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A family group of three generations standing in the shallow water of the Islamorada sandbar

Islamorada Watersports & Boat Tours

Your day on the water starts in Islamorada

Boat trips for sandbar escapes, snorkeling, and sunset cruises, plus guided jet ski and catboat adventures in the Florida Keys.

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Instant confirmation onlineBook direct with the crew who runs your trip
USCG licensed captains and crewOn the Isle Legacy and the tiki boat
Three Waters Resort & MarinaMile Marker 84, Islamorada
The Isle Legacy power catamaran on open waterThe shaded deck and bar aboard the Isle Legacy

The Isle Legacy

Boat trips aboard our 55' power catamaran

Departing from Three Waters Resort & Marina, the closest marina to the Islamorada sandbar, Isle Legacy offers a brief scenic ride before anchoring in clear, shallow turquoise waters. The short transit maximizes your sandbar experience so you can swim, float, relax, and socialize longer.

  • Comfortable shaded seating and open sun areas
  • Onboard restroom for guest convenience
  • Easy water access for swimming, snorkeling, and sandbar visits
  • Operated by USCG-licensed captain and professional crew

Your captain drives

Three trips on the Isle Legacy

Jet ski and catboat

Guided tours you drive

You drive, our guide leads the way. Choose the excitement of a jet ski or explore Islamorada aboard our exclusive premium HyperGlider catboats, offering a unique combination of performance, comfort, and stability.

A couple smiling in their catboat, mangroves behindPriced per boat, up to 2

Catboat Tour

2 hours

Take the wheel of your own premium two-person HyperGlider catboat. Enjoy an exciting, stable ride with side-by-side seating as you follow our guide through the waters of Islamorada. 16+ to drive.

From $299 per boat

Private charters

The boat to yourselves

Have more than 6 people in your group? U.S. Coast Guard requirements limit most Florida Keys commercial vessels to only 6 passengers, but not us!

Life on the water

The Keys in turquoise

The Isle Legacy on turquoise water, from above
Riders follow their guide on jet skis across open water
A couple waving from their catboat
Tropic Like It's Hot at the sandbar, from above
A group on floats at the sandbar
Catboats in a line through a mangrove tunnel
Two jet skis at Alligator Reef Lighthouse
A group on floats beside the tiki boat

Where to check in

Two check in points, one marina

Both are at Three Waters Resort & Marina in Islamorada. Which one is yours depends on your trip.

The front of the Spray Watersports officeA

Jet ski, catboat and tiki boat

The Spray Watersports office

Three Waters Resort & Marina, 84457 Overseas Highway. The office is in The Cove, building 7.

Arrive at least 30 minutes early for jet ski and catboat tours, 15 minutes early for the tiki boat

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The Isle Legacy at its slip in The Marina at Three Waters ResortB

All Isle Legacy trips and charters

At the Isle Legacy

The Marina at Three Waters Resort, 84001 Overseas Highway. Meet us at the boat, not at the Spray office.

Arrive 15 minutes early; the boat leaves on time

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Why Spray

Why choose Spray Watersports?

Your safety, comfort, and enjoyment are always our top priorities.

Friends on SunChill floats at the Islamorada sandbar, the Isle Legacy behind them

Discover Islamorada from the Water

Experience the Florida Keys the way they were meant to be seen, by boat. Spray Watersports offers a curated collection of on-water experiences including guided jet ski and catboat tours, snorkeling excursions to nearby coral reefs, relaxed sandbar cruises, sunset trips, and private charters.

The crew checking the jet ski fleet at the dock

Professional Crew & Personalized Service

Our captains and guides are experienced local professionals who know these waters intimately. Every trip is tailored to the day’s conditions to ensure the best possible experience, whether that means navigating quiet mangrove channels, snorkeling a nearby reef, or anchoring at a pristine sandbar.

The catboat fleet at the sandbar, from above

A Fleet Built for Comfort and Style

Spray Watersports operates one of the most diverse and well-maintained fleets in Islamorada. We’re the only rental operator in South Florida and the Florida Keys offering premium HyperGlider catboats by ProGlider Boats. Featuring an extra-wide catamaran design, shock-absorbing seating, and superior stability, our catboats deliver an entirely different experience from traditional rental catboats. Our fleet also includes Yamaha WaveRunners, our tropical tiki boat, and Isle Legacy, our spacious 55-foot power catamaran for snorkeling, sandbar trips, sunset cruises, and private charters.

What our guests say

5.0 from 1284 Google and Tripadvisor reviews

Questions before you book

The questions guests ask most before they book

All trips depart from Three Waters Resort & Marina in Islamorada, from one of two check in points:

  • Jet ski tours, catboat tours and the tiki boat: check in at the Spray Watersports office, 84457 Overseas Highway, at least 30 minutes early (15 minutes for the tiki boat).
  • Isle Legacy trips and charters: meet us at the boat in The Marina at Three Waters Resort, 84001 Overseas Highway, not at the Spray office. Arrive 15 minutes early.

Plan your visit

No prior boating or jet ski experience is required for most of our tours. Our guides and captains provide instructions before departure.

Florida law requires all persons born on or after January 1, 1988 to hold a valid boater’s safety license to operate a boat or jet ski. Temporary boater’s safety license tests are not available on site, but can be easily obtained by taking a brief 25 question multiple choice test (typically 10 to 15 minutes) here: Florida Temporary Boater’s Safety License. The test costs $14, allows for free unlimited pass attempts, and is valid for 90 days. Boater’s safety licenses from other states are considered valid in FL if marked “NASBLA approved”, not expired, and in the driver’s physical possession at our office.

If born on or after January 1, 1988, please complete the online course prior to your scheduled check in time and bring proof (either printed, or on your phone) for verification. Passengers do not need boater’s licenses or IDs.

All ages are welcome on the Isle Legacy trips and the private charters; children 3 to 12 have their own price on the Isle Legacy trips. On the jet ski tour, riders must be at least 6; on the catboat tour, passengers must be at least 5. Children must fit securely into the provided child life vest and ride behind the driver.

The Sandbar Experience needs no swimming: the water is typically shallow enough to stand comfortably.

Safety is our priority. If conditions are unsafe, trips may be rescheduled or refunded.

Reservations are highly recommended, especially during weekends, holidays, and peak travel seasons.

The Isle Legacy anchored in turquoise water at the reef
The Isle Legacy anchored in turquoise water at the reef

Book your day on the water.

Book direct with the local crew who runs your trip. Questions first? Call us at (305) 664-0075.