Halloween on Harbour Island is always one of the most anticipated nights of the year—and in 2025, the spotlight is on Hemingway! This October 31st, our neighborhood will transform into the ultimate destination for costumes, candy, and community spirit.

Details

👻 Who: Harbour Island Residents & Their Guests*

❓What:

🎸 Live Music by Chris McCarty – Get ready for high-energy, crowd-pleasing entertainment.

🍦Pineapple Express Food Truck – Serving up delicious eats to fuel your night.

🍹BYOB – Bring your favorite beverages and enjoy the block-party vibe with neighbors and friends.

📍 Where: Hemingway Avenue, Harbour Island, Tampa

📅 When: Friday, October 31, 2025

🕡 Time: 6:30–9:30 p.m.

Whether you’re decking out your porch with ghoulish décor, handing out candy, or dressing in your most creative costume, every little bit adds to the magic. Halloween on Hemingway is about coming together as a community to celebrate in a safe, family-friendly way.

Over the years, Harbour Island has built a reputation for being one of Tampa's top Halloween destination. With its walkable streets, welcoming neighbors, and festive energy, it’s the perfect setting for kids, parents, and even pets to enjoy the evening. By focusing on Hemingway this year, we’re creating one central hub for music, food, and fun while still keeping the family-friendly tradition alive across the island.

Mark your calendars, grab your costumes, and get ready for one of the best Halloween nights Tampa has to offer. 

-HI.TPA.-

* No additional access to Harbour Island will be provided for the street party. Attendees must be a Harbour Island resident or guest of a resident.