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Aerial view of the Seven Mile Bridge that leads to the famous Florida Keys, stretching out into the distance across the aqua blue ocean in Florida, USA

Florida Keys Holidays

The Florida Keys is a sunshine drenched archipelago of over 100 islands offering something for all the family with a laid back island ambience, exceptional watersports and mile upon mile of glorious beaches.
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With the Overseas Highways stretching out over mile upon mile of glorious island scenery, this is perfect road trip territory. Let our expert Travel Consultants map it all out for you. Alternatively the Keys can also be explored on a full day tour from Miami. The choice is yours.
If you'd like to see how you could fit this region into a wider exploration of the state - take a look at our Florida Holidays page.
Here's a selection of our most popular holidays in the Keys.
Highway To Hemingway
Fly Drive Holiday
12 days / 11 nights

Coast above the warm waters and magical coral reefs of the Florida Keys, hopping from island to island as you relax, unwind and cruise along the spectacular Overseas Highway.
Miami City Break
City Break
5 days / 4 nights

Miami is geographically closer to Havana than it is to Washington, a dry fact that comes alive when you experience the strong Latin influences on the city, from Little Havana to South Beach. Fascinating Everglades National Park is easily accessed, making it simple to add tropical wildlife viewing to your city break.
Key West by Coach
Unmissable Experience
Approx 12 hours


Florida Keys map
A palm tree leans out of the white sandy beach towards the crystal clear ocean and bright blue skies on Sombrero Beach on the Florida Keys, USA
Duck Key/Marathon
The mid point of the Keys. Enjoy the dolphin research centre, fishing and laidback restaurants and bars as you journey towards the southern tip of the USA.
The Southernmost Point of continental USA Buoy is anchored in Key West at the edge of the pier, overlooking the blue ocean on a bright day in Florida, USA
Key West
The Southernmost point in the USA. Experience the nightly sunset celebrations at Mallory Square, with its sword swallowers and street dancers. Visit Hemingway House and party the night away on Duval Street.
A school of tropical fish swim around colourful coral that sticks out from the ocean bed, which is covered in sea grass in Islamorada, in the Florida Keys, USA
Nestled between Duck Key and Key Largo, Islamorada’s village of islands offers excellent deep sea fishing and shallow reefs, perfect for divers and snorkelers alike.
A lady snorkels above colourful coral, looking out across the crystal clear water for tropical fish in the Florida Keys, USA
Key Largo
Just 60 miles south of Miami and ideal for those who want a quick taster of what the Keys have to offer. Unwind in relaxed resorts and experience world class diving at the John Pennekamp Coral Reef State Park.
Aerial view of the Seven Mile Bridge that leads to the famous Florida Keys, stretching out into the distance across the aqua blue ocean in Florida, USA
Overseas Highway
Stretching down to the southernmost tip of Highway 1, this incredible route connects lively Miami with laidback Key West via stepping stones of beautiful limestone islands. Cruise along 113 miles of one of the USA’s most scenic drives through small fishing villages and quirky towns, past cheeky pelicans, exceptional birdlife and beautiful swaying palms.
A school of tropical fish swim around colourful coral that sticks out from the ocean bed, which is covered in sea grass in Islamorada, in the Florida Keys, USA
Marine Parks
The various marine parks situated throughout the Keys are a must for those with a passion for marine life. Kayak through the mangroves of Biscayne National Park, snorkel the aquamarine waters and fish-bejewelled coral reef or dive down to the submerged bronze statue of Christ of the Abyss in John Pennecamp Coral Reef State Park. There’s a kaleidoscope of marine life to view from land, glass-bottom boat and underwater in these warm, turquoise waters.


Ocean Key Resort & Spa
4 star

The Keys

This charming resort reflects island living with its laidback pace and bags of charm. It is just steps away from all that Old Town Key West has to offer and boasts front row seats for the nightly sunset celebrations at Mallory Square.
Casa Marina Resort
4 plus star

The Keys

Built in 1920, this historic resort is part of the Waldorf Astoria Collection and combines the ambience of Old Town Key West with contemporary comforts. Boasting Key West’s largest beach and an array of watersports, this resort is a short walk from Duval Street’s bars and galleries. Please note Resort fee of approx $46 per room per night payable locally.
Ocean Pointe Suites
3 plus star

The Keys

Enjoy the abundant sunshine of the Florida Keys at this allsuite oceanfront resort, set within 60 acres of private landscaped grounds. The resort offers a private sandy beach and is just a short drive to popular Key Largo and Islamorada attractions.
Amara Cay Resort
3 plus star

The Keys

Boasting an enviable waterfront location, this laidback hotel is a wonderful spot from which to explore. Relax in a hammock on the private beach or head out into the nearby waters bursting with marine wildlife. Please note Resort fee of approx $40 per room per night payable locally
Hawks Cay Resort
4 star

The Keys

Set amongst 60 acres in the heart of the Keys, this excellent resort offers a wide selection of activities from dolphin encounters to diving courses.
Marriott Key Largo Bay Resort
4 star

The Keys

Nestled within 17 tropical acres alongside the sparkling waters of the Florida Keys, this all-round resort offers plenty of activities, a pretty marina and ample snorkelling opportunities in the nearby John Pennekamp Coral Reef State Park


Our unmissable experiences in the Keys will complete your holiday
Key West by Coach
Approx 12 hours
  • Explore Key West
  • Spectacular journey
  • Great value

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    Florida Keys Fast Facts

    Time Zone

    -5 hours

    Flight Time to Florida Keys

    9½ hours


    US Dollar

    Visa Required?

    US Visa Waiver Scheme

    £20 Off your visa service charge if you have booked your holiday with Trailfinders.

    Recommended Immunisations


    20% Discount off immunisations at our London Travel Clinic if you have booked your holiday with Trailfinders.

    Trailfinders Travel Insurance

    Enjoy comprehensive cover in Florida Keys from just £73 for 7 days with our superb value Single Trip Travel Insurance.

    Visa information given is given for British citizens holding a valid UK passport with at least 6 months validity remaining. Immunisation guidelines assume routine UK childhood immunisation has been given and will not apply to all situations. Medical advice should be sought. Your Trailfinders consultant will advise you of the specific visa and immunisation requirements for your trip.


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