Discover the best festivals and events in Key West!
From captivating theater performances and comedy shows to exhilarating fishing tournaments and literary seminars, our curated event listings offer unforgettable experiences year-round. Plan your perfect Key West getaway and immerse yourself in the vibrant local culture, entertainment, and island charm.
Key West Literary Seminar: Elizabeth Bishop's Postcards
Discover Elizabeth Bishop's Postcards: A Unique Literary Exhibit in Key West The Key West Literary Seminar, in collaboration with the Archives & Special Collections Library at Vassar College, inv...
Red Barn Theatre: Short Attention Span Theatre - 2025 Edition
SHORT ATTENTION SPAN THEATRE: “ALTERNATIVE FACTS”April 8 - May 3, 2025Tuesdays-Saturdays at 7:30 PM The beloved Short Attention Span Theatre returns to the Red Barn with “Alternativ...
Waterfront Playhouse: Wait Until Dark
Waterfront Playhouse Suspense Drama Finale: Wait Until Dark Experience the thrilling conclusion of the Mainstage Series at the Waterfront Playhouse with Wait Until Dark, a timeless suspense drama by ...
Conch Republic Independence Celebration
Celebrate the Conch Republic’s 43rd Anniversary in Key West The 43rd Annual Conch Republic Independence Celebration 2025 honors a unique legacy rooted in the founding of the Conch Republic on April 2...
Reelin for the Cause
5th Annual Kids Fishing Tournament: Reelin For The Cause Event The 5th Annual Reelin For The Cause Kids’ Fishing Tournament is scheduled for Saturday, April 26th, 2025 from 5 pm - 7 pm at the Edward ...
Key West Songwriters Festival Platinum Pass -2025
Discover the Vibrant 29th Annual Key West Songwriters Festival & Platinum Pass Benefits The 29th Annual Key West Songwriters Festival is the world’s largest celebration of songwriters and live mu...
Key West Songwriters Festival
Discover the Vibrant Key West Songwriters Festival The 29th Annual Key West Songwriters Festival is the world’s largest celebration of songwriters and live music. Spanning Wednesday, April 30, 2025 1...
KWSF: Wednesday -Songwriters in the Round- 8PM -11PM
Songwriters in the Round at Key West Theater: Exclusive Live Music Event Join an unforgettable evening of intimate storytelling and live music at the Key West Theater during "Songwriters in the Round...
KWSF: Thursday-Songwriters in the Round- 4PM-7PM
Thursday Songwriters in the Round at Key West Theater Experience an intimate evening of storytelling and captivating live music at Thursday Songwriters in the Round at Key West Theater. On Thursday, ...
Seaport Cruise - Mac's Place Dock
Cruisin Tikis Key West
Embark on a Key West tiki cruise featuring crystal blue waters, abundant wildlife, and local insights.
Book now!
