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Key West Songwriter Festival

The Key West Songwriters Festival is the largest musical celebration of its kind. Over five days and nights, live music from top-name acts, songwriters and local performers flows through the streets of Key West; it’s a tradition that has returned each spring for more than 30 years.

Date

April 28, 2027 - May 2, 2027

Time

All Day

Location

Key West (multiple venues)

Learn More

Calendar of Events

  • Sep13

    World Class Fishing

    The Florida Keys are known for amazing fishing. From the flats and shallows, sight fishing for permit, tarpon or bonefish or in the deeper waters of the backcountry, on the hunt for snapper, grouper or tuna.

    Date: May 10, 2026 - December 31, 2026

    Time: Sunday's, Varies by charter

    Location: Off-Site (Florida Keys waters)

  • Sep17

    Haunted Tours

    Explore the SPOOKY side of Key West with a haunted historical tour.

    Date: May 14, 2026 - December 31, 2026

    Time: Thursday evenings (varies by operator)

    Location: Off-Site (Key West – walking or trolley tour)

  • Sep17

    Key West Farmers Market

    Visit the Key West Farmers Market every Thursday at the Truman Waterfront.

    Date: May 14, 2026 - December 31, 2026

    Time: Thursday's, 2:00 pm – 7:00 pm

    Location: Truman Waterfront

  • Sep18

    Snorkel Experience

    Dive into the 3rd largest coral barrier reef in the world and the only barrier reef in the continental United States.

    Date: May 8 - December 31, 2026

    Time: Friday's, varies by tour operator

    Location: Off-Site (Catamaran / Key West waters)

  • Sep19

    Sunset Sails

    There is nothing quite like a Key West sunset, and the second-best place to view one (after the Sunset Pier, of course) is out on the water.

    Date: May 9, 2026 - December 31, 2026

    Time: Saturday's, Varies (sunset)

    Location: Off-Site (Key West waters)

  • Oct16

    Fantasy Fest

    Fantasy Fest turns Key West into a spectacle of masked processions, parties, contests and dances attended by tens of thousands.

    Date: October 16 -25, 2026

    Time: Varies by event

    Location: Key West (multiple venues)

  • Nov01

    Race World Offshore Championships

    Experience the most powerful of water activities in Key West with the Race World Offshore World Championships.

    Date: November 1 - 8, 2026

    Time: Daytime (race schedule varies)

    Location: Key West (Gulf side – six-mile course)

  • Jan26

    Mile 0 Fest

    Experience the “friendliest festival” in paradise, featuring the best Red Dirt and Americana music at island venues, including Sunset Pier.

    Date: January 26, 2027 - January 30, 2027

    Time: All day

    Location: Key West (multiple venues)