The Key West Songwriters Festival is the world’s largest of its kind and a career-launching event for country talent. It has helped kickstart the careers of stars like Kacey Musgraves, Florida Georgia Line, Jake Owen, and Maren Morris. Now in its 29th year, the festival attracts music lovers to Key West for five days and nights of live music and storytelling from both established and up-and-coming songwriters.
Join locals and visitors each evening for Key West’s iconic Sunset Celebration — now with extra flair! From June 1 to June 20, enjoy nightly live music, street performers, artists, and food vendors, all leading up to the Summer Solstice on June 20.
Celebrate summer’s arrival with island vibes, stunning sunsets, and unforgettable entertainment on the water. Don’t miss it!
Celebrate Pride the Key West way — tropical, vibrant, and unapologetically free. This year’s theme, “Still Rising,” honors the LGBTQ+ community’s powerful history, resilience, and continued fight for equality. Whether you’re a first-time visitor or a returning friend of the island, Pride in Key West is a celebration like no other.
Savor the tangy sweetness of the Florida Keys at the Key West Key Lime Festival, a mouthwatering celebration of the iconic citrus. Indulge in endless variations of this zesty fruit, from traditional pies to creative concoctions, crafted by local bakers and chefs. Dive into the festivities with pie-eating contests, rum tastings, and culinary demonstrations, all against the picturesque backdrop of Key West's tropical paradise.
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.
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.
Fantasy Fest 2025 lights up Key West from October 17–26 with ten days of costumed creativity and wild celebration themed “Bedtime Stories & Magical Monsters.” Signature events include the Goombay Festival, Headdress Ball, Pet Masquerade, and the lively Captain Morgan Masquerade March, all leading up to the spectacular Fantasy Fest Parade on October 25 along Duval Street. With glittering floats, themed parties, live music, and both family-friendly and adult-only events, this unforgettable island tradition draws over 70,000 revelers and showcases the vibrant spirit of Key West.