Kayak Rental Information

Please feel free to contact any of the following kayak rental companies to arrange rentals. Prices may vary from what is listed below. Updated for 2022!

SUNBig Pine Kayak Adventures
Contact: Bill Keogh
Tel: 305-872-9860
Call or text for information or to reserve. Pick up in Big Pine Key or delivered to Smathers Beach.

Kayaks available:

  • Single, sit-on-top Pescador 120 (12’5″): $75, pick up in Big Pine Key (Friday through Sunday)
  •  Single, sit-on-top Pescador 120 (12’5″): $100, includes delivery to Smathers Beach with your name on it (all day rental)


Sunset Watersports
Contact: 305-296-2554Hobie 11' singles & 12' tandem sit-on-tops http://www.sunsetwatersportskeywest.com/key-west-smathers-beach.html
Call to reserve your kayak; credit card required to hold. Go to the shed right on the beach at the Swim Start. Opens at 8:00 a.m. on race day. Kayak must be returned to the location where you picked it up (not left lying on the beach wherever your kayaker happened to leave it.)

Kayaks available:

  • 12’ single (one-person) or tandem (two-person) sit-on-top, located on Smathers Beach at the swim start: $125


Florida Bay Outfitters
Contact: Robert Stoky
Tel: 305-451-3018
email: info@floridabayoutfitters.com
Call to reserve a kayak. Credit card required to reserve. There is also an option to pick up your kayak earlier if you are driving thru Key Largo. Help to car-top any of these boats is available. This would be for those that may want to do a practice swim the day before.

hobie-mirageKayaks Available:

  • Variety of single and tandem kayaks available, no rudder, including delivery: $100
  • Hobie Mirage sit-on-top w/rudder and pedal drive, including delivery: $130


Please note that we do not endorse any of these companies. Each company has a limited number of kayaks available. Please reserve your kayak as soon as possible. Make sure you tell them you are renting for the Annual Swim Around Key West on July 2, 2022, and confirm that your kayak will be at Smathers Beach by 8:15 a.m. OR confirm a pick-up time! All kayaks include a paddle(s) and regulation PFD(s). Prices do not include tax.

Please contact Katie Leigh with questions about kayak rentals.