Key West Water Sports Activities

We are the only Kayak business on Stock Island's Gulf side that offers direct access to the Gulf, allowing patrons to witness a stunning sunset without...Read more

Party like a local by visiting one of the Florida Keys' Back Country sand bars. Your knowledgeable captain will choose the optimal location based on conditions, leading you to breathtaking turquoise waters and vivid blue skies. You may be lucky enough to spot rays, turtles, fish, or even dolphins while there! Don't forget your swimsuit,...Read more

Escape to the stunning shallows of Key West on an Adults-Only Champagne Celebration Sunset Cruise, where you can savor Moët & Chandon champagne while admiring the sunset. The tour cost includes house champagne Chandon Brut, 7 varieties of red and white still wines, 3 types of ice-cold beers and a gluten-free Gourmet Cheese Buffet featuring 4...Read more

Don't miss out on one of the best activities Key West has to offer—a half-day sailing tour that takes you through the waters of the Florida Keys. During your cruise, you'll have a chance to kayak in a mangrove eco-system and spot various birds, followed by snorkeling in the crystalline sea. Snacks, beer, wine, and use of...Read more

No Dive Certification...Read more

Alongside your veteran guide, you will leisurely paddle and discover the still, serene, azure-hued waters of the back country of Key West. You will cruise through the meandering mangrove waterways and traverse inches-deep depths, enabling you to easily observe and learn about the Keys' geography and its inhabitants from the coziness of your...Read more

Imagine the ideal Key West sunset as you lounge on the deck of a romantic two-masted schooner. Feel the wind against your hair as the boat sails off into the sunset near America's Southernmost Point. As you admire the view, your captain will show you Mallory Square's Sunset Celebration and Navy Mole, where enormous ships dock.

Treat...Read more

Take to the skies and experience a world of beauty, as you drift over the azure waters of Key West. Our 12-passenger parasailing boats provide an unparalleled view of this Caribbean island paradise, giving you the chance to marvel at its stunning vistas from on high. As your boat drifts along, keep an eye out for dolphins frolicking in the...Read more

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Jet Ski tour around the island with no hidden charges - everything is included, plus FREE 2nd Rider and FREE Shuttle Pickup.

Be sure to check in one hour before your tour start time with a valid photo ID and credit card.

If you were born on or after January 1st,...Read more

Observe bottlenose dolphins as they frolic in their natural environment on a Key West dolphin excursion. Afterwards, take a voyage to the backcountry for some exhilarating snorkeling. Hunt for marine creatures and underwater plants like coral formations and more.

We're locals, so our captains are familiar with the waters around Key...Read more

Encompassed by the glistening azure waves of the Gulf of Mexico, beautiful Key West offers kayaking and dolphin watching as an amazing way to enjoy a day in the sun. With Island T’ing, you'll hop on board a large catamaran and set off from the hustle and bustle of Key West. Paddle through serene mangrove islands located within the Key West...Read more

. Soar above the waters of Smathers Beach in Key West, Florida from the safety of a state-of-the-art parasail boat. All crew members are licensed and insured for your...Read more

Spend a gorgeous Florida day in the transparent, azure waters aboard a snorkeling and dolphin-viewing sailing tour. Cruise on a large catamaran that accommodates up to half its passenger capacity for an enjoyable voyage to observe wild dolphins hunting and frolicking with their infants, and snorkel shallow water coral reefs, wreckage sites or...Read more

Admire the exquisitely painted sky during this luxurious sunset cruise in Key West. Make remarkable memories as you embark on one of Sebago's modern sailing catamarans, sipping sparkling wine or your favorite cocktail and indulging in shrimp cocktail on your voyage to the ideal spot for sundown gazing. You'll be mesmerized by twilight views...Read more

Witness the renowned sunset over Key West from a 1.5-hour catamaran sail. While you bask in the dusk vistas of the ocean as the sun sets, sip some complimentary wine, champagne, beer, sangria or margaritas on board the vessel. As you cruise across the water, appreciate sights of the island with a chilled beverage in hand — an ideal way to...Read more

This Key West experience allows you to relish all the island has to give. Hop aboard a stylish catamaran over the tranquil waters of the Gulf of Mexico and pick from a variety of aquatic activities, including kayaking through backcountry mangroves, snorkeling in sheer waters, parasailing along the renowned Key West waterfront, and...Read more