Parasailing
From
$600
Experience a thrill of a lifetime as you SOAR above Anna Maria Island and the Gulf Coast. Watch for dolphins, stingrays, and ocean life through crystal-clear water below. Our USCG-licensed crew ensures gentle takeoffs and smooth landings — with a dry finish or a refreshing toe dip, your choice!
Dolphin Sightseeing Tours
From
$51
Set sail on a 90-minute adventure aboard our 30-passenger fun boat! Cruise scenic waterways spotting dolphins and wildlife, then step onto a secluded sandbar only reachable by boat. Bring food, drinks — even alcohol! Padded seats, full shade & restroom onboard for your comfort.
Egmont Key
From
$540
Journey by boat to the historic Egmont Key State Park — only accessible by water! Spend 3 hours exploring the iconic lighthouse, ruins of Fort Dade, and stunning wildlife including gopher tortoises and seabirds. Swim, shell, picnic & walk nature trails at this National Historic landmark.
Fishing
From
$600
Whether you prefer a private charter (up to 6 guests, fully customizable) or a fun party boat for the whole crew — we’ve got you covered! Florida native captains guide you through the Gulf of Mexico, Anna Maria Island & Sarasota Bay. Bait, tackle, license, rods, reels & iced water all included!
Banana Boat Rides
From
$51
Will you get wet? Yes. Will you fall off? Maybe! Choose your adventure — the mild ride or the wild ride! Our captains tailor every ride to the passengers onboard for maximum fun. Custom pickup and drop-off available anywhere along the beach!
Kayak Tours
From
$540
Paddle through the breathtaking beauty of Anna Maria Island and Robinson’s Preserve on a guided kayak tour. Wind through stunning mangrove tunnels and discover the rich ecosystem of Florida’s Gulf Coast. Our passionate, knowledgeable guides bring every hidden gem of these waters to life!
Bighorn Canyon Private Boat Tour
From
$480
All Ages
Rental
Up to 45 Passengers
2 Hours
Why We’re Your Best Choice for Unforgettable Adventures
At YOLO Parasail, we’ve spent over 20 years turning ordinary days on Anna Maria Island into memories that last a lifetime. From the moment you step aboard to the second your feet touch back down, we deliver thrills, safety, and pure Gulf Coast magic — every single time.
Expert captains & guides
U.S.C.G. certified boats
Best Tours & Rentals
Eco-friendly operations
The Adventure of a Lifetime is Just One Click Away
Don’t let another sunny Florida day pass you by. Lift off from Bradenton Beach, feel the warm Gulf breeze, and take in breathtaking views that stretch for miles. With over 20 years of safe, thrilling flights above Anna Maria Island — your perfect adventure is just one booking away.
Capturing the Beauty of Your Adventures
See Why People Keep Coming Back to us
Hear from our customers about their experiences with us. From heart-pounding flights to breathtaking views of the Gulf Coast, see why we’ve been Anna Maria Island’s most trusted and beloved parasailing adventure for over 20 years!
Henry Smith
Client
Such a wonderful day exploring the canyon! The eco-friendly tour boats were smooth and quiet, adding to the serene atmosphere…. read more
Michael Clark
Client
From start to finish, our adventure exceeded all expectations. The views were stunning, and the guides shared fascinating stori…. read more
Jane Wheeler
Client
We had an amazing time on the eco-tour! The beauty of Bighorn Canyon is unmatched, and the team’s commitment to sustain…. read more