Watersports in Key West
Key West is a tiny little island surrounded by some of the prettiest water in the US. If you don’t spend some time out on it while you are here, my feelings are you are missing the heart and soul of this island.
The best part of watersports are that you can find the one that fits your personality, and the vibe you are seeking. From paddle boarding along the channels to kiteboarding, there is something for everyone to do on the water.
And there’s no two ways about it; the best place to watch an iconic Key West sunset is on the water. Don’t get me wrong, Mallory Square is fun a time or two, but to see that sun drop into the ocean from an unobstructed view is something you don’t want to miss.
Sunset Sail Key West
As the name implies, sunsets are their thing. With three vintage charter boats you can pick the one that is right for you and your crew to go out and spend the day on the boat and watch the sun drop, or you can do a shorter 2 hour tour
Unlike other companies, Sunset Sail doesn’t crowd their boats. Bring up to 12 friends and some adult beverages of your choice and take it all in. It’s a really fantastic way to see the islands. They also have several different kinds of swim tours, snorkel tours and proposal sunset sails. They have boats at two different locations, but provide a free shuttle. Reach out to them at (305) 587-4488 or email them at firstname.lastname@example.org
Don’t be fooled by the name, the only danger is that you’ll overindulge in their gourmet wines and cheeses aboard. This Schooner charter is loved by foodies, because they serve the good stuff on their tours! Along with sunset cruises, they also do snorkel tours, kayaking and weddings and special events for up to 30 people. They are highly rated, so book early! This knowledgeable crew will take you out and even if you have never sailed, kayaked or snorkeled they will hook you up. They have an office location on Whitehead Street or you can check out the boats at Margaritaville Marina which is located at 255 Front Street, Key West, FL 33040. Their phone is (305) 304-7999 or you can visit their site here: Email/Contact
If you’re looking for a challenge and something different, then kiteboarding is an absolute blast. This company does it right, taking you out into the pristine waters to clear, flat shallow knee-deep water to show you how it’s done. If you’ve never kiteboardinging before, an instructor will show you the ropes. It’s not as hard as it looks, but it does take some skill learning how to position yourself, and it’s fun as hell to learn. Rates begin at $150. They are also located at Garrison Bight Marina (Park by the Thia Island Restaurant) which is located at 711 Eisenhower Drive, Key West, FL 33040. Call, text or WhatsApp Skot: (305) 432-1355 email@example.com
Key West Paddle/Night Kayak Key West
Family owned company that will take you and your friends out on the water for a fantastic experience. They have both traditional paddleboards that you stand up on and also clear bottom kayaking. One of their signature tours is their after dark LED illuminated glass bottom kayak tour that makes you feel like you are paddling around a vast aquarium. You’ll get to cruise through silent mangrove forests at night, which is just amazing.
Each boat holds two people, but they are happy to accommodate groups as well. Rates are $59.95 per person, and they are located at Marriott Beachside Hotel. firstname.lastname@example.org
Lazy Dog Aventures
A paddleboard and kayak outfit that does lots of fun things on the water including paddleboard yoga in the mangroves and snorkeling. As the name suggests, dogs are welcome! Paddleboarding is great for people of all ages, and if you’ve never done it before you’ll get a quick lesson before you leave the dock. Cruise through the shallow waters in the mangrove creeks and learn about the marine and tropical birds of Key West. If you prefer, you can kayak instead of paddleboarding. The team at Lazy Dog are always willing to help and customize things for you, and make your experience great. They are located at Hurricane Hole Marina which is 5411 Overseas HWY, Key West, FL 33050. You can call them at (305) 295-9898.
Dive Key West
This Key West institution has been around for over 40 years, so if you want to do some diving while you are here,they are the people you want to call. Their instructors are super knowledgeable about marine life and are tuned in to the best places to snorkel and dive around the changing coral reefs in the area, and Dive Key West was instrumental in helping Key West become a National Marine Sanctuary. As well as dive trips, they also provide rental, repair and air for divers. Rates depend on time of year and the charter you choose. Stop by their shop at 3128 N. Roosevelt Blvd, Key West, FL 33040. You can also call (305)296-3823 ~ (800)426-0707 or email info@DiveKeyWest.com