Florida Keys Island Hopping | Out Of Office | Tailor-made luxury holidays inclusive of all
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Florida Keys Island Hopping

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The Florida Keys are some of the most beautiful tropical islands in the US stretching across miles off the coast of Miami. Each island has it's own feel and stories to tell and there is something to please everyone wherever you go. Whether you're a sun worshipper, adventure seeker or cultural buff you'll feel perfectly at home driving through these islands. Check out the stunning array of beaches, diverse wildlife and the historical sites that put these islands at the top of many people's bucket lists!

time difference


5-8 hours behind the UK

flight time


7-11 hours direct from UK

Days 1 and 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. Not a fan of driving? We can organise private transfers for you between each location throughout your holiday instead! 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.

Suggested Hotels:
Boutique: Sense Beach House 4*
Classic: The Raleigh 4*
Luxury: SLS South Beach 5*

miami beachmiami beachmiami beach
Days 3 and 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 enjoying water sports. Take a tour of the Everglades and discover one of the most unique eco-systems in the world via a speedboat tour and see if you can spot alligators amongst the lush vegetation. Hire some snorkelling 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.

Suggested Hotels:
Classic: Marriott Key Largo Bay Resort 4*
Luxury: Playa Largo Resort and Spa 5*

key largo beachplaya largo resort and spa
Days 5 and 6 - Islamorada

In the morning, set off down to Islamorada. Islamorada encompasses 6 of the Florida Keys and is known for being a place of natural beauty with it’s stunning array of coral reefs, 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 Inidan 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 down time.

Suggested Hotels:
Boutique: Casa Morada 4*
Classic: Cheeca Lodge and Spa 5*
Luxury: Amara Cay Resort 4*

casa morada
Days 7 and 8 - Marathon

In the morning, set off down to Marathon key - a city comprising of 13 islands known for it’s sandy beaches, coves, lagoons and wildlife. Take a visit to the Turtle hospital - a non-profit organisation 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.

Suggested Hotels:
Classic: Courtyard by Marriott Marathon 4*
Luxury: Tranquility Bay Beach House Resort 4*

tranquility bay beach housetranquility bay beach house
Days 9, 10 and 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.

Suggested Hotels:
Boutique: Southernmost House 4*
Classic: Ocean Key Resort and Spa 4*
Luxury: Casa Marina A Waldorf Astoria Resort 5*

southernmost house
Day 12 - Departure

Today you'll drop your car hire off at the airport or be picked up by a private driver and catch your departing flight home.

Travel Info

It's important to be up-to-date with the latest travel advice to USA and the laws in every destination.

LGBT RIGHTS IN USA The UK's Foreign and Commonwealth office provides information to LGBT travellers through its 'Travel Aware' campaign.

Data provided in partnership with
Out Of Office in partnership with Equaldex LGBT travel laws

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