About the Festival
Pirates In Paradise is Tampa Bay's newest annual tradition. Beginning January 29, 2027, every Gasparilla weekend begins with one unforgettable Friday night in downtown Tampa filled with world-class music, special guests, pirate-inspired adventures and festival experiences. Join us as we launch a new tradition to enhance one of America's biggest annual celebrations.
A NEW TRADITION
For more than 100 years, Gasparilla weekend has revolved around Saturday. Pirates In Paradise gives Friday night its own identity, transforming downtown Tampa into a celebration of music, entertainment, and pirate adventure.
WORLD-CLASS ENTERTAINMENT
Expect chart-topping artists, special guests, high-impact production and unforgettable moments from the second you arrive until the final encore.
SOMETHING FOR EVERYONE
Whether you're here for the music, the food, the VIP experience, pirate games or hidden treasure hunts, Pirates In Paradise was designed to offer something memorable for every guest.
Pirates in Paradise was created and produced by Ciao Bella LIVE. The festival was designed to enhance and honor the tradition of Gasparilla weekend by creating a Friday night flagship festival to kickoff the third largest celebrated weekend in the country. Pirates in Paradise will combine major headlining musical performances, pirate-themed entertainment and decor, hospitality and interactive experiences.
Casey Cummings is the founder of Ciao Bella LIVE and creator of Pirates in Paradise.