Sunset Watersports Activities

Sunset Watersports in Key West is one of the leading watersports companies in the area, offering a variety of activities for those looking to experience the best of the island’s ocean adventures. With over 40 years of experience, they provide a range of tours, including sunset cruises, snorkeling trips, jet ski tours, parasailing, and dolphin-watching excursions. Known for their friendly staff and well-maintained equipment, they cater to both thrill-seekers and those wanting a relaxing day on the water. Guests can also enjoy all-day watersports packages that combine multiple activities into one action-packed day, ensuring a memorable experience in the tropical paradise of Key West.

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Mar 31 - Apr 6
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Triple Combo Snorkeling, Dolphin, and Sunset Cruise

4.6
(78)
3 Hrs.
This triple combo tour gives you three amazing experiences in one package. Watch pods of local dolphins playing in their natural habitat, snorkel at a tropical reef, and last but not least witness the famous Key West sunset! This action-packed, three-for-one adventure is sure to yield magic and memories to last a lifetime. Book now!
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Booked 2 times in last 48 hrs
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Key West Sunset Dinner Cruise

4.6
(289)
2 Hrs.
Enjoy a memorable evening on the water with the Key West Sunset Dinner Cruise. Savor a fresh, tropical-inspired dinner, including roast pork with Cuban bread and fried plantains, all prepared onboard. Relax with drinks from the fully stocked bar and take in the stunning sunset views. The friendly crew ensures a comfortable experience, with indoor seating in a climate-controlled cabin. This is the perfect way to dine, drink, and dance while making unforgettable memories. Reserve your spot today for an unforgettable Key West sunset experience!
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Booked 3 times in last 48 hrs
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Key West Sunset Snorkel Cruise

4.8
(60)
3 Hrs.
Treat yourself to an evening of incredible snorkeling, delicious drinks, and groovy melodies on the Miss Valyn Catamaran. A twilight experience unlike any other, this is your opportunity to enjoy the nightlife while having the option to plunge into the depths by Florida's best reef! Take in the fleeting Key West sunset while indulging in an ambiance that only the cat delivers. Enjoy reef snorkeling, draft beer & wine on this snorkeling experience. Book your spot today!
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Dip and Sip Afternoon Snorkel with Open Bar

4.7
(55)
3 Hrs.
Take an afternoon and plunge into the depths of Florida's coral reef for an amazing snorkeling experience. The Sandie Cat is Key West's newest snorkeling catamaran, which allows you to get to the reef with speed, comfort, and some serious style. Join the captain and crew, round up your group, and hit the waves for an unforgettable Key West experience packed with fun, sun, and tasty spirits. This all-inclusive trip boasts an open well bar including unlimited mimosas (mango, strawberry & orange) & a variety of soft drinks! Book your spot today!
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Sunset Sip and Sail with Open Bar and Live Music

4.8
(53)
2 Hrs.
Have you ever seen Key West at dusk on the open ocean? Just sit back and immerse yourself in the ambiance of this nightlife experience. You can dance the night away to live music while you sail the calm waters. Enjoy the best seat in the house with all of the good time essentials like draft beer, live music, open well bar, and appetizers. Book your spot now!
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Smathers Beach Parasailing Adventure

4.8
(37)
1 Hr.
Parasail the ocean blue skies of Key West where you’ll get a bird's eye view of Key West and Smathers Beach from 300 feet up in the sky! Fly high, have the time of your life, and float like an eagle on the wind. Take in the scenery, look out for marine wildlife, or simply enjoy the ocean air as you soar. So, what are you waiting for?! Spread your wings and get ready for lift off. Book your experience today!
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Rise & Reef Snorkeling Trip With Breakfast & Unlimited Mimosas

4.5
(39)
3 Hrs.
Embark on an unforgettable snorkeling adventure to explore Florida's best reef aboard the Sandie Cat, Key West’s newest and fastest catamaran. Spend less time traveling and more time in the crystal-clear waters. Enjoy a complimentary breakfast, unlimited mimosas (mango, strawberry, and orange), and draft beer during this all-inclusive experience. Join the crew for a true Key West experience with family and friends. Reserve your spot today!
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Booked 5 times in last 48 hrs
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Do It All Water Sports Adventure Package

4.8
(45)
6 Hrs.
Don't miss your chance to “Do it All” with a day-long Watersport Adventure Package in Key West. This all-inclusive experience gives you full access to a variety of awesome activities like kayaks, paddleboards, snorkeling, jet skis, floatables, water trampolines, and banana boat rides. Choose your activities and have your day your way with this Do It All Water Sports Adventure Package. Book today!
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Combo Dolphin and Snorkel Cruise in Key West

4.7
(19)
3 Hrs.
Climb aboard a combo snorkel and dolphin watch adventure and see the best of Key West. First head out looking for pods of Atlantic bottlenose dolphins jumping and playing the surf, then make your way to the reef for an incredible afternoon of snorkeling and swimming. Explore the serene aqua waters, swim with exotic fish, enjoy complementary draft beers, and splash about with your closest friends and family! Who knows, you might even meet up with dolphins again at the reef! Upgrade to the triple dolphin snorkel for the same price!
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Key West Safari Eco Tour

4.6
(12)
2.5 Hrs.
Are you looking for the best kept secret in Key West?! If so, then hop in your own personal, mini speedboat and follow your knowledgeable guide into Key West's backcountry. You'll race through lush mangrove islands and see amazing marine wildlife along the way while boating in Key West's magical tropical waters. Book today and set out on an amazing adventure on the water with this Key West Safari Eco Tour!
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Beach Pass Watersports Package with Beach Chairs and Umbrella

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8 Hrs.
Enjoy everything Smathers Beach has to offer with this Beach Pass Watersports Package with Beach Chairs and Umbrella. Capture the magic of Smathers Beach with this all-day Ultimate Beach Pass. This amazing pass offers something for everyone and includes volleyball, paddleboard, windsurfing, kayaking, Hobie Cat Sailboat, beach chair rentals, umbrella rentals, and float rentals. A tremendous value and a great idea for groups, get your Beach Pass and get out on the water today!
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Ultimate Sandbar & Dolphin Watch Adventure

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5 Hrs.
Join this Ultimate Sandbar & Dolphin Watch Adventure and journey through the crystal-clear water of Key West, Florida searching for dolphins! Cruise to a secluded sandbar where you can relax and have fun. Decide to swim, snorkel, or simply bask in the glow of the warm sun. When you are ready to recharge, indulge in a delectable feast featuring a range of fresh, local delights from Cuban sandwiches to crispy fried chicken tenders, there's something for everyone. Vegetarian options like veggie wraps, fruit and veggie trays, cheese and cracker platters, and pita and hummus platters are also available. Book today!
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