Things To Do In Key West

Paddleboard Rental for Two or Four, or Eco Paddle Tour for Two from Gnarly Harley Paddle (Up to 55% Off)

Gnarly Harley Paddle

Marathon

$80 $36

Hitch a ride to the beach for an intro lesson and two hours of paddleboarding, or follow your guide to a secluded island for snorkeling

Hop-On, Hop-Off Trolley Tour for One, Two, or Four from City View Trolley Tours (36% Off)

City View Trolley Tours

Key West

$28 $18

Riders hop on and off at nine stops along a scenic route through the streets of Key West

$160 for 90-Minute Harbor Day Sailing Tour for Up to Six from Sunset Sail Key West ($294 Value)

Sunset Sail Key West

Key West

$294 $160

Up to six passengers take to the Gulf of Mexico in a 33-foot sailboat with water, soft drinks, and cooler space for BYO drinks

Chocolate with Wine or Beer for One or Two, or Chocolate Making with Wine for Two at Lush Bar (Up to 50% Off)

Lush Bar

Key West

$55 $30

(5)

Guests pair wine or beer with gourmet chocolates while learning the history behind their rich treats, or make their own chocolate bars

$25 for Entry to Burger Wars and Unlimited Cocktails at Key West Bacchanalia Festival ($69 Value)

Key West Bacchanalia

Key West

$69 $25

Puerto Rican rum cocktails shine while local and celebrity chefs spar for the best bite during a burger war and beverage tasting bacchanalia

$440 for $800 Worth of Outdoor Supplies — Ware's The Fish Charters

Ware's The Fish Charters

Key West

$800 $440

Local businesses like this one promote thriving, distinctive communities by offering a rich array of goods and services to locals like you

Select Local Merchants

Rum, spirits, music, sun, and food: the Key West Bacchanalia celebrates summer with all five. The festival pours out tastes of Puerto Rican rum cocktails and other select drinks, which guests sip while watching celebrity chefs whip up savory cuisine in the handheld form of burgers and barbecue. A portion of the event's proceeds benefit the Darrell Gwynn Foundation, an organization supporting individuals with paralysis.

202 Duval St.
Key West,
FL
US

To call the restoration of the High Tide a labor of love would be to greatly devalue the definition of "labor." The 33-foot sloop remained on land for almost a year and a half as a team, mostly volunteers, returned the 1978-construction vessel to like-new status. Now, with Captain Seth at its open cockpit, the High Tide dips its fiberglass hull back into the waters of Key West, unfurls its sails, and embarks for the horizon. Whether on trips to admire the sunset, snorkel in the Gulf of Mexico, or test a new brand of motion sickness medication, the sailboat provides noiseless passage, save for the flap of canvas on the breeze.

202 William Street
Key West,
FL
US

It?s not an energy drink, a crimson bovine, or even a particularly misguided spelling of ?bread bowl.? Rather, the Red Bull is a 26-foot-long, cherry-red Nordic tugboat, and it provides a unique way to rub metaphorical elbows with the Florida Key's aquatic wildlife and sea birds. Clients can charter the boat for a historic tour of the harbor, and get a watery glimpse at the seaport, Mallory Square, and the Sand Key lighthouse. Or, they can commission Captain Bob and his crew to chauffeur them on dolphin-spotting excursions. The Red Bull is also available for fishing trips, and is equipped with a state-of-the-art fish finder.

1102 Duval St
Key West,
FL
US

On many windy, sun-drenched days in the Florida Keys, an electric catamaran flying the colors of the America Sailing & Diving Club can be seen escorting revelers across ocean waves. Formed in 1973, the club brings together boat owners as well as nonowners who can set sail on the club’s fleet of sailboats that range in size from 22 feet to 44 feet, each designed to keep the club’s carbon footprint to a minimum. The club also offers courses that teach landlubbers basic sailing techniques, such as knot-tying skills so they needn’t fear that their loose engagement ring will fall overboard.

12399 Overseas Highway
Marathon Key,
FL
US

On a given day, inside the three-by-three grid of seats at Coasters, riders might find themselves in any number of environs. Some adventures lead down, into the scantly lit twists of a glittering jewel mine, and others jet through shark-infested waters. Passengers of the 3-D simulated coaster may even ride through space, exploring neighboring galaxies at impossible speeds. And when the suns of those distant galaxies set, patrons can marvel at Coasters were-like transformation, watching it morph into a bumping nightclub that draws dancers to the floor with energetic beats.

218 Whitehead Street
Key West,
FL
US

Captain Alfons of ParaWest Parasailing knows the sky over Cayo Hueso almost as well as he knows its waters. For more than 10 years the Coast Guard?licensed captain has sent passengers into the crystal blue above the horizon, and dipped them into the crystal blue below. Although single and tandem rides begin and end on the dryness of the vessel, the captain and his CPR-trained crew dip riders into the water upon request. They also equip their participants with safety tips before takeoff, including such sage wisdom as "don't fly with scissors."

700 Front St
Key West,
FL
US