Best results for Longboat Key FL

Explore Anna Maria Island with a street-legal 6-seater and included delivery

Paddle a tandem kayak from the canals to Tampa Bay

Rent cornhole for easy, all-ages beach-day fun

Play Slammo at the beach with a 1–7 day rental

Rent a street-legal 8-passenger golf cart with delivery included

Rent a beach cruiser with delivery, helmet, and lock included

Bypass traffic and enjoy a Siesta Key sunset with convenient e-bike drop-off and pickup

Stretch, unwind, and rejuvenate—right in the comfort of your vacation rental.

Explore pristine sandbars, collect shells, and relax on a fun 3-hour boat excursion

Cruise Sarasota Bay at sunset and look for dolphins

Cruise Anna Maria Island waterways and look for dolphins with drinks included

Cruise Sarasota Bay at sunset and look for dolphins

Cruise the bay with gourmet donuts and wildlife spotting

Cruise Sarasota Bay for dolphin sightings with donuts and coffee

Cruise the Intracoastal Waterway with dolphin and manatee spotting

Charter a private boat for your group from Anna Maria Island

Charter a private FunBoat on Anna Maria Island with paddleboards and beach games

Charter the FunBoat with crew, paddleboards, and beach games

Experience Siesta Key like never before—from 400 feet above the ocean!

Explore Siesta Key at your own pace with a street-legal golf cart rental.

Cruise Siesta Key’s waterways on a 2024 tiki boat with music, drinks and coastal wildlife views.

Soar above Florida's top-rated beach and spot dolphins during a 12–15 minute parasail flight.

Enjoy a relaxed evening cruise along Siesta Key with music, LED lights and possible dolphin sightings.

Watch playful dolphins and a vibrant Gulf sunset while enjoying complimentary beer and wine.