Luxury Florida Keys Island Hopping vacations

Florida Keys Island Hopping

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At a glance

? Don't forget that all of our itineraries are totally customized and so this is just an idea of what we can build for you.

Escape to the enchanting allure of the Florida Keys, a mesmerizing archipelago boasting some of the most captivating tropical islands in the USA. Situated just off the coast of Miami, these islands beckon travelers with their unique charm and rich history.

Each island in the Florida Keys boasts its own distinct ambiance and array of experiences. Whether you’re a devoted sun worshipper, an intrepid adventurer, or a passionate cultural enthusiast, you’ll find yourself perfectly at home as you traverse these picturesque landscapes.

Begin your adventure in Key Largo, a gateway to pristine coral reefs and thrilling water sports. Continue to Islamorada, where fascinating history meets natural beauty. Then, venture to Marathon Key, home to sandy beaches and the renowned Turtle Hospital. Finally, explore the vibrant streets of Key West, a fantastic destination particularly for LGBTQ+ travelers.

Immerse yourself in the vibrant tapestry of wildlife that thrives amidst the natural splendor of the Florida Keys. From colorful coral reefs teeming with marine life to graceful dolphins frolicking in azure waters, each encounter promises to create lifelong memories.

Whether you’re embarking on a romantic getaway, a family vacation, or a solo expedition, the Florida Keys offer an unparalleled blend of natural beauty, cultural heritage, and boundless adventure. So pack your bags, hit the open road, and let the enchanting allure of the Florida Keys whisk you away on an unforgettable journey of exploration and discovery.

In detail

? Don't forget that most of our itineraries can be totally customized. Our expert team will be able to talk you through all the options.

Day 1-2 Miami

On your arrival day you’ll fly into Miami International Airport where you’ll pick up your car hire and drive to your first hotel.

Take some time to relax after your flight in your luxury hotel or go downtown and discover some of Miami’s famous nightlife. Spend your next day at the beach soaking in the sun, stroll around the many hip boutiques in the South Beach area, or go on a sightseeing tour to see some of the most famous sights in Miami such as Little Havana or the Art Deco district.

Day 1-2 Miami

Day 3-4 Key Largo

Set off in the morning for a leisurely drive down to Key Largo, the most northern point of the Florida Keys. This island is known for being the place to explore the marine wildlife and enjoy water sports.

Take a tour of the Everglades and discover one of the most unique ecosystems in the world via a speedboat tour and see if you can spot alligators amongst the lush vegetation. Hire some snorkeling equipment and discover the creatures that inhabit the blue seas, or take a scenic boat tour at sunset. There’s plenty to do in Key Largo.

Day 3-4 Key Largo

Day 5-6 Islamorada

In the morning, set off down to Islamorada. Islamorada encompasses six of the Florida Keys and is known for being a place of natural beauty with its stunning array of coral reefs. It’s a great place to spot marine wildlife such as dolphins and for being a place to learn about the history of the area.

Take a day trip to the Indian Key Historic State Park where you’ll find the ruins of the 19th-century town which was once the heart of the wrecking industry. Go out to sea on a dolphin spotting excursion and get up close with some of the most intelligent mammals in the sea. Alternatively, chill out and relax at spots such as Islamorada Library Beach or Anne’s Beach for some downtime.

Day 5-6 Islamorada

Day 7-8 Marathon

In the morning, set off down to Marathon Key – a city comprising of 13 islands known for its sandy beaches, coves, lagoons and wildlife. Take a visit to the Turtle Hospital – a non-profit organization dedicated to rehabilitating endangered sea turtles. See everything from baby turtles to fully grown adults and even get the chance to pet them.

Step back in time and visit Pigeon Key island and discover the homeplace of the workers who built the seven-mile-long bridge that connects the keys to mainland Florida. Or, if you’d prefer to relax, take a visit to Bahia Honda at nearby Big Pine Key for one of the best beaches in the Florida Keys.

Day 7-8 Marathon

Day 9-11 Key West

Set off for Key West, the most famous and friendly of all of the Florida Keys. Key West is definitely the most edgy, luxurious and vibrant of all of the Florida Keys and is home to great museums, beautiful beaches and plenty of amazing bars and restaurants to explore.

If you’re seeking culture take a visit to Hemingway House, the former home of Ernest Hemingway, or the Museum of Art and History where you can spy local art and learn about the history of this area. For a spot of adventure try parasailing over the emerald blue seas or, for something more chilled, try a catamaran champagne cruise at sunset. It is also worth noting the prominent LGBT community in Key West and the many different nightlife offerings there are for the community.

Day 9-11 Key West
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