The Top 5 Boating Destinations in the Florida Keys

Just south of Miami, life begins on the water and kicks off with a Florida Keys boat rental. Here, locals reference location by Mile Marker, and visitors quickly learn the lingo.

More than four million visitors travel here each year, but there are no conferences or theme parks in the Florida Keys. Visitors from every corner of the globe gather here for one reason only: to get out on the water on Florida Keys boat rental.

Stretching nearly 200 miles from Biscayne National Park in the north to the Dry Tortugas and encompassing hundreds of islands, the Florida Keys is home to America’s only living coral reefs, as well as crystal clear waters and thick mangrove forests. This is truly a boater’s paradise and a Florida Keys boat rental is the perfect way to experience it.  

The Lay of the Land

Each with its own distinct personality, the Florida Keys provide ample opportunity for fishing, diving, or just cruising along pristine waterways. The Keys are linked by 42 bridges scattered over 126 miles of highway. Fishermen, divers, and rebels of all kinds—including historical giants like Ernest Hemingway, Truman Capote, and Jimmy Buffett—find a welcoming home in the Florida Keys.

While scuba divers favor Key Largo’s reefs and shipwrecks, deep-sea fishermen flock to Islamorada, heralded as the sport fishing capital of the world. Of course, the southernmost city of Key West is known as the crowning jewel of the island chain. The Keys themselves are broken into three categories.


  • The Upper Keys (MM 108 to MM 65) expands from Key Largo to Layton and includes Islamorada (the Sports Fishing Capital of the World), Key Largo (the largest of the Keys), and Tavernier.
  • The Middle Keys (MM 64 to MM 40), dominated by Marathon Key, stretches from Fiesta Key to Knight Key. Here is where the new Seven Mile Bridge hauntingly parallels the old Seven Mile Bridge, until the old bridge ends eerily and abruptly over the water.  The Middle Keys is also home to Pigeon Key and the Henry Flagler Museum, as well as many smaller keys only accessible by boat, including Deer Key, Palm Islands, and Fanny Key.
  • The Lower Keys (MM 40 to MM 0), with the exception of Key West, are a quiet region of small islands stretching from the west end of the Seven Mile Bridge at Sunshine Key to Stock Island. The Lower Keys encompass Little Duck Key, Summerland Key, Big Torch and Little Torch Keys, Cudjoe Key, Sugarloaf Key, and Big Coppitt Key, as well as two national wildlife refuges, a marine sanctuary, and a state park.


A road trip down the chain of Florida Keys can be pretty inconvenient. With a single road connecting a series of more than 800 islands, we seriously hope you’re not thinking of driving.

Reserve your Florida Keys yacht charter and get ready to set sail! Here are our Top 5 Boating Destinations in the Florida Keys.

  1. Located just 18 miles south of Miami, Key Largo is a popular weekend getaway for Miamians who often take it in on Florida Keys boat rental. The highlight here is John Pennekamp Coral Reef State Park, which features the only living coral reef in the continental United States, as well as 70 nautical miles of stunning Atlantic Ocean. The park is known for its diverse aquatic life and underwater “Christ of the Abyss,” an 11-foot bronze statue of Christ.
  2. Only half an hour south of Key Largo is Islamorada, a small chain of islands measuring 20 miles long and dubbed the Sports Fishing Capital of the World. With its proximity to the Gulf Stream, the fishing in this area is truly out of this world.
  3. Founded by New Englanders in the early 1800s, Marathon Key is one of the most historic stops in the Florida Keys. Sail beneath the famous Seven Mile Bridge for stunning views of this engineering marvel, which connects the city of Marathon to Little Duck Key in the Lower Keys.
  4. Boaters looking for a more secluded destination won’t want to miss Bahia Honda Key. Located on the west end of the Seven Mile Bridge, Bahia Honda Key is an off-the-beaten-path destination best known for the immaculate 500-acre Bahia Honda State Park.
  5. Sunsets in Key West are beyond breathtaking from the shore but out on the water, they can’t be beat! Your private Florida Keys boat rental can get you there! It’s no wonder watching the sunset is a favorite activity for locals and visitors alike. Of course, the best way to experience a Key West sunset is on a boat. Sip on a Sunset sangria and relax as the Key West sky delights you with a dazzling display of color uniquely its own.

Reserve your Florida Keys boating adventure today!

Boatsetter has fleets of boats available to help you embark on your Florida Keys boat rental.  With a variety of boating and sailing options available, Boatsetter has you covered. Whether you’re looking for a catamaran, trimaran, schooner, or other personal watercraft, Boatsetter has everything you need to experience the Florida Keys. Reserve today, then pack your swimsuit and get ready to experience this unique boater’s paradise!

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