Looking for a new way to see Florida’s gorgeous coastline? This parasailing tour in Anna Maria Island has been getting fantastic reviews, and from what we can tell, it’s worth considering if you want a memorable aerial adventure. With a perfect 5.0 rating from 69 travelers, it’s clear that most folks walk away loving the experience.
What makes this trip stand out? First, the stunning panoramic views of the Gulf and island scenery from 350 feet up are truly spectacular. Second, the friendly, professional guides seem to make everyone feel safe and comfortable, which is crucial when you’re flying high above the water.
A potential downside? If you’re late or expecting a very flexible schedule, keep in mind that the boat departs exactly on time, and the tour is weather-dependent. This isn’t a big deal for most, but it’s worth planning ahead.
This tour is great for adventurers of all skill levels — whether you’re a seasoned parasailer or trying it for the first time. It also suits those looking for a quick, enjoyable thrill with plenty of opportunities for photos and a dip in the water. If you love water-based activities with a bit of adrenaline and gorgeous scenery, this might just be your next favorite thing.
Key Points

- Stunning Views: Fly up to 350 feet for a panoramic perspective of Anna Maria Island and the Gulf of Mexico.
- All Skill Levels Welcome: The tour is designed to be accessible, even if it’s your first time parasailing.
- Small Group Experience: With a maximum of 12 travelers, you get less waiting and a more personalized feel.
- Flexible & Fun: Includes an optional dip in the water, which adds an extra splash of fun.
- Professional Guides: Guides are praised for their friendliness, safety focus, and experience.
- Great Value: At $119 per person, it offers a memorable experience at a reasonable price.
What to Expect from the Parasailing Tour

When you sign up for this adventure, you’re in for about 1 hour and 30 minutes of fun, with the actual parasailing ride lasting around 10-12 minutes. The meeting point is at the marina on 63rd Street in Holmes Beach, and arriving 15-20 minutes early is recommended so you can sign waivers, get a safety briefing, and settle in.
Once everyone’s ready, the boat departs on time, and the crew takes you out to the perfect spot to start flying. The boat ride itself is enjoyable—picture cruising over the water with the ocean stretching out on all sides, with plenty of boats and jet skis nearby for added atmosphere.
The guides inflate the parachute, secure you into your harness, and then you’re gently lifted into the air. The view from above is the real highlight: endless water, sandy islands, and maybe even sightings of sharks, manatees, or sea turtles, according to some reviews. One guest even mentioned that they saw dolphins on their return trip, making it an even more memorable experience.
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The Flight
Expect to soar between 350 and 400 feet above the water. The ride offers a peaceful yet exhilarating feeling—gliding effortlessly with the wind in your hair and the sun on your face. The crew is very attentive to safety, and you can opt for a dip in the water as you come down, which adds an extra thrill. Many reviewers, including Dawn who said the crew “made it a memorable experience,” recommend this dip, though it’s entirely optional.
The Return & Photos
After the parasailing, everyone is brought back down safely, and the crew often takes photos of your flight, which many reviews highlight as a big plus. The group size means fewer people waiting around and more time to enjoy the scenery and chat with the guides.
The Experience & Crew

What truly sets this tour apart, based on numerous reviews, are the guides and crew. They’re frequently described as friendly, professional, knowledgeable, and attentive. For example, one reviewer praised Bobby as an “exceptionally friendly” captain who made the experience enjoyable for a family with kids. Several reviews also mention how guides are great at making even the hesitant feel comfortable, which is especially important if you’re nervous about flying.
Guests appreciate the safety focus, with some mentioning that the guides explained the process well and answered all questions. The fact that the tour operates with a maximum of 12 travelers ensures a more personal experience, with guides able to give individual attention.
What’s Included and What’s Not
The price of $119 per person covers the parasailing itself and the guidance of a professional, experienced guide. However, transportation to and from the marina, food, and drinks are not included. If you’re staying nearby, you can just arrive, but if you’re coming from farther away, plan your logistics accordingly.
Timing & Weather
Since this is a weather-dependent activity, poor conditions lead to cancellations or rescheduling. The company offers full refunds if canceled due to weather, which is reassuring. Make sure to monitor the forecast, especially if your trip is tight on schedule.
Is It Worth the Price?

At $119, this tour offers a solid value considering the duration, the views, and the personalized attention you get. Many guests felt it was worth every penny, especially since it’s a once-in-a-lifetime experience for many. The opportunity to see dolphins, sharks, and manatees from above adds an extra layer of excitement that makes the cost more justifiable. Plus, the photos taken during the ride provide lasting memories.
Who Should Consider This Tour?
This parasailing experience is best suited for those who love water adventures, want to see Anna Maria Island from a new angle, or are looking to tick off a fun bucket list item. It’s perfect for first-timers and seasoned thrill-seekers alike, provided you’re comfortable with heights and water. If you’re traveling with children, consider their age and comfort level—many reviews mention a 9-year-old having a fantastic time, but always check with the provider if you have specific concerns.
FAQs

Is there an age limit for parasailing?
Most travelers of all ages can participate, and the guides are very experienced with helping kids and apprehensive flyers. The reviews include a 9-year-old having a memorable time.
What should I wear?
Dress comfortably for the weather—swimsuits are common if you plan to dip in the water, and a hat or sunglasses can help with the sun. Don’t forget your camera or phone for photos, although note that the crew’s camera was sometimes missing a memory card, so bring your own.
How long is the actual parasailing ride?
The ride itself lasts about 10-12 minutes, but the overall experience, including safety briefing and getting ready, takes around 1 hour and 30 minutes.
Is the tour suitable for nervous flyers or those afraid of heights?
Guides are known for their professionalism and friendliness, and many guests, including those a bit apprehensive, felt comfortable and safe. The experience is gentle and controlled.
What’s the maximum group size?
The tour welcomes up to 12 travelers, ensuring a more intimate experience and less waiting.
What happens if the weather is bad?
The company offers free cancellation and full refunds if the tour is canceled due to poor weather. They also provide options to reschedule.
Parasailing Adventure in Anna Maria Island
“Such a fun experience for everyone, great guides with Kelsey and Bobby would definitely do it again!”
Final Thoughts
If you’re chasing a fun, safe, and visually stunning activity during your time in Anna Maria Island, this parasailing adventure fits the bill nicely. It’s a perfect way to add a splash of adventure to your vacation—whether you’re celebrating a special occasion or just want a memorable outing. The combination of professional guides, breathtaking views, and the thrill of flying high makes it a worthwhile experience for many travelers.
While it’s not the cheapest activity around, the quality of the guides, the safety measures, and the unforgettable scenery make it a good value for most. Keep in mind the importance of arriving early, checking the weather forecast, and deciding whether you want to take the optional water dip for extra fun.
For those who love a mixture of adventure, beautiful scenery, and professional service, this parasailing tour is likely to satisfy your craving for adventure and leave you with stories to tell long after your trip ends.
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