Best 594 things to do in Gulfport, FL

Cruise Anna Maria Island waters and look for wild bottlenose dolphins

Ride through downtown landmarks and lakefront skyline views on a quirky Rydable

Search Anna Maria Island waters for wild dolphins

Design your own Gulf Coast island escape

Design your ideal day on the water

Cruise to island bars and waterfront eateries by boat

Charter a stylish waterfront cruise with onboard tailgate games

Set sail on a private open-air cruise along Tampa’s waterways

Private events afloat with a climate-controlled cabin and open-air deck

Explore Tampa’s waterfront with flexible stops near dining, parks, museums, and attractions

See Tampa Bay glow at sunset from the water

Host a pirate-themed celebration with Downtown Tampa views

Set sail for treasure hunts, pirate games, and drinks included with your cruise

Private pirate-themed cruising for celebrations and Downtown Tampa views

Raise a rum punch on an interactive pirate voyage

Cast the backcountry flats with gear, bait, and your fishing license included

Cast, troll, or jig with bait, tackle, and a fishing license included

Fish local waters with provided gear, bait, and a captain

Cast a line on a relaxed, captain-led trip with gear and fishing license included

Ride a 13-mile historic railroad excursion in open-air or air-conditioned cars.

Take the controls of a locomotive for an hour

BYO food and drinks and cruise Fort Lauderdale by night lighting

Cruise the river, bar hop, and swim with your group (up to 12)

Cruise the river with your group on a private party boat for up to 12