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Key West, FL

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Sunset Watersports Key West

3.9 (604 reviews)
Open • 8:00 am - 8:00 pm

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Crissie H.

The boat left a little late and arrived a little early, but that wasn't a big deal. The cruise itself was lovely, the staff good, but the music (Scooby Drew) was awful. Made the vibe feel like a funeral instead of a party.

Amanda L.

This place asks you to arrive 45 minutes early and wait around to see if other people show up for the same tour. They don't know how many people they're expecting. Finally, we depart, and it was on time. We went parasailing on a cold, windy day. The two guys who took us were nice, and the ride was fun. We appreciated that, but the experience itself wasn't what we wanted. It was the memory and the photos of it that we wanted, and they weren't included. We wanted two or three photos taken of the experience. It would have been so simple. Instead, they only use their own Nikon cameras, which don't transfer easily to Google or Android phones. They weren't taken by a professional photographer, just the skipper on the boat, who didn't seem to have any professional photographer experience. The colors were off, and most of my face or my friend's face weren't even clear in the photos. They charge $60 for over 100 mediocre photos. Look at these photos; why would I want these? There were only three photos I actually wanted, and the rest were clearly... well these lol. I was so dissatisfied with this experience that I hate companies that don't include taking a photo of you as a kind gesture. Be better. And then they still want you to tip them on top of all this awkwardness. Does that sound like a fun vacation?

Scott W.

We were fortunate enough to receive a discounted rate on our package, as our friend who was on vacation with us is a retired Navy veteran. My wife purchased the full package which included all of the amenities on the transport boat (food, drinks), parasailing, jet skis, obstacle course, banana boat rides, kayaking, snorkeling, and paddle boarding. We were unable to book our slot during the weekend, but were able to secure Memorial Day, which we thought would be a slow day for an excursion but boy were we wrong. We were one of the first to arrive in the morning to sign in and fill out all the paperwork and shortly after droves of people starting coming in. The boat was at max capacity and unfortunately it kind of screwed up what could have been a perfect day. Fortunately, we were the first group called for parasailing and right after we finished parasailing, they called us to meet with a second captain to take us jet skiing. I've never been parasailing before and have always been scared to try it. I don't like heights and have a fear of drowning; I had no fear at all during the entire process and I had a total blast. The jet ski situation was pretty much a waste. When we arrived to the dock the dockmaster was pissed off and had an attitude because the groups that were supposed to be docked were still out screwing around which took time off our ride. You literally only get 10-minutes and since my wife and I were together we had to share a jet ski. There is no way to know when your supposed to return to the dock until the dockmaster waves you in. We basically ended up swapping drivers after a few minutes so we both would have an opportunity to drive. Once we were back to the main ship it was time for lunch. The food was actually better than I expected. Pulled pork, large all beef hotdogs, salad, chicken nuggets, fresh green beans, and several other options I can't remember at the moment, but I remember that it was all pretty good and I ate my fill. After lunch we spent the remainder of our time out in the water having fun. The obstacle area had a huge inflated trampoline and rock-climbing area. The kayaking was limited to the areas around the ship but you could go out to a section further away from the group to snorkel near the coral reef. The banana boat ride was a lot of fun too but be warned if you're on there with a group that wants to go fast you are along for the ride. Something to note is that you cannot enter the water once you start drinking and there were two options of draft beer available that is included with the package. They have plenty of other drink options but you pay extra for them. The staff were very friendly and the ship was kept clean. Overall, we had a blast and I would do this again. Knowing what I know now, I will call ahead of booking our excursion to verify occupancy.

They took and gave us priceless pictures we will cherish forever!
Esther W.

What a wonderful experience! It was beyond our expectation! Joey and Logan we're so wonderful and made us feel so relaxed. None of us had ever parasailled before. We made memories we will never forget!

Jazmin T.

I was looking for an experience that wasn't your typical beach day, and to get out on the water for more than 4 hours, and after lots of looking and searching, came upon Sunset for a 5 hour sandbar and dolphin excursion with snorkeling included! When we arrived, check-in was super easy, and it was out in an area that you can walk around, get food/drinks, or shop while you wait to get on the boat. Everything was included for us in this venture. The captain, Dave and Nick took great care of us from the moment we took way! From the instructional safety recap in the beginning, to the opening of the bar, and them keep us full from the sandos, chicken strips, fruit and hummus, we had everything we needed for our adventure! While on the way to our dolphin seeing adventure, we jammed out with great tunes that anyone could jam out to. Again, Nick and Dave were on it with the customer service. Always lending a hand, asking if we needed anything and just being their amazing selves! As we got to the sandbar, we all jumped ship, literally!!! And got to spend just over 2.5 hours out on the sandbar! If it hadn't been for a storm coming our way, we may have gotten just a little more time out there, but Captain made sure we had a wonderful boat ride back, got to see even more dolphins! It was such a great trip, and even the other passengers on board, we had such a great group, everyone was super nice and interactive. It made for one of the best days we've ever had! Will certainly be using you all in the future!

Anna J.

My hubby and I did the 90 min guided jet ski tour. Ben and his crew were awesome!! They made sure we were safe and had fun!! I had some reservations about being able to let loose and speed around on a guided tour. This was not the case tho, once they make sure you knew how to drive you're able to zoom around full force. They also made sure that we had plenty of photo ops. Great Experience, great tour! Would do this tour again in a heartbeat!! Thanks Sunset Watersports!!

Taufiq H.

I loved the experience here. Really friendly crew who took care of us really well and followed a lot of safety procedures. Snorkeled at 2 different places and then had some beer and champagne enjoying the sunset on the way home. The water was not as clear as I expected probably due to the storm that happened a few days before. There was a mix of people on the board, including young folks and families with kids. Got to talk with really nice four guys from France who were attending FIT. Truly enjoyable I would do this again.

Best reef tour. And we out ran a kraken to safely get home. 100% recommend!!!!! Great crew! Great music and fun for the family !!!

Great Crew. Great cruise. The reef was amazing. Definitely recommend the adventure

Logan, Kelsey, and Claire took us on the sunset snorkeling. It was so beautiful, saw so many different species of fish and even a couple nurse shark! They were very engaging and laid back, felt like your friends were taking you out. Told us everything safety wise and we had some non swimmers to very experienced. Great crew!

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Sunset Watersports Key West Reviews in Other Languages

Ask the Community - Sunset Watersports Key West

If u can't swim is it worth to do 6 hour all activities included cruise?

I did all the activities.. i dont know how to swim. But i was with the life vest they provided.

View All 2 Questions

Review Highlights - Sunset Watersports Key West

“We took the Sip and Sail cruise with Captain Clay and his crew, and also a few days later went on the jet ski tour.”

Mentioned in 27 reviews

Read more highlights

Barefoot Billy's - Dolphin, swimming

Barefoot Billy's

(580 reviews)

An Amazing First Jet Ski Experience! I had such a fantastic…read moretime on the jet ski tour with Barefoot Billy's Watersports at Casa Marina! From start to finish, everything was incredibly well organized and professional. Mike in the office was so helpful and made the check-in process smooth and easy. Our guides, Tyler and Juan, were absolutely fabulous--friendly, knowledgeable, and made sure everyone felt confident and safe before we hit the water. This was my very first time on a jet ski, and thanks to their clear instructions and encouragement, I felt totally comfortable and ready to go. The tour itself was stunning--Key West is even more beautiful from the water! The weather was perfect, and I especially loved the calm, Gulf side, where we had some free time to go fast on our own. It was such a fun, memorable experience, and I can't recommend it enough. Thanks again to the team for an unforgettable adventure!

First, I want to say that Captain Jason and Bernie were great. They were friendly, professional,…read moreand did their best under the circumstances. My disappointment is not with the crew, but with the overall experience and how the tour was handled given the weather conditions. I had concerns that the weather would impact our excursion, so I actually called that morning to confirm the tour was still going as planned. I was assured we were going. Unfortunately, the tour was a complete disappointment. The main reason we booked was to experience the secluded sandbar, which is a major highlight of the advertised excursion. We never even made it to the sandbar. Instead, we barely snorkeled in rough waters that felt unsafe and certainly weren't enjoyable. We also didn't see the tropical fish, sea turtles, or other marine life highlighted in the tour description. The one bright spot was seeing dolphins, which we really enjoyed. However, that alone did not make up for everything else we missed. I completely understand that weather is unpredictable and safety comes first. However, if conditions weren't suitable to deliver the main experiences being advertised, I believe the company should have offered guests the option to reschedule or cancel rather than proceeding with a significantly reduced experience. Again, Captain Jason and Bernie were wonderful, and I don't fault them at all. But ultimately, we paid for an experience we simply did not receive. What was supposed to be a relaxing, memorable day on the water ended up feeling like a complete waste of money.

Sunset Watersports

Sunset Watersports

(20 reviews)

Sunset Watersports took us out on a windy day. We got to our activities and before we could even…read moreget off the boat they cancelled our day. So ultimately we road the boat for 1 hour, getting sea sick, to do nothing. The crew was cussing saying they knew this would happen. When we got back to the docks, I requested to receive a refund, and free vouchers to come another time, because Sunsets poor decisions made it so our day was effectively wasted. There were no other watersports boats we could get on, and the rest of the weekend was supposed to be rainy. The front desk girl was EXTREMELY rude and acted as if my request was irrational. I had to call a manager who was also no help, it was even difficult to receive the refund. We eventually walked away sea sick and I had to wait nearly a week to get our money back, with our day ruined and the only opportunity for this sort of excursion gone. I made negative reviews on a couple sites to which I got defamatory responses back. Now, disregarding their poor behavior, manners, and morals, I wouldn't have ever considered Sunset had I know about their negligence lawsuit for the death of 2 parasailers which they were found liable for. Please consider Fury or another company, hopefully they'll treat you better and keep you safe.

This review is strictly for the crew on 10/4 for the do it all watersports…read more I came with my friends to celebrate my 30th birthday and we were a pretty large group- a group of 15. I chose to do the all watersports activity because I've done it many years ago with sebago watersports in 2018 with my family and our group of 20 people, so I was excited to go back with all my friends for my birthday and don't get me wrong we had a great time but it did feel very sales pitchy and a little chaotic. Let's start with the good: - great lunch - staff was nice - 2 different boats for parasailing -Cannon and Rachel for parasailing were great ! - jet skii instructor (not sure of his name, very cool guy), and he showed us a stingray -captain was amazing and very personable - small group on this day due to the weather which meant not so much downtime waiting for the next thing to do- which was amazing Now let's dive a little into the not so great: - we were forced to tip before getting on the boat about $15 per person which isn't crazy, but it does suck to be told you have to tip before even getting the service - our guide, not sure of her name but she was really nice but unfortunately really unorganized, we were told to split into two different groups since our group was quite large, which we did and while one group was off parasailing or jet skiing the other was left behind to utilize the banana boat & floaties, which were cool but we kept being told we were next for parasailing and to get ready, about 2-3x, which led to us getting out of the water and waiting for the boat that would come take us to go jet skiing or parasailing, but then kept getting pushed back until we were the last group to go. Thankfully we all got to partake in the activities but I can't imagine how chaotic it would've been if the boat had been at full capacity which is around 120 people versus on that day which was 30-45. I think it would've been nice to get an exact time within a 5-10 minute time frame to know when we should get back on the boat and wait for the smaller boat, as we had to get out of the water 2-3x just to be told the boat wasn't back or that we weren't next. - our friends who went parasailing first did not have a good experience with the crew and thought they were kind of rude Overall we all had a great experience, but I do wish they made some tweaks in organization and friendliness of some of the staff.

Sunset Watersports Key West - parasailing - Updated October 2026

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