Cheeca Watersports in Islamorada

Plan a Perfect Day on the Water

Cheeca Lodge boasts a full­-service watersports facility right on property. Let the professional staff at Cheeca Watersports help you plan a perfect day on the water. Group tours, private excursions, fishing trips, equipment rentals, and lessons are offered daily. You’ll find Cheeca Watersports conveniently located in the Tiki hut near the pier, right outside our luxurious family pool. We would love to get you and your family on the water! 

Contact us at (305) 517-4451 or by email at for more information and to make advance reservations.

Snorkel Trip

Did you know the Florida Keys is home to the second largest living coral reef in the world? Discover the magic of this unique underwater environment on a guided two-hour tour. Teeming with life you, will delight in seeing colorful tropical fish as well as grouper, snapper, live coral, and maybe even a lobster peeking out from under the coral. Snorkel gear, wetsuits, and nonalcoholic drinks are included.

Trips depart daily. $50 for adults / $45 for kids 12 and under.  

Private Tours

Snorkel, tour, picnic, swim at the sandbar, learn about the environment, or even see the sunset on this specialty two-hour charter catered to your exact interests by our team of experts. See the Florida Keys like the locals do.  

Trips depart daily. $350 for up to six people.  Each additional hour is $100. 

Hobie Cat Sailing

Harness the wind on a Hobie Wave. This sailing catamaran is the perfect way to explore the shallow nearshore waters of the Atlantic Ocean. Rentals and lessons are available.

$55 per hour. One-hour lesson is $50. 


Get a bird’s-eye view of the Florida Keys as you soar above it all.  Our parasailing trips will take you high above the coral reef offering a chance to see marine life, as well as the best view of the island chain and Florida Bay. 

Trips depart on the hour.  $55 per person. 

Our Parasailing trips can be reserved in advance by phone: (305) 363-8089 or by clicking the link below. 

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Sunset Cruise

Enjoy the perfect end to your day in paradise on this one-and-a-half-hour narrated cruise to watch the sunset... and maybe even catch a glimpse of the green flash.  Our sunset cruise takes you through one of the Key's most prestigious neighborhoods and into the Florida Bay to see the sun as it sets on the water.

Beer, wine, and non­-alcoholic beverages included.  $55 for adults and $45 for kids.  

Family Fun Fishing Charter or Combination Charter 

Create special moments you and your loved ones will cherish forever.  Get the little ones out on the water in a private and serene setting to try fishing, snorkeling, or just take in the sights of the American Caribbean.  This special trip can be customized to fit your needs. 

$400 for up to four people.  $50 per person each additional, up to six passengers total.  Each additional hour is $100. 

Contact us at (305) 517-4451 or by email at for more information and to make advance reservations.

Note: trip schedule, pricing, and availability are subject to change without notice. Trip minimums may apply. All trips (except fishing charters) subject to 7.5% sales tax. 

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