Best 781 things to do in Anna Maria, FL

Cruise Siesta Key’s western coast on a private 2-hour daytime or sunset boat ride

Get kayaks or paddleboards delivered straight to your Siesta Key resort

Paddle Gulf Coast waters at your own pace and explore nearby islands

Set your own pace on a self-guided coastal paddle

Paddle Gulf Coast waters and explore nearby islands at your own pace

Explore Midnight Pass independently by kayak

Paddle independently through Midnight Pass at your own pace

Paddle Midnight Pass at your own pace

Paddle Midnight Pass on your own schedule

Explore Midnight Pass at Your Own Pace

Explore Midnight Pass on a self-guided, all-ages paddle

Electric island transport with delivery and pickup on Siesta Key

Leisurely 2-hour private cruise from Lido/Longboat Key with coolers and ice onboard

Cruise Florida's Gulf Coast on a private outing with flexible routes and onboard coolers

Customize a Gulf Coast cruise with sandbar swims and waterfront stops

Private coastal cruising with flexible routes and sunset options

Cruise Venice’s coast with time for dolphin searching, swimming, and waterfront stops

Ride a gentle guided route through Pinellas Park’s equestrian trails

Cool off with hands-on care for a gentle Belgian draft horse

Off-road trails, a cenote swim and time at Macao Beach

Sail to Saona Island for beach time, a natural-pool swim, lunch, and drinks

Meet squirrel monkeys and sample Dominican flavors in the countryside

Customize your private cruise with sandbar, beach, dining, and wildlife stops

Watch the Gulf sunset aboard a traditional schooner