The Florida Keys

The Florida Keys sits along the third largest barrier reef in the world providing miles of pristine protected coral reefs teeming with colorful tropical fish. Dozens of uninhabited keys fringed by white sand beaches are ranked some of the best places in the U.S. for star gazing. Key West is only a three-hour drive from Miami on the Overseas Highway, rated one of the top scenic drives in America, or a direct flight via several major US airlines. Come explore one of the best kept secrets in America and sail the Florida Keys.

Dive into our unique itinerary destinations by exploring our interactive Florida Keys map.

Explore the map


Key West

Welcome to the Southernmost City. Immerse yourself in the culture of the Florida Keys by setting off from Key West into beautiful tropical sailing grounds. Within a short sail from the marina lies several protected reef sanctuaries perfect for a day of snorkeling followed by dolphin watching and those famous southernmost island sunsets.

Things to do: marinas, food, fuel, provision, paddleboard, kayak

Stock Island

Our Key West base provides a unique starting point to set off into beautiful tropical sailing grounds with no passport required. Our vessels are located at resort marinas with access to resort amenities such as the pools, shopping, dining, and resort shuttles to downtown Key West. After you have enjoyed a relaxing start to your vacation you can easily set off on your easterly or westerly Florida Keys itinerary.

Things to do: marina, food, fuel, provision, paddleboard, kayak

Marquesas & Boca Grande

Spend a day anchored at the beaches of Boca Grande then head to the wild & isolated Marquesas which offers three beaches to swim & explore, and a night anchored under the stars in utter solitude.

Things to do: overnight anchorage, beach, paddleboard, kayak, stargazing

Dry Tortugas National Park

70 miles from Key West lies the Dry Tortugas National Park and magnificent Fort Jefferson. Expect the unexpected when you anchor up next to the largest brick masonry structure in the Western hemisphere set on an island in the middle of the Straits of Florida. The archipelago’s coral reefs are the least disturbed & healthiest in the US and the park is teaming with life. Get up close and personal with abundant sea life, playful dolphins, curious sea turtles and dozens of species of birds. The park is accessed only by one daily ferry, sea plane service or private vessel. The jewel in the crown is Loggerhead Key, the largest key in this isolated island group, accessible only by private vessels.

Things to do: snorkel, beach, paddleboard, kayaks, birding, stargazing, camping, historic tour

The Lower Keys

The Florida Keys sit along the third largest barrier reef in the world with miles of pristine protected coral reefs teaming with colorful tropical fish. One of our favorite snorkel sites in the Lower Florida Keys is Looe Key National Marine Sanctuary. Anchor in the Newfound Harbor for the evening or take a slip at Little Palm Island for a luxury experience.

Things to do: luxury marina, overnight anchorage, food, kayak

Bahia Honda

Known for iconic Florida scenery, the historic Flagler Trestle Train Bridge, palm-line beaches, clear waters and fun snorkeling make this a favorite destination for visitors to the Florida Keys. Beaches are rare in the Florida Keys, owing to the reef, but the sands at the 300-acree Bahia Honda State Park are some of the best.

Things to do: snorkel, kayak, beach, concessions


Take your time sailing past the iconic seven-mile bridge and make a stop at Sombrero Key for snorkeling at the historic lighthouse. Then set sail for the first -class Hawks Cay Resort at Duck Key for fine dining and a night at the marina.

Things to do: marina, snorkel, food, fuel, provision, ice, land activities


In the heart of the keys you will find this “village of islands.” Anchor off Indian Key, a Historic State Park open to the public and rich with history and nature activities. This island is only accessible by boat. Enjoy beautiful snorkeling at Hens & Chickens Reef or Alligator Reef Lighthouse.

Things to do: overnight anchorage, snorkeling, swimming, paddleboard, kayaking, hiking

Key Largo

Key Largo is the gateway to the Keys and home to the first underwater state park in the United States. John Pennicamp State Park, which encompasses 70 nautical square miles of protected reef. Whether you are heading to Key West from Miami or this is the last stop of your itinerary before heading back to Key West it is the perfect stop to take a slip for the night. Enjoy a nice land-based meal and activities before continuing on your Florida Keys journey.

Things to do: marina, snorkeling, land activities