Florida Keys

The Florida Keys, located just south of Miami, is home to over 40 islands connected by the Overseas Highway. Cruise to the Keys for a relaxing week long vacation beneath the sun, with an umbrella drink in hand and a relaxed mindset. Or dive in unknown waters and exploring shipwrecks and coral reefs, or simply island hopping and savouring the local seafood and art galleries before enjoying a world-famous sunset. With its tropical beaches, unbelievable snorkeling and scuba diving sites, rich history, culture, and national treasures, the Florida Keys is truly the perfect place to unplug and leave the rest of the world behind.


Below is a sample 7-day yachting itinerary in Florida Keys. Enjoy.

Florida Keys

YachtLife Florida Keys Yachting Itinerary 1 - 2

Day 1

Miami

Key Largo

3-Hour Cruise

Depart Miami to Key Largo, AKA the Diving Capital of the World, and an ideal location for water sports as one can kayak through the mangroves or jet ski along the coast. Also, no trip to Key Largo is complete without a visit to Pennekamp Park, the most visited snorkel site in the Keys famous for its underwater Jesus Christ statue and surrounding reefs.

YachtLife Florida Keys Yachting Itinerary 2 - 3

Day 2

Key Largo

Marathon Key

3-Hour Cruise

Wake up to breakfast onboard, as you cruise to the heart of the Florida Keys, Marathon Key. Drop anchor to explore the turquoise waters by jet skis or by snorkel and swim with the dolphins before stepping ashore to visit Marathon City Marina, considered the prize-gem for those exploring the keys by yacht.

YachtLife Florida Keys Yachting Itinerary 3 - 4

Day 3

Marathon Key

The Lower Keys

2-Hour Cruise

Welcome to the Lower Florida Keys, an archipelago of small islands lying in crystal blue waters within the Gulf of Mexico. Anchor in Big Pine Key and take the rest of the day to swim and snorkel within the region’s unique sites and natural attractions: coral reefs, sunken ships and 150+ species of fish.

YachtLife Florida Keys Yachting Itinerary 4 - 5

Day 4

The Lower Keys

Key West

2-Hour Cruise

Take an early morning cruise to the southernmost point of the USA, Key West. Spend the morning kayaking to the mangrove islands or visit the westernmost part of the Florida Keys: Dry Tortugas National Park. Snorkel through the archipelago’s undisturbed colorful coral reefs and explore 19-th century Fort Jefferson. In the afternoon, tender ashore to explore the Ernest Hemingway house and museum, and later enjoy a romantic dinner at Latitudes, located on Sunset Key, a private island only accessible by boat.

YachtLife Florida Keys Yachting Itinerary 5 - 6

Day 5

Key West

Duck Key

3-Hour Cruise

As you begin your cruise back to Miami, drop anchor in one of the Lower Keys: Duck Key. Spend the day exploring the warm gulf waters or tender ashore to the luxury Hawks Cay resort before enjoying evening drinks and a chef prepared meal aboard your yacht.

YachtLife Florida Keys Yachting Itinerary 6 - 7

Day 6

Duck Key

Islamorada

2-Hour Cruise

Halfway back to Miami drop anchor in Islamorada, featured in the Netflix series Bloodlines. Islamorada is known for hosting the largest fishing fleet per square mile in the world. Go ashore to the famous Cheeca Lodge & Resort where George H.W. Bush used to run a fishing tournament, which also features the longest pier in all of the Florida Keys. Make sure your chef prepares the catch of the day for a rewarding dinner on your yacht.

YachtLife Florida Keys Yachting Itinerary 7 - 7

Day 7

Islamorada

Biscayne Bay

2-Hour Cruise

For a last leisurely day on the water, cruise by Stiltsville and drop anchor off Key Biscayne. Drop the water toys into the water and enjoy a fun morning alongside other yachts in Biscayne Bay. Before you finish your charter, head up the Miami River and dock at Seaspice or Kiki on the River, two of Miami's hotspots for the in-crowd, for a final lunch or dinner in true Miami style.

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3h 00min

Miami

Key Largo