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    Dewey Beach Parasail

    4.6 (33 reviews)
    Open 8:00 am - 6:00 pm

    Dewey Beach Parasail Photos

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    Jennifer L.

    Such a fun time!! My hubby & kids had a blast!! I've waited my whole life since I was 6 to parasail and this was a great experience!!! I highly recommend them!!

    Hunter at the helm.
    Linda S.

    I had parasailing on my bucket list. I was visiting the Chesapeake Bay area of Maryland and decided to include a visit to Delaware since I hadn't been there yet. The Fly Dewey Beach crew made it easy. I'm 72 with some balance issues but the crew, Hunter and Maddie, were efficient, safety oriented, fun and supportive. There were six groups on the boat including mine so we all cheered each other on and enjoyed the boat ride. The flight up was so easy and gentle. The parachute lifts you, in your harness, off the boat so easily as you float high above tethered in calm and freedom. It was awesome! Then your slowly reeled and landed gently back where you started. We asked to dip our toes on the way down. We bought the photo package. It was worth the extra cost.

    Parasailing

    Our whole family went, ages 46, 39, 13 and 9, for the first time today. Absolutely wonderful owners and team! This is not some kids doing a summer gig, it's a top notch family operation focused on safety and attention to detail. They make the experience so much fun but most importantly make young kids and nervous adults feel completely comfortable. The ride is breathtaking in all the good ways, nothing scary or jerky just a smooth and easy transition and flight. Agree with other reviews that the photo and GoPro package was absolutely worth it; no grainy iPhone photos and they give you a GoPro on a selfie stick for the flight. It cannot be easy to run this operation so seamlessly, but you would never know it here. Just an amazing experience from start to finish! Thank you again, can't wait to come back.

    Parasail Dewey Beach

    We had a great time! It was our kids first time parasailing (ages 8 & 11) Hunter and Maddie did a great job setting expectations, explaining everything, kept the ride fun and light. The booking was easy, checking in was quick and easy, the pier is easily accessible. The boat ride was fun. The parasail was beautiful and felt safe. They have this process down and made it seem seamless. Thanks for a great experience!

    We've been for the last 2 years and love it! The captain and his crew are so nice and very knowledgeable. The ride both on the boat and in the air is so relaxing. Highly recommend!

    Parasail
    Jen G.

    This was so fun. Recommend to get the photo package. Crew was great, explained everything and calmed my husband down (afraid of heights). On a 800 foot parasail you get about 450 foot max height. Beautiful way to see the bay and ocean. Great time.

    Photo at 800 feet taken by crew member.

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    3 years ago

    6-8 minutes in air bay side, don't waste your money. Go to Ocean City MD and spend @ 20 minutes up over the ocean for the same price.

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    The crew and staff are friendly. I parasailed with my two children. The experience was safe and fun.

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    15 years ago

    Very fun. Photo pkg was great too. Bat was nice and staff was very friendly

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    Ask the Community - Dewey Beach Parasail

    Review Highlights - Dewey Beach Parasail

    We have used their photo package and it is well worth the money to capture the fun memories.

    Mentioned in 7 reviews

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    Shark's Cove Watersports - Friendliest crew EVER!

    Shark's Cove Watersports

    2.9(25 reviews)
    16.6 mi

    As one can see from my many Yelp reviews, it takes a lot for me to leave a negative one but Shark's…read moreCove Watersports honestly deserves it and I do this as a warning to others in the Yelp community. We had a poor experience when renting a pontoon boat for our stay in the area this week. We had reserved it 5 days prior with a tube via the phone as that is the only way to reserve a pontoon "with a tube" per their website instructions. Upon our prompt check in , we were told then (no call ahead at all) they did not have a tube for us. When I asked why, I was rudely told by the woman behind the desk "we never guarantee tubes as things happen like they pop so we can't promise it". I told her no one told me that at the time of booking when I was charged for it (mind you) and my children and their friends were looking forward to it. She gave me a snide laugh and turned away from me... no apology no nothing. She said "you can drive the boat back in 90 minutes and get one that's the best we can do." I asked to be comp'd something and she said "no it's a flat fee you will still be charged!!!" Honestly, an apology and perhaps a small compensation back for the tube rental was all I was looking for.... But to get a laugh in my face and to turn away from me, completely unacceptable. I was never rude to her and yet she was to me.... Beyond ridiculous and such absolute poor customer service we were all SHOCKED! I guess they get enough business they don't care about their customers' satisfaction. In the past, we had used them for the last 3 years for waver runners and all was fine. I can say based on this experience we will NOT be returning customers. There is a place literally across the street from them that does the same kind of rentals. Beware fellow vacationers..... not a good place to rent a boat from. They take your reservation and your $$ but don't hold onto their side of the bargain. While they may get a ton of business and not care about their clients' satisfaction, there are SO many other places to rent from so they better change their attitude or at least get better front desk staff! The rest of the staff was not rude like the front desk lady but she did enough damage that it ruined the rest of our time and feelings about this business establishment. Very Disappointed Yelper.....

    Great parasailing trip. Staff was polite and friendly. Boat crew and captain were very…read moreknowledgeable.

    Photos
    Shark's Cove Watersports - Family on the boat

    Family on the boat

    Shark's Cove Watersports
    Shark's Cove Watersports

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    Ocean City Parasail - Check in area

    Ocean City Parasail

    4.6(36 reviews)
    49.3 mi

    (This is not a 1st person review as I only handled the logistics for my kids who are the ones who…read moreactually did the parasailing. Why not me? No need to chum the ocean with my vomit once I get airborne. Thanks but no thanks.) The key to the whole experience with OC Parasail is easy with one small exception. The setup is you go to their site (www.oceancityparasail.com), find a date and time, choose something and then all pricing is laid out clearly. After payment you get a confirmation email or two explaining everything from where to go to what you can/can't bring with you and when they want you to show up. Check in was fast and easy with a small waiver needing to be filled out. After that it was time to wait until the captain was ready. Note that they do offer some type of photo package add on but it's on the expensive side. The staff was quite happy when we declined since none of the people on the ride were getting photos so I assume the needed equipment didn't have to come on the boat. The kids said the experience was fun. The captain had the radio blaring and was poorly-humorously "singing" along to some of his favorites. Two of the other patrons from the mid-west who had never seen/been on the ocean before apparently hurled over the side once things started rocking around a bit. I guess they had a good time even if they were still turning colors when everyone got back on solid ground after the ride. Here's the one tiny issue: Parking. Bay Avenue is all condos/homes on one side of the street with a single row of parking and a solid mix of condos and commercial business on the other with no parking. The business has a small pad next to their check in hut but it's not really somewhere designed for long-term parking. More of a drop and go point. Past that it's good luck on the street. The restaurant next door (Dockside Kitchen) has their own lot but I'm not sure if it's useable or not by for non-patrons if they are open. In the end everyone was happy with the experience and everything ran on time and was as expected. I mean sure it's pricey, but that's to be expected commensurate to the activity. No problem bringing them back for another round in the future if they want it.

    Loved our time parasailing and the kids pirate ship! Such a great memory! Thank you! Will be back!!read more

    Photos
    Ocean City Parasail
    Ocean City Parasail
    Ocean City Parasail

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    Dewey Beach Parasail - parasailing - Updated May 2026

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