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Sunset Watersports

Key West Watersports, Boat Rentals & Tours




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Sunset Watersports

Key West Watersports, Boat Rentals & Tours

Parasail

From Two Locations

Ride above the historic seaport or from Smathers Beach and over the Atlantic Ocean. We offer single, double, and triple rides. Digital pictures of your ride are available. Our custom-designed boats are captained by our fully insured and licensed captains.

a person flying a kite in a large body of water

Snorkel

Two Trips Daily

You haven’t been to Key West if you haven’t snorkeled the living coral reef surrounding the island. Start your adventure at the Key West Seaport in the historic Key West Bight, then speed to the second-largest living coral reef in the world, where the wonders of the tropical underwater world await you. Includes snorkel gear, safety equipment, soft drinks, and draft beer.

a person swimming in the water

Jet Ski

28-Mile Tour

WaveRunner tours and rentals are the best way to ride on the water. Our professional guide takes you on a wonderful tour of the tropical waters surrounding Key West, Florida. Your jet skiing tour takes you to historic places, including the Southernmost Point, Key West’s historic harbor, the submarine pens, and the submarine basin where submarines were kept during World War II.

a person riding a surf board on a body of water

Sunset Cruises

2 Or 3 Hours

Watch a world-famous Key West sunset from the best seat on the water on our state-of-the-art catamaran. Our dinner and dance sunset cruise includes the Taste of the Tropics buffet, plus you can watch the sunset from our large upper deck and enjoy dancing on our dance floor.

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Dolphin Tours

Morning & Sunset

See dolphins in their natural habitat! Spotting dolphins and snorkeling the reef are sure to be the highlights of your Key West experience! Visit a local hangout for dolphin pods, then embark on a snorkeling adventure.

a small boat in a body of water

Beach Passes

Passes & Rentals

Join us at Key West’s best public beach, Smathers Beach, for an all-day adventure. Jump on a paddle board, kayak, or Hobie cat and explore the Key West Atlantic coast. Sail through the crystal clear waters as you explore the largest beach in Key West. Includes a parasail trip or chairs and umbrella, unlimited kayaks, paddleboard, hobie cat usage as well as a variety of floats.

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Boat Rentals

Half & Full Day

Be your own captain with a Key West boat rental!
Select the boat that best fits your needs. We have everything from pontoons with space to lounge to smaller fishing crafts, all available from our Cow Key location. Boats are available for rent for 4 or 8 hours.

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Featured Activities

Enjoy All Key West Has To Offer!

Your One-Stop Shop

Enjoy a romantic sunset sail with loved ones and see a world-famous Key West sunset, parasail above the tropical waters of the Florida Keys, snorkel the second-largest barrier reef in the world right off the shores of Key West, kayak or snorkel pristine waters, and swim marine life in the Florida Keys National Marine Sanctuary.

Key West has many options to choose from. Explore our tours to make your Key West vacation one you’ll never forget. Sunset Watersports has a luxury catamaran to accommodate charters from 2 to 149, where you can have the most romantic Key West wedding you could ever imagine- it doesn’t get any better than a wedding on the water!

Enjoy Everything Key West Has To Offer!

Your One-Stop Shop

Enjoy a romantic sunset sail with your loved one and see the world-famous Key West sunset, parasail above the tropical waters of the Florida Keys, snorkel the second-largest barrier reef in the world right off the shores of Key West, kayak or snorkel the pristine waters, and swim with tropical marine life in the Florida Keys National Marine Sanctuary.

Key West offers many options to choose from. Explore our tours to make your vacation in Key West one that you will never forget. Sunset Watersports has a luxury catamaran to accommodate charters from 2 to 149, where you can have the most romantic Key West wedding that you could ever imagine. It doesn’t get any better than a wedding on the water.

Recently Booked Trips

3,400+ 5-Star Reviews From Guests!

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First time jet skiing-so much fun!

For a couple in their early 30's who have never been on/driven a jet ski before this tour was a lot of fun! Our tour guide, Niko was very friendly and did a very good job making us feel comfortable throughout the tour. We stopped several times to view the different hotspots as Niko talked about their history. Thank goodness for these breaks as the waves can get a little intense at times and being the 2nd rider my arms got sore from hanging on tight. I'm very happy we chose to do this tour. The views of the clear turquoise waters and taking a short dip at the sandbar were my favorite part.

– Voyager570094 | Tripadvisor
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Great experience!

We had booked an All-day adventure but weather in the AM did not cooperate so we did the sunset snorkel dolphin expo wiener and it was AMAZING! Small group due to iffy weather but sun came out (and down for a gorgeous sunset!). Saw dolphin family after only a short while and they came very close to boat. Water a bit choppy for snorkel but great location and saw a huge sea turtle, stingray, and tropical fish. Crew was attentive and helpful. Would highly recommend to families or adults flying solo!

– LauBauMtAiry_MD | Tripadvisor
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A COUPLES MUST!!!!

The Sunset Dinner Cruise is everything you can ask for. We went to celebrate my Brother-in-Laws birthday and it was amazing. Captain Clay was fun and made sure everyone was comfy. Po was super helpful with bringing us drinks and making sure the Bday cake came out at the perfect time. The bar was great and the two bartenders Alex and Steve were on a mission to make sure everyone got there fill. They kept the drink rolling and they are FAST!!!! Make sure you upgrade for the full bar its $20 but its beyond worth it!!!! The food was pretty good as well especially the Chicken, plantains and the grouper!!! I WOULD DEFINITELY DO IT AGAIN!!!! Thank you to the whole crew for making my bro bday one to remember!!!!!

– Bigabdul | Tripadvisor
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Sunset Snorkle and Dolphin Tour

Had an amazing time! The crew did a wonderful job! Was recommended the sunset tour over the earlier one and definitely enjoyed it. Saw lots of dolphins and crew found us a great location to snorkel. Thought we would not have enough time for snorkeling but had over an hour in the water. Beautiful relaxing sunset trip back to the dock with good drinks. JC the bartender was a tremendous joy after a day of sun and snorkeling!

– Jessica C. | Tripadvisor
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Sunset Dinner Cruise

We had never done a sunset dinner cruise before but we really enjoyed this. Sunset was beautiful, food was very good and fresh, and entertainment was awesome! We enjoyed the music so much! The bartenders & crew were very friendly!

– Rebecca W. | Tripadvisor
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Beautiful afternoon - loads of dolphins

We had an excellent time on the dolphin watch and snorkel! The crew (CJ and Jade) were very accommodating and Captain Nick was able to find a few different pods of dolphins! We were able to snorkel at Sambo key, since the weather was calm and we saw a lot of different fish!! It was nice to be in a boat that wasn’t overly crowded and more personable.

– Amy P. | Tripadvisor
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Great Jet Ski Tour

The jet ski tour was awesome! Connor was our tour guide. He was super knowledgeable, which put me at ease for someone who had never been jet skiing before. My favorite part was hanging out on the sandbar.

– Khia T. | Tripadvisor
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