$79 for a Jet-Ski Tour and Two-Hour Kayak or Standup-Paddleboard Rental from Barefoot Billy's (Up to $179.75 Value)

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In a Nutshell

Yamaha WaveRunners propel guests on a 28-mile trek along the Florida Keys; kayaks or standup paddleboards grant leisurely exploration

The Fine Print

Expires 120 days after purchase. Limit 2 per person, may buy multiple as gifts. Limit 1 per visit. Valid only for option purchased. Limit 1 per visit. Reservation required. Subject to weather conditions. Must sign waiver. Merchant is solely responsible to purchasers for the care and quality of the advertised goods and services.

Americans have always been trailblazers, from laying the track on the first intercontinental railroad to hacking through the petrified forest of national flags on the moon. Conquer the final frontier, the ocean, with this Groupon.

$79 for a Watersports Package (Up to $179.75 Total Value)

On each jet-ski tour, guides set guests up on Yamaha WaveRunners and then lead them on a 28-mile trek that crisscrosses Atlantic, Caribbean, and Gulf of Mexico waters. Riders may see wildlife as they traverse the Florida Keys or when resting at one of the tour's five stops, such as the Southernmost Point or Sunset Key. Tours are limited to 8–12 people, depending on the take-off location. Groups launch from Reach Resort and Casa Marina Resort at 10 a.m., noon, 2 p.m., and 4 p.m., and from the Marriott Beachside Hotel at 9 a.m., 11 a.m., 1 p.m., and 3 p.m. After the jet-ski tour, guests can further explore the waters at a more leisurely pace with either a kayak or a standup paddleboard.

Barefoot Billy's

Billy figured that with Key West's powdery beaches and paradisiacal waters, a business could grow itself if it supplied high-quality watersports rentals and guides who could unveil the beauty of the area. To that end, he began building a team and a fleet that would take guests on adventures both above and below water. Today, guides conduct jet-ski tours on Yamaha WaveRunners, as well as lead groups of kayakers and standup paddleboarders on tours that meander along the Atlantic, Caribbean, and Gulf of Mexico. They also lead underwater ventures, such as scuba diving and snorkeling to technicolor coral reefs and historic ships that have lost the will to float. Individual equipment rentals cater to guests who prefer independent explorations. It's this breadth of tours and rentals that has earned Barefoot Billy's a certificate of excellence from TripAdvisor.

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