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    Dockside Watersports

    3.7 (38 reviews)
    Open 8:30 am - 6:30 pm

    Dockside Watersports Photos

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    20 ft boat rental

    We rented a 20ft boat for the day and hand a blast! I would recommend. We mostly stayed at Crab Island, but drove around as well to explore with the family. Great experience.

    Inside pontoon. At dock looking up at business!
    Marcy A.

    The Staff here are excellent! They are pet friendly!!!! I rented a pontoon boat online. The online process was swift and easy! The prices are good! We chose a 4 hour block, for 9 am Saturday morning, we got there 8:30 am, checked in. They got us down to the pontoon boat & gave us a quick overview! And we were pulling away from the dock by 9:03 a.m.! I recommend Dockside Watersports while in Destin, Fl. Make lasting memories!!!

    Letting my daughter "steer"

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    1 year ago

    Helpful 10
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    1 year ago

    Great price for a full day rental! Dock hands were wonderful and we would definitely rent from them again!

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    3 years ago

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    2 years ago

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    2 years ago

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    4 years ago

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    2 years ago

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    3 years ago

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    6 years ago

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    12 years ago

    Helpful 3
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    7 years ago

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    7 years ago

    Helpful 1
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    17 years ago

    Helpful 12
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    7 years ago

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    7 years ago

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    5 years ago

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    7 years ago

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    11 years ago

    Great experience. Everyone was nice. Unforgettable! This is the only place I will be going to when I visit Destin, Florida.

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    7 years ago

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    6 years ago

    Great customer service . Convenient parking & fast check in. Shoutout to Richard for being so helpful.

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    9 years ago

    Very professional. The dock hand was very informative and helpful. Wish we would have rented more from them.

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    8 years ago

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    14 years ago

    Helpful 2
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    Photo of Dien P.
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    13 years ago

    Helpful 3
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    13 years ago

    Helpful 2
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    12 years ago

    Super friendly staff. The guy's that took us out made it a wonderful ride for my 3 boys first parasailing adventure.

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    11 years ago

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    10 years ago

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    15 years ago

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    9 years ago

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    13 years ago

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    10 years ago

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    12 years ago

    My wife and I went parasailing today and had a blast! The captain and deckhand were great and we really enjoyed the trip! Highly recommend.

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    15 years ago

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    14 years ago

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    15 years ago

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    12 years ago

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    15 years ago

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    Ask the Community - Dockside Watersports

    Review Highlights - Dockside Watersports

    Rented a Pontoon boat for 4 hours on a recent Destin trip and it was amazing.

    Mentioned in 7 reviews

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    Happy’s WaterSports - 1st Mate

    Happy’s WaterSports

    4.3(25 reviews)
    0.1 mi

    My family has been renting pontoon boats from Discount Water sports for the last six years and the…read moreexperience is the same every time -- AMAZING! This time around we were helped by Parker and Dalton who were both very experienced, knowledgeable, and relatable. Parker even gave us recommendations for food and local spots that tourists don't usually get to visit. The boat itself was clean, comfortable and highly functional, all for a reasonable price that was not shoved down our throats. I love this company and I will be returning ANY time I need to rent watersports equipment.

    Extremely disappointing experience. Crab Island was one of the MAIN reasons I came to Destin, and I…read morebooked this excursion specifically to experience it before leaving town. The first day was absolutely beautiful outside, and our trip was still canceled because they said there weren't enough people booked. What made that even more frustrating is that this company had my money for a week in advance, so this was not a last-minute booking. We were asked to reschedule for the following day, so we agreed and rearranged our plans. Then on the second day, the excursion was canceled again, this time because of the weather. I completely understand that weather is out of anyone's control and safety comes first, but that is exactly why the first cancellation was so upsetting. We had a beautiful day and could have gone, but the trip was canceled because of low participation. Then when we came back the next day as requested, the weather prevented us from going at all. To make matters worse, before agreeing to come back the next day, we specifically asked about the weather. I even showed concern because my weather app was already calling for thunderstorms and rain. Natalia insisted it would only rain in the morning and reassured us that our excursion would still be ready to go out later that day. Based on that reassurance, we agreed to reschedule. Then the next day, exactly what I was concerned about happened the excursion was canceled because of the weather. That made the situation even more frustrating because had we been given realistic information instead of being reassured that the weather wouldn't affect our trip, we could have made a different decision with the little vacation time we had left. Instead, we lost the beautiful-weather day because they didn't have enough people, then lost the following day to weather we had already asked them about. The customer service also made the situation worse. Natalia was rude and dismissive when we were already disappointed after having our plans canceled. I dealt with Gavin the next day , and he was a little more helpful and professional than Natalia, which I appreciated, but by that point the damage was already done. And then there was the refund process. You would think that after they canceled the excursion, the refund would be automatic. It wasn't. I had to make multiple calls and go through a third-party company just to get my own money refunded. It took me over an hour to finally get the refund processed, and now I still have to wait 5-7 business days for the money to come back. So not only did I miss out on Crab Island, I had to spend part of my vacation chasing down a refund for a service the company canceled. I'm leaving Destin without getting to experience Crab Island at all, which was something I was genuinely looking forward to and a major part of this trip. Things happen, but when a company has your money in advance, cancels your reservation, and then makes you jump through hoops to get refunded, that is unacceptable. I would not book with this company again.

    Photos
    Happy’s WaterSports - The Captain

    The Captain

    Happy’s WaterSports
    Happy’s WaterSports - Crab Island

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    Crab Island

    Mobile Sports - The most fun you can have on the water for less than any other watersport.

    Mobile Sports

    4.7(15 reviews)
    0.1 mi

    We rented a jet ski here. The workers were friendly and helpful. They gave us a lot of safety tips…read moreand advice. I highly recommend them.

    This was our favorite activity/experience in Destin! Captain Chris and his staff are amazing! They…read morewere very friendly and aimed at making this a great experience from the moment they introduced themselves. Immediately we were all laughing and joking like we were all old friends. The labeled life jackets are a nice touch. As we headed to the boat Chris got to know us a little and found out what type of experience we were looking for. At the beginning of the ride he asked what type of music we liked and he found a good station for the "turn up" to begin! It was a beautiful ride out and on the way he allowed us to do the Titanic pose and get pics of that lol. Chris was informed that we had one in our group that could not swim and did not want to be thrown into the water. He was amazing at making sure we got in a good ride without anyone being thrown off. Once she had had enough he allowed her to get back on the boat so that the other 2 of us could go for a faster ride. It was so fun!!! We both ended up being thrown off (which is exactly what we wanted). There weren't any rides scheduled after us, so on the return trip Chris made a detour to allow us to get up close views of some dolphins that were in the area! We saw about 3 or 4 of them swimming right next to the boat! It was beautiful and they captured it in our photos. We did opt for the photo package, and if you decide to do this ... I suggest you do to. They captured EVERYTHING. And who wants to worry about who's gonna take a picture when you're having fun and being thrown into the ocean?!? What I found exceptional about the photo package is that you are not given the photos immediately. You actually get a link to download them. This way they go through the pictures and get rid of any "junk" photos so you don't have to! You get amazing quality photos that will have you laughing for hours. We ended up with 82 QUALITY photos (in comparison to another activity we purchased a photo package for and ended up with 25 photos, but a couple were duplicates and another one was blurry/unusable). He even took the time to put the phrase "TURN UP" on one of the pics!!! It's worth it! Thanks again Captain Chris and crew for an amazing experience!

    Photos
    Mobile Sports
    Mobile Sports
    Mobile Sports

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    Sunshine Watersports - Brand new 12 passenger pontoon boats

    Sunshine Watersports

    4.1(35 reviews)
    0.2 mi
    Family-owned & operated
    Locally owned & operated

    Great experience renting a pontoon boat!! Boat was clean, in good condition and ready to go when…read morewe arrived. The staff was friendly and helpful with a map and recommendations on where and where not to go. Also, I found the pricing here to be the best among all the companies that I looked at in Destin. You do have to park across the street, but this information is all provided before you arrive. We unloaded at the front desk and then my husband parked the car, only took a few extra minutes.

    Sorry to say but not the best experience. I have been coming to Destin for the past 15 to 20 years…read moresince Family owns a condo. I have rented Pontoons from numerous companies but hate to say this one was the worst so far. Let's start with not being able to park on site and having to cross 4 lanes of busy traffic twice. Not the safest practice. Second at the counter there are numerous signs saying dock workers get paid by tips and complimentary tip is 15 to 20%. I never mind tipping when warranted and if really good service I tip over 20%. Every other place I have rented a pontoon at has had staff come to the car and get our stuff and carry to the boat. They also ask if anyone needs help boarding the boat. The boat is clean and actually ready for guests. The individual here just states you're on boat 1 and never assisted or asked anyone anything. The seats in the boat had water pooled on them so had to wiped down prior to anyone sitting down. Luckily, we brought extra towels. We understand you get wet on a boat but for water to be everywhere when just getting on the boat is uncalled for and wasn't professional in any means. It was also comforting to know according to the dock worker that the Pontoon only had 1 battery even though it's supposed to have 2. Since the 2nd one worked other items on the boat it wasn't needed per him but hey here's a bluetooth speaker for you to use if you want music. This also had to be the slowest boat we have ever rented. Having owned my own boats before the Motor was so under powered for the size of the pontoon it was on. To top it all off upon our return the dock worker didn't assist anyone or getting stuff off the boat but did make sure to tells us he accepts Cash, Venmo and other payment options for tips. Really dude? Please promote your tips being warranted by actions. Hate giving a low rating but this experience definitely deserved it.

    Photos
    Sunshine Watersports
    Sunshine Watersports
    Sunshine Watersports

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    Dockside Watersports - boating - Updated August 2026

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