Unbelievable views with
YOLO Parasailing

Experience the waters surrounding Anna Maria Island from the sky 

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Locally Owned and Operated Parasailing

Why choose YOLO Parasailing?


At YOLO Parasailing, experience a thrill of a lifetime as you SOAR above Anna Maria Island and the Gulf Coast. Parasailing with YOLO for breathtaking views and a zen ride while watching below for dolphins, stingrays, and other ocean life through crystal clear water. Gentle take off and smooth landings are always provided the experienced USGC licensed crew! It can be a completely dry landing, or for a bit of refreshment, a quick dip of the toes in the water.

Parasailing is a fun and safe family activity for all ages, that everyone will remember for a lifetime. Give your vacation that extra boost of excitement today. Go fly with YOLO Parasailing!

YOLO parasailing trips are the same for everyone. The whole trip from dock to dock will take an hour. Flight times range from 10-15 minutes. 

They use 800 ft of line and you will be at a vertical of 400 ft of sky above the water (If any parasailing company tries to sell you on something else, they are just trying to nickel and dime you. FAA regulations do not let us fly any higher than 400 ft). You can fly single, double, or triple. YOLO allows a maximum of 6 people on the boat per trip.  

YOLO Parasailing ultimate goal is to put a smile on your face by giving you an experience of a lifetime. Most of their customers come back several times a year!

YOLO Adventures - parachute - smile
Parasailing with YOLO Adventures on Anna Maria Island
YOLO parasailing over the gulf of mexico
YOLO Adventures logo

Book your Parasailing Trip

with YOLO Parasailing