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The ultimate Florida & The Keys cruising guide


Are you looking to make an escape but worried about travelling too far? Looking for a winter escape to some sunshine and white sand beaches you can enjoy all to yourself? Why not consider a yacht charter spent taking in Florida and the Florida Keys? How does cruising onboard a pristine yacht with minimal time between destinations and a private crew to tend to your every need sound? Check out our ultimate Florida cruising guide below and do get in touch if you’d like to start planning your own escape!


Kick-off this incredible tour in Miami. Take in the multitude of beaches and melting pot of restaurants on your doorstep. You’ll join your captain and crew at lunchtime – cold drinks and fresh seafood are ready and waiting to be devoured as you start your cruise to your next destination.

Shot of Miami beach looking back toward the hotels and turquoise waters


Today you’ll be anchored in Biscayne Bay, just off the coast of South Beach. From here spend the morning playing in the ocean, tearing around on jetskis or sipping cold champagne on the bow looking over Miami. Tonight take advantage of another night in bustling Miami before heading to more mellow destinations.


You’ll start to cruise down to the Keys today. Enjoy a strong cup of coffee after last night’s festivities as you watch the water glitter below and the city skyscrapers begin to fall away.

sunset over the water in Florida with silhouette of sailboat in the distance


Key Largo is your first stop in the Keys. It’s time to get those feet wet, jump in and spend time diving in this self-proclaimed Dive Capital of the World. Not sure it’s deserving of that title? Grab your mask and see for yourself! If you’d like to stretch your legs, head into the John Pennekamp Coral Reef State Park for America’s first underwater park. You won’t want to miss the sunsets out here so the tender is ready to take you back to your yacht where cocktails and appetizers are waiting on the foredeck.


Key West – the most famous of the Keys and for good reason! You’re on the southernmost point of the continental US, with Cuba only 90 miles offshore. Enjoy fishing, diving, snorkelling or swimming before heading into town to spend some time wandering the streets filled with French Colonial architecture, street vendors and that warm Keys hospitality!


It’s time to return to that island lifestyle when you head over to Marqueses Keys, which lies further south than Key West and features a group of uninhabited islands surrounded by mangroves. Today is a good idea to take the stand up paddleboard or kayak out to take in your surroundings. Yet another experience only available by yacht.

Palm trees, ocean and blue sky on a tropical beach in Florida keys near famous tourist destination Key West


Starting your return trip back to Miami, you’ll have the night in one of the smaller Keys, Little Torch Key. Spend one final full day playing in the ocean, relaxing on one of your sun loungers, your ice-cold drink of choice never remaining empty for long before one of your crew tops you up.


Enjoy breakfast alfresco as you cruise back into Miami, ready to head home…until next time!

Ready to book your escape? Contact us today to start planning!

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