Imagine soaring 350 feet above the water with nothing but the wind and your own courage supporting you. For many travelers to Sarasota and Anna Maria Island, parasailing offers a unique way to see this gorgeous Gulf Coast stretch from a different perspective. At just over an hour and a half including briefing and flight, this tour is designed to give you a memorable, fun, and safe experience without taking up your whole day.
Starting at the 63rd Street marina in Holmes Beach, you’ll take a boat ride out into the water with just a small group—usually no more than 12 people—so you won’t be crowded or rushed. The guides, like Kelsey and Bobby, are praised for their professionalism and friendliness, making even nervous first-timers feel comfortable. The cost is $119 per person, which, when you consider the views, the thrill, and the personalized service, feels like a fair deal.
What we particularly love about this tour is how it caters to all levels. Whether you’re a seasoned adventurer or just curious about trying parasailing, everyone gets a chance to fly. Plus, the optional dip in the water as you come down is a fun, refreshing bonus. Another highlight? The small group setting means less waiting and more flying time—about 10 to 12 minutes of pure aerial fun.
A small caveat to consider is the importance of timing and weather. The tour requires good weather, and if the skies turn stormy or windy, your trip might be canceled or rescheduled. Also, you’ll want to arrive 15-20 minutes early—traffic or misdirection can happen—and good directions are key, as some reviews noted confusion about the exact location.
This adventure suits a wide range of travelers. Families, couples, and solo explorers alike have found it rewarding, especially those who love impressive water views and a bit of adrenaline. If you enjoy seeing wildlife like sharks, manatees, or sea turtles from above, this tour might just become a highlight of your trip.
Key Points

- Stunning 350-Foot Elevation: Enjoy incredible panoramic views of Anna Maria Island, the Gulf, and beyond.
- All Skill Levels Welcome: Perfect for first-timers and experienced parasailers, with safety as a priority.
- Personalized Experience: Small groups mean less wait time and more flight time for each participant.
- Optional Water Dip: A refreshing way to end your flight, highly recommended by past travelers.
- Experienced Guides: Friendly, professional captains like Bobby and Jelsey make safety and fun their priorities.
- Great Value: For just over $100, you get an hour-plus of scenic adventure with memorable photo opportunities.
A Detailed Look at the Parasailing Experience

When we think about what makes this parasailing tour stand out, it’s the combination of safety, scenery, and personal touch. The tour begins with a brief safety briefing after completing waivers, which is reassuring for first-timers. Guides like Bobby and Kelsey are noted for their professionalism, making sure everyone knows what to expect before heading out.
The boat ride itself is part of the fun. We loved how the wind picked up as we left the marina, setting the stage for a smooth and exhilarating flight. The actual parasailing ride lasts approximately 10-12 minutes—just enough time to soak in the views without feeling rushed.
The view from above is spectacular. You’ll see the broad expanse of water, the sandy coastlines, and maybe even wildlife like sharks, manatees, or sea turtles—some reviews mention these sightings as highlights. The feeling of flying, with the Gulf breeze on your skin, is hard to beat. Past travelers describe the experience as “amazing” and “very memorable,” with some noting that it was the highlight of their trip.
The optional dip in the water on your way down is a favorite, as it offers a quick chance to cool off and feel the power of the sea beneath you. It’s great for families and kids, who often find the water splash fun and exciting. Guides ensure everyone is safely secured and prepared before the descent, which keeps the experience smooth and enjoyable.
The group size—capped at 12—makes a noticeable difference. Without a long wait or crowded conditions, you get plenty of flying time and personalized attention. This is especially helpful if you’re traveling with kids or first-timers who might need extra reassurance.
Pricing-wise, $119 per person includes a professional guide, safety equipment, and the flight itself. While food and transportation are not included, the tour provides excellent value considering the unique aerial perspective of Anna Maria Island you gain. Many reviews praise the crew’s friendliness and the quality of the photos taken during the flight—so don’t forget your camera or smartphone!
Planning more time in Sarasota? We've covered other experiences worth considering.
What to Expect: The Step-by-Step Experience

Arriving at the marina 15-20 minutes early is advisable. Once there, you’ll check in, sign waivers, and meet your guides. Past travelers appreciated how guides like Bobby and Kelsey explained safety procedures clearly and made sure everyone was comfortable.
After safety instructions, the boat departs for the designated parasailing spot. The ride out offers a chance to enjoy the ocean views and see the island from a new angle. Once anchored, the guides inflate the parachute while you’re secured in your harness. The ascent is quiet and peaceful, with most people describing it as surprisingly serene despite the height.
As you glide through the air, you’ll notice the panoramic vistas—the coastline, the scattered boats, and perhaps even dolphins swimming nearby. Some reviews mention seeing sharks or turtles from above, adding to the sense of adventure and connection with nature.
The descent includes the optional dip, which many find to be a highlight. Guides are attentive, ensuring everyone’s safety, especially when in the water. The return to the dock is smooth, and many travelers mention that the entire experience leaves them with a sense of accomplishment and joy.
Throughout, the crew’s professionalism and friendly attitude help transform what could be a nerve-racking experience into pure fun. The small group size ensures you’re not just a face in the crowd—guides can focus on making sure everyone gets the best experience.
The Value of This Tour

At $119, this tour offers a unique opportunity to see Anna Maria Island from a perspective few get to experience. The combination of high-quality guides, safety focus, and the chance to enjoy the Gulf breeze makes it a worthwhile investment for those craving adventure or simply wanting a breathtaking view.
It’s important to note that the duration—about 1.5 hours—includes safety briefings, the boat ride, the flight, and return. This makes for a well-paced, memorable activity that doesn’t monopolize your day but still delivers plenty of fun.
Many visitors comment on the professionalism of the crew, with some highlighting how accommodating they were despite late arrivals or traffic mishaps. The experience is flexible enough for families, couples, and solo travelers, especially since reviews mention how guides like Bobby and Kelsey made even apprehensive guests feel at ease.
While transportation and food aren’t included, the tour’s high satisfaction rate suggests it’s a top value. You’ll come away with stunning photos, new stories, and perhaps a new favorite activity.
Who Should Consider This Tour?
This parasailing adventure is ideal for those seeking an active, scenic, and safe Gulf Coast experience. It’s perfect for first-timers, families with children, or anyone who loves the idea of flying over water. If you’re after great guides, stunning views, and a small-group atmosphere, this tour will likely exceed your expectations.
It’s especially suitable if you appreciate wildlife sightings or want a gentle adrenaline rush. The optional water dip makes it accessible and fun for all ages. Be prepared for good weather, and arrive early to avoid missing out due to traffic or confusion about the meeting spot.
FAQs
How early should I arrive?
It’s best to arrive 15-20 minutes before your scheduled departure time to check in, sign waivers, and get settled.
What is included in the price?
The tour price of $119 includes a professional guide, safety equipment, and the parasailing flight. Food and transportation are not included.
How long is the actual parasailing ride?
Most flights last about 10-12 minutes, giving you plenty of time to enjoy the views and take photos.
Can beginners participate?
Yes, the tour is suitable for all skill levels, with guides explaining safety procedures clearly and making everyone comfortable.
Is the tour weather-dependent?
Absolutely. Good weather is required for safety, and the tour may be canceled or rescheduled if conditions are poor. You’ll be offered a different date or full refund if canceled.
What about wildlife sightings?
Past travelers have reported seeing sharks, manatees, and sea turtles from above, adding an extra element of excitement.
Are group sizes small?
Yes, the maximum is 12 travelers, ensuring a more personalized, less rushed experience.
Final Thoughts

For those craving a scenic, safe, and thrilling way to see Anna Maria Island, this parasailing adventure hits the mark. With friendly guides, impressive views, and an optional dip in the water, it balances fun and safety beautifully. The small group size enhances the experience, making it more personalized and enjoyable. Whether celebrating a special occasion or simply seeking a new perspective, you’ll find this tour offers value, excitement, and memorable moments.
If you’re looking for a unique Gulf Coast activity that combines gentle adventure with breathtaking scenery, this parasailing trip is a solid choice. It’s best suited for travelers who appreciate professional guides, stunning vistas, and a chance to see wildlife from above—all at a reasonable price.
Remember—good weather is key, so check the forecast and arrive early. With a reputation for excellent guides and memorable scenery, this tour can be a highlight of your Anna Maria Island visit. Prepare to fly high, take in the views, and create stories you’ll remember long after your trip ends.
More Tour Reviews in Sarasota
More Sarasota experiences we've covered
- City Sightseeing Trolley Tour of Sarasota
- Sarasota Private Luxury Transportation
- Amazing Anna Maria Island Scavenger Hunt
- Private Professional Vacation Photoshoot in Sarasota
- Dock Hop Cruise in Sarasota
- Half Day Inshore and Nearshore Fishing Charter in Sarasota
- Anna Maria Island Private Sandbar Island Excursion
- HydroCats – 2 Hour CraigCat Sightseeing Tour
- Sarasota – Clear Kayak LED Night Glass Bottom Tour
- Mangroves, Manatees, and a Hidden Beach: Kayak Tour
- Anna Maria Island Dolphin Sunset Boat Tour
- Taste of Downtown Sarasota- A Walking/Culinary Tour
