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Kayaking, Canoeing and Paddleboarding.

The Florida Keys kayaking trip of over 100 miles that begins at John Pennekamp in Key Largo and ends in Key West, takes almost a week to complete, and besides being a one of a kind adventurous experience is also an opportunity to encounter the tropical splendor of this region.

This is one of the preferred trails for many veterans’ paddlers in South Florida, and Florida has lots of paddling trails and waterways to cruise on; salt and fresh water paddling trails, on rivers, swamps, salt marsh, mangroves, lakes and shores.

It's possible to circumnavigate South Florida and the Florida Keys through a series of water ways and channels, and while exploring these trails we come into close contact with our natural habitat and the ecological community of the region; birds, animals and plants.

These long trips are carefully planned and masterminded by the most audacious and savvy of paddlers, some long journeys as long as 5000 miles had been completed by record breaking paddlers.

One of the many Florida Keys Kayaking trails surrounded by mangrove.

Kayaking along the trails of the John Pennekamp State Park in Key Largo.

*In 2007 Margo Pellegrino paddled from Miami to Maine and later in 2009 from Miami to New Orleans using a light weight canoe.

*In 2008 Bethany and Dan Cox started a kayaking trip along the East Coast of the U.S, all the way from Maine to Key West.

 Some paddlers had completed to entire Circumnavegational Florida Saltwater Paddling Trail, and someone is always breaking the previous long distance paddling records established by other paddlers.

Recreational kayaking.

*Have you heard of the  Florida Keys kayaking love life enhancement effect?

The 1515 mile Florida trail is divided into 26 sections, each being a trail on its own and it begins at Big Lagoon State Park in Pensacola, Florida stretching around the Florida Peninsula ending at Fort Clinch State Park near the state Georgia in the northern section of Florida.

During a kayaking trip on this trail you'll paddle through the different coastal habitats of the peninsula, from the swampy areas of the Everglades, salt mashes, mangroves, inter coastal waterways, barrier islands dunes, the Florida Bay wilderness and many historical sites and points of interests.

(FPTA) Florida Paddle Trails Association has the mission of developing water trails, informing and educating paddlers and protecting our natural environment.

Florida Paddling Trails Association.

PO BOX 540444

Lake Worth, FL. 33454.


Florida Paddling Trails Association.

PO BOX 540444

Lake Worth, FL. 33454.


The short occasional kayaking, canoeing or paddle boarding trips around the nearby shores, national parks, resorts and beaches are recreational adventures that every one of us can try on just one day or a short staying at the Florida Keys.

Canoeing along the mangrove trails and water way s of the Florida Keys.

 A canoe trip.among the mangrove.

Exploring the Florida Keys  kayaking, canoeing or paddle boarding.

Kayak and paddling gear outfitters are easy to find in the Florida Keys, just left and right of US 1 or Overseas Highway. These are places where you can rent a kayak, canoe or paddle board, besides getting all the information you need for a safe and enjoyable adventure.

 In Key Largo.

*John Pennekamp State Park. 102.601 Overseas Highway, Key Largo, FL. (305) 451-6300. (Look for the big sign on Mile Marker 102.6) for the park's entrance. The kayak trail at John Pennekamp will take you through mangroves trails and seagrass beds; you'll be able to see marine life, the colorful birds and other wild life of this region. The park offers canoes and kayak rentals from 8:00 am until 3:45 pm.

*Florida Bay Outfitters. Kayak, canoe and paddleboard center.104050 Overseas Highway, Key Largo, FL. (305) 451-3018.E-Mail: One great place for a Florida Keys kayaking adventure in Key Largo, with very helpful staff, different styles of kayaks and paddleboards, rentals and eco-tours.

*Caribbean Watersports and Tours. 97000 Overseas Highway, Mile Marker 97, Key Largo, Fl. (305) 852-4707. At the Hilton Key Largo Resort on the Bay Side. It’s all about the waterspouts here, kayaking, paddle boarding, parasailing, jet skiing and boating.

*Paddle the Florida Keys. 94401 Overseas Highway, Key Largo, Fl. (305) Kayaks and paddleboards rentals at affordable daily rates.


In the islands of Islamorada.

*The Kayak Shack at Robbie's Marina. 77522 Overseas Highway, Islamorada, Mile Marker 77.5, Islamorada, Fl. (305) 664-4878. Very affordable all day kayak and paddleboard rentals, paddle to the nearby historical sites of Indian Key, Lignumvitae Key and around the mangrove trails after feeding the tarpon at Robbie's Marina. Florida Keys kayaking at its best!

*Back Country Cowboy Outfitters. 82240 Overseas Highway, Islamorada, Fl. (305) 517-4177. E-Mail: Guided backcountry and sunset kayak tours and rentals, also located closed to Indian Key and Lignumvitae Key Botanical State Park, Shell Key and Long Key.

*Islamorada Watersports Company and Seven Sports. 84001 Overseas Highway, Islamorada, Fl. (305) 853-9253 (305) 853-5483. The most exciting watersports you can imagine, kayaking, boating, jet skiing, snorkeling, kiteboarding and more in different locations in Islamorada.

*A1A Watersports & Rentals. 82749 Overseas Highway, Mile Marker 82, Islamorada, Fl. (305) 664-8182. Full days or half days kayaks, WaveRunner Yamaha jet skis, boats, bikes, rentals.


In the islands of Marathon.

*Marathon Kayak. 7849. Overseas Highway, Mile Marker 78.5, Marathon, (305)743-0561, for $45 you can get a paddle along the Seven Mile Bridge and all the way to the Bahia Honda State Park. One of the best of Florida Keys kayaking trails this one.

*The Hawks Cay Resort. 61 Hawks Cay Boulevard, Duck Key; (888) 313-5749. Rents kayaks for $20 an hr. or $40 a half-day.

 *Marathon Eco-Tours. (305) 872-0032. E-Mail :KAYAKTHEKEYS@AOL.COM or kayak or canoe adventures into some of the most interesting areas of the Florida Keys. Key deer and other wildlife tours. Tours and rentals.

*Keys Kayak, LLC. 10499 Overseas Highway, Marathon, Fl. (305) 743-8880. Offering kayaking and paddle boarding eco-tours and kayak fishing, as well as sales, rentals and instruction.


In Big Pine Key and the Lower Keys.

*Big Pine Kayak Adventures. 1791 Bogie Drive. Old Wooden Bridge Guest Cottage and Marina. Big Pine Key. (305) 872-7474. (305) 972 2241. a half-day kayak trip for one person goes for $75.

*Reflections Nature Tours. Florida Keys Kayak Eco & Nature Tours, Big Pine Key, FL(305) 872-4668. (305) 872-7474. Captain Bill Keogh. Venture into the Key Deer and the Great White Heron Wildlife Refuges on a guided adventurous tour. Kayak rentals.


In Key West.

*Lazy Dog Kayak. 5106 US 1, Key West, FL, at Hurricane Hole Marina.  (305) 295-9898. You can get a two hour guided paddle tour for $35. Kayaks and stand up paddleboards rentals, lessons and sales. Check for the Key West Paddleboard Classic race, "4 days of fun in sun “at Higgs Beach and other activities. E-Mail:

*Blue Planet Kayak Eco-Tours. 2933 Seidenberg Ave, Key West. (800) 979-3370. (305) 294-8087. Sunset kayak tours and other paddling adventures exploring the waters around mangrove islands, paddling trails, the wild life refuge and the flats of the Lower Florida Keys and Key West.

*Kayak Kings Key West. 5001 5th Ave, Stock Island, Fl. (305) 896-9006. E mail: Some of the best kayaking you can find around the many kayaking trails of Key West, they will take you beach camping, snorkeling, kayak fishing, as well as into the paddling through mangroves islands and salt ponds, or to a night paddle to Cow Key under the moonlight.

*Key West Eco-Tours. (305) 290-2047. Kayak or paddleboard through the mangroves islands and trails, snorkel in the crystal waters, study the birds and other wildlife of the region closer, or take a sunset sail.

Paddleboarding in Florida keys.

Stand Up Paddleboarding it's catching up in popularity.

Surely we experience a great feeling of freedom and well being as we paddle across the waterways, flats and mangroves trails  of South Florida!

Everything that is really great and inspiring is created by the individual who can labor in freedom.

Albert Einstein.

Florida Watersports.

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The Key West Historic Light House and other Museums and Landmarks.

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This is Canon Beach, in the  John Pennekamp State Park in Key Largo.

John Pennekamp.

Kitesurfing in Islamorada, right at the Whale Harbor Marina.


View of the Bahia Honda State Park's Beach taken from the top of the old bridge.

Bahia Honda.

Beaches in Key West.


A tourboat with tourists from the Zafary Park Center on the Everglades.

The Everglades.

Hotels in Marathon & Islamorada.

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Court Yard Marriott Hotel in Key West.

Hotels in Key West.