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 2020.

Big Pine Kayak Adventures

Contact: Bill Keogh
call or text: 305-872-4668
email: bigpinekayak@aol.com
14' Tarpon 140 sit-on-top

Call, text or email request to reserve a kayak; credit card required to hold, charged 7 days in advance. All kayaks delivered to the beach, with name on bow, paddle, jacket and whistle. Prices do not include tax. Models available:

  • Perception Tribe sit-on-top 11.5′ single, $75
  • Pescador sit-on-top 12′ single, $75
  • Wilderness Systems Pungo 120 sit-inside 12′ single, $75
  • Hobie Outback Mirage with pedal drive, 12’9″ single, $100

Florida Bay Outfitters Paddlesports Center of Key Largo
Contact: Monica Woll
call or text: 305-394-9252
email: monicamcmanus@yahoo.com

Call, text or email request to reserve a kayak; credit card required to hold, charged 48 hours in advance. 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 Quest 13' sit-on-topKayaks Available:

    • Tarpon sit-on-top 14′ or Hobie Quest sit-on-top 13’, singles, no rudder, including delivery: $70
    • Tarpon sit-on-top 16′ single w/rudder, including delivery: $80
    • Perception sit-on-top 13’ tandem, including delivery: $80
    • Hobie Mirage sit-on-top w/rudder and pedal drive, including delivery: $90 single or $115 tandem

18614529_LRGKayak Kings of Key West
Contact: 305-896-9006 (Ashley)
Email:. kayakkingsofkeywest@gmail.com
5001 5th Avenue, Stock Island, FL (just outside Key West)

Call or email to reserve a kayak, limited availability. Credit card required to hold, charged 48 hours in advance. When booking please specify if you are picking up or would like a drop off. Delivery fee $25

  • Perception ocean kayak (sit-on-top) 11.5′ single, $35 ($60 with delivery)
  • West Marine Abaco sit-on-top 13.5′ tandem, $60 ($85 with delivery)

Sunset Watersports
Hobie 11' singles & 12' tandem sit-on-topsContact: 305-296-2554
Call to reserve your kayak; credit card required to hold, pay with cash or credit when you pick up on the morning of the swim. Go to the shed right on the beach at the Swim Start. Opens at 6:30 a.m. on race day. 24-hour notice required for cancellation. 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: $100

Lazy Dog
12' sit-inside single kayaksContact: 305-295-9898
5114 Overseas Highway, Stock Island, FL (just outside Key West)
You must be able to transport your own kayak to the swim site and return it after the event. Pickup before 4 p.m. on Friday and return by 5 p.m. on Saturday OR by noon on Sunday. Call to reserve your kayak; credit card to hold, charged at the time of pickup. Kayaks available:

  • 12’ single (one-person) sit-in, cockpit-style, NO DELIVERY: $50
  • 14’ tandem (two-person) sit-in, cockpit style, NO DELIVERY: $50

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 June 26, 2021, and confirm that your kayak will be at Smathers Beach by 7:15 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.