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.
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.
FREE Family-Friendly Halloween Party at Truman Waterfront Farmers Market October 31 from 4pm to 7pm (the Market opens at 2pm) at the Truman Waterfront Park as part of the regular Thursday Farmers Market.
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.
FREE Family-Friendly Halloween Party at Truman Waterfront Farmers Market October 31 from 4pm to 7pm (the Market opens at 2pm) at the Truman Waterfront Park as part of the regular Thursday Farmers Market.
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.
FREE Family-Friendly Halloween Party at Truman Waterfront Farmers Market October 31 from 4pm to 7pm (the Market opens at 2pm) at the Truman Waterfront Park as part of the regular Thursday Farmers Market.
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.
FREE Family-Friendly Halloween Party at Truman Waterfront Farmers Market October 31 from 4pm to 7pm (the Market opens at 2pm) at the Truman Waterfront Park as part of the regular Thursday Farmers Market.
Delicious food, island-style drinks, live music, and a FREE raffle set the stage for an unforgettable day on the Harborwalk. The real show? Homemade boats built from minimal materials (two sheets of plywood, a roll of duct tape, and some fasteners) racing — and often sinking — in spectacular fashion!
Want to join the madness? Enter your vessel for a shot at awesome prizes and bragging rights. Whether you're building a boat or just here to soak up the fun, it's a day full of creativity, comedy, and community.
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.
FREE Family-Friendly Halloween Party at Truman Waterfront Farmers Market October 31 from 4pm to 7pm (the Market opens at 2pm) at the Truman Waterfront Park as part of the regular Thursday Farmers Market.
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!
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.
FREE Family-Friendly Halloween Party at Truman Waterfront Farmers Market October 31 from 4pm to 7pm (the Market opens at 2pm) at the Truman Waterfront Park as part of the regular Thursday Farmers Market.
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.
FREE Family-Friendly Halloween Party at Truman Waterfront Farmers Market October 31 from 4pm to 7pm (the Market opens at 2pm) at the Truman Waterfront Park as part of the regular Thursday Farmers Market.
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.
FREE Family-Friendly Halloween Party at Truman Waterfront Farmers Market October 31 from 4pm to 7pm (the Market opens at 2pm) at the Truman Waterfront Park as part of the regular Thursday Farmers Market.
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.