a weeklong celebration of island vibes, world-class rums, live music, and tropical cuisine—all benefiting MARC Inc., a nonprofit supporting adults with developmental disabilities in the Keys. Highlights include the Grand Tasting at the Key West Theater on August 16, sunset sails with live music, master classes, a Rum Cake Competition, and sandbar parties. Special experiences include Hemingway-themed day trips to Cuba, a storytelling dinner at Pilar Distillery, and the Ti Punch Brunch at Southernmost Beach Resort.
Enjoy five days of sizzling happenings in the island city whose openness and respect for diversity have made it a world-renowned vacation destination. The festival’s events range from pool parties and entertainment showcases at the island’s LGBTQ venues. Attendees can also enjoy activities ranging from eco-tours to museum explorations.
Discover the vibrant flavors and local treasures at the Key West Farmer's Market, held every Thursday at the Truman Waterfront Pier. Browse an array of stalls brimming with freshly harvested produce, artisanal goods, and handmade crafts, all crafted with passion by local vendors. Immerse yourself in the lively atmosphere, where the scent of ripe fruits mingles with the sounds of live music, creating an unforgettable experience for visitors and locals alike.
Discover the vibrant flavors and local treasures at the Key West Farmer's Market, held every Thursday at the Truman Waterfront Pier. Browse an array of stalls brimming with freshly harvested produce, artisanal goods, and handmade crafts, all crafted with passion by local vendors. Immerse yourself in the lively atmosphere, where the scent of ripe fruits mingles with the sounds of live music, creating an unforgettable experience for visitors and locals alike.
Discover the vibrant flavors and local treasures at the Key West Farmer's Market, held every Thursday at the Truman Waterfront Pier. Browse an array of stalls brimming with freshly harvested produce, artisanal goods, and handmade crafts, all crafted with passion by local vendors. Immerse yourself in the lively atmosphere, where the scent of ripe fruits mingles with the sounds of live music, creating an unforgettable experience for visitors and locals alike.
Join us in Key West this Labor Day weekend for the 2nd Annual Just a Few Friends memorial honoring our favorite son, Jimmy Buffett. As proud sponsors of the event, we invite you to enjoy a weekend full of fun runs, foodie events, rum tastings, tours, live music, and the ever-popular Margarita Bar Crawl. Sunday’s highlight is the Second Line Parade at 5 PM, leading to a free music festival at Truman Waterfront Park. Celebrate, remember, and soak up the island spirit with fellow fans.