Life in the Keys is a celebration – it’s a mix of motion and unforgettable emotions.
Imagine the colorful tents lining up the shore, music floating through the air, and the aroma of sizzling dishes that will instantly make you smile. These gatherings in the Keys spark laughter, connection, and the genuine experiences you collect as you join locals in their island traditions. And more than events, they become memories you’ll carry beyond the waves.
Local Highlights
Here are five community favorites that capture the Keys’ true flavor:
- Key West Artisan Market (Sundays, November–April)
A true island tradition, held at Higgs Beach in the parking lot of the Key West Wildlife Center, that brings together local makers of jewelry, textiles, woodcraft, and fresh produce. You may enjoy live shows, island food, and weekly themes tied to Keys living and charities.
2. Summer Artisan Markets (selected dates, May–August)
A seasonal pop-up that extends the fun with special editions for Mother’s Day, Father’s Day, Independence Day, and Lobsterfest. Expect local art, live music, festive food, and community spirit under the summer sun!
A charity cycling event offering 50 and 100-mile routes along the Overseas Highway. Riders enjoy ocean views, supported rest stops, and a festive Keys-style finish, and all while raising funds for local causes.
4. Soldier & Community Rides (January):
A moving tribute ride where veterans and locals cycle side by side through the Keys. The event blends fitness, community camaraderie, and support for those who served.
A Key West tradition every October, an adults-only, costume-filled street celebration known for its playful energy and after-dark atmosphere. Highlights include the famous Zombie Bike Ride where thousands of riders parade through Old Town at sunset in a creative, spooky style.
Insider Tips!
Arrive early at markets for the best artisan finds and bring cash since many vendors are small, independent makers. Cycling events fill quickly, book early to secure your spot. For Fantasy Fest, plan well ahead for accommodations, as Key West transforms into a dazzling, bustling stage that draws visitors worldwide.
Plan Your Trip
Rentalz helps you stay close to the heartbeat of the Keys. With its listings, you’ll be steps from the artisan stalls, cycling routes, and festival parades that make island life unforgettable.
In the Florida Keys, the markets, rides, and legends are an invitation to join the island’s story!
