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Skip the truck, skip the racks: have a kayak or SUP dropped at your dock in Islamorada and start paddling the Upper Keys flats within minutes. Free delivery, multi-day rental options, and simple safety rules make this a top pick for families and first-time paddlers.
Skip the truck, skip the racks: have a kayak or SUP dropped at your dock in Islamorada and start paddling the Upper Keys flats within minutes. Free delivery, multi-day rental options, and simple safety rules make this a top pick for families and first-time paddlers.
Book with Florida Keys Kayak & Ski
Verified experiences and guided adventures in the surrounding area.
Operated by Florida Keys Kayak & Ski · Islamorada, Florida
Islamorada sits at the heart of Florida’s Upper Keys, an island chain of low limestone, mangrove shoreline, and shallow seagrass flats where clear water invites paddlers. Kayak & SUP Rentals - Delivery brings lightweight touring kayaks, stable recreational boards and the safety gear you need directly to your dock or chosen beach between Tavernier Creek Marina (Mile Marker 91) and Long Key/Layton (Mile Marker 67). The setup is simple: free delivery inside the service zone, pick a morning or afternoon drop-off window, and the team calls when they’re en route.
This rental option stands out because it removes the logistical friction of island travel. Rather than fighting for limited launch space or hauling gear in a cramped car, you open a hatch and start paddling. The local waters are characterized by broad seagrass flats, narrow mangrove channels, occasional limestone outcrops, and the distant shadow of bridge spans—terrain that flatwater kayaks and SUPs are built to handle. Wildlife is a regular companion: look for snorkel-sized tarpon rolling near channels, manatees grazing in quiet coves, and sharp-eyed frigatebirds and pelicans working bait schools.
Practical policies protect both guests and fragile habitat. Lifejackets are required on vessels, children under 12 must wear them at all times, and paddling is restricted to half an hour after sunset and half an hour before sunrise. The company asks customers to pull equipment above the high water line overnight; lost, stolen, or damaged gear carries a minimum charge of $500 per item. Rates are straightforward: three-day minimum rentals through one-month options with tiered pricing for single and double kayaks and SUPs.
For visitors who want context with their outing, Indian Key is a nearby historic spot reachable by paddle from protected waters; its small island ruins and interpretive signage add a human layer to an otherwise natural day. Long Key State Park offers shoreline snorkeling and picnic spots if you plan a longer loop. The delivery model also suits multi-day island-hopping itineraries—leave gear on a remote sandbar during daylight and pick it up later, within the company’s boundaries.
If you’re staying in Islamorada and want a low-barrier way to spend a morning gliding over glassy flats, this service is a practical choice. It’s ideal for families, first-time paddlers, and anyone who values time on the water more than time loading racks and searching for parking. Book a delivery window, pack water and reef shoes, and let the Keys’ quiet edges reveal themselves one paddle stroke at a time. Guides can advise on tide windows, prevailing winds, and the best shallow passages for spotting juvenile fish; bring a snorkel and mask if you plan to explore the shallow flats, and always respect marked no-anchor zones for coral beds.
Free delivery covers the off-property boundaries from Tavernier Creek Marina, Mile Marker 91, south to Long Key/Layton, Mile Marker 67; check your booking window for exact drop zones.
Yes—lifejackets must be on vessels during use, and anyone under age 12 must wear one at all times.
No—kayaks and paddleboards should not be on the water half an hour before sunrise or half an hour after sunset to reduce risk.
There is a minimum charge of $500 per piece of lost, stolen, or unusable equipment; follow storage guidance to avoid fees.
Rentals run from a three-day minimum up to one month with tiered pricing for three-day, two-week, three-week, and monthly options.
No—basic paddling ability is recommended, but the equipment provided is stable and suited to first-time paddlers in protected waters.
Florida Keys Kayak & Ski is a water-sports outfitter based in Islamorada, Florida, offering guided kayak tours, eco excursions, private group outings, and kayak and stand-up paddleboard (SUP) rentals with delivery. The business operates a range of trips including the Sunset Tour, Mangrove Canopy Eco Tour, Kayak & SUP Rentals with free delivery within designated areas, Kayak Rentals to Indian Key State Park, and private versions of the sunset and mangrove tours for groups of 12 or more. Trips guide guests through saltwater flats, mangrove tunnels, and coastal channels where wildlife such as manatees, sharks, and other Florida Keys species may be observed. The Sunset Tour emphasizes evening light and the potential to spot the Green Flash. Kayak Rentals provide access to snorkeling and historic wreckage near Indian Key State Park. Private tours use double kayaks and are organized for larger groups seeking a focused experience. The Private Mangrove Canopy Eco Tour is described as a lively two-hour adventure suitable for close encounters with local flora and fauna. Kayak and SUP rentals include flexible pick-up options and free delivery within designated service areas. As a local Islamorada outfitter, Florida Keys Kayak & Ski focuses on on-water experiences that combine nature viewing, snorkeling access, and adaptable rental logistics. Schedules, pricing, and reservation details are available through the business's published materials and booking channels. Guests should confirm specific logistics before arrival for each trip.
Book with Florida Keys Kayak & Ski