Yacht Charter Itinerary The Florida Keys Key Largo to Key West

Written by Missy Johnston

Big brown pelicans in port of Islamorada, Florida Keys. Waiting for fish at Robbie's Marina

Pelicans on the Docks

Arrive at Miami International Airport and after a drive, meet your charter yacht at the Ocean Reef Club, or another marina on Key Largo to start your yacht charter itinerary of the Florida Keys. Settle in and have lunch created by your onboard yacht charter Chef while cruising south to the ‘The Conch Republic.’

Marathon Key Florida Keys

Sunset over Marathon Cay

Charter yachts can cruise down the Keys either on the Atlantic side, or through the more protected Florida Bay. Bayside cruising offers great bird-watching, including glimpses of the spectacular roseate spoonbills and frigate birds, both of which nest in extensive mangrove rookeries. On the way to your first stop at Faro Blanco Resort in Marathon Key, enjoy a late-morning snorkel expedition on Molasses Reef at the south end of Key Largo from your charter yacht tender, where sea turtles, spotted leopard rays and exquisite porkfish and blue parrotfish are commonly seen.

Bonefish Florida Keys


At Faro Blanco, the halfway point in the Keys, take a day to enjoy some of the best water sports and water fun activities in the U.S. Dive or snorkel nearby Sombrero Reef or Looe Key. Spend the afternoon enjoying all of the charter yacht water toys which your charter yacht crew will have out for fun in the sun. Depending on the season, fish for world-record-size gamefish, including tarpon (spring and fall), bonefish and Dorado (all year long), and sailfish (winter).

TIny Key Deer Florida Keys

TIny Key Deer

After a tropical breakfast, spend a few hours cruising to Little Palm Island, a tiny resort accessible only by yacht, and most easily by charter yacht. At night, go ashore and watch for the rare, tiny key deer that swim to the island to graze.

Shops on Duval Street Key West

Key West Duval Street

Cruise to Key West, the end of the road on the U.S. East Coast and a great destination. Spend the day wandering this “one of a kind” town. Street theater rivals the best professional entertainment, especially at sunset at Mallory Square. Key West offers some of the finest art galleries, great boutique shops, fabulous restaurants, and extraordinary nightlife, especially on Duval Street, made famous by the Jimmy Buffet song. Dine ashore at one of many fine restaurants or enjoy dinner on board prepared by your private yacht charter Chef. After, it is time for night time fun wandering Duval Street and visiting the different bars and shops, or just sit back in a quiet spot and watch life go by.

Watching the Sun Set at Mallory Square

Watching the Sun Set at Mallory Square

Spend more time sight seeing. Visit The Hemingway and Audubon houses. Later, relax on the beach or take a swim or you may want to charter a float plane for a day trip to Fort Jefferson in the Dry Tortugas. This 19th century fort guards the entry to the Gulf of Mexico.

After disembarking your charter yacht, depart from Key West Airport.