Islamorada is a string of small islands in the Upper Keys known for its sport fishing, waterfront resorts and easy, unhurried pace. It's the place to slow down, whether you're enjoying a long lunch overlooking the water, kayaking through peaceful mangrove channels at dawn or watching the sunset from your own hotel terrace.
Often described as the sport fishing capital of the world, Islamorada offers a different side of Florida from the busy theme parks and cities. Life revolves around the water, with opportunities for fishing, snorkelling, boating and exploring the island's natural surroundings. It's a lovely stop on a Florida Keys fly-drive holiday, particularly for couples and families who want a few relaxing days between Miami and Key West.
Islamorada is also well placed for exploring the wider Upper Keys. You can spend your mornings discovering local attractions, enjoy fresh seafood for lunch and finish the day beside the water. Whether you stay for two nights or longer, it's an excellent addition to a tailor-made Florida road trip.
From fishing trips to quiet beaches and fascinating local museums, Islamorada has plenty to keep you occupied without needing a packed itinerary.
Islamorada has a choice of waterfront accommodation, from relaxed resorts to stylish villas and intimate island retreats. La Jolla Resort is a good option if you prefer a smaller property with a laid-back atmosphere and easy access to the water. Its location is convenient for exploring local restaurants, fishing trips and other attractions around the island.
For more space, La Siesta Resort & Villas offers suites, cottages and private villas in a tropical waterfront setting. It's worth considering for families or groups who want room to spread out during their stay. Guests can enjoy the resort's relaxed surroundings and water-based activities while using Islamorada as a base for exploring the Upper Keys.
If you're travelling as a couple and would like a more indulgent break, Bungalows Key Largo is another option within easy driving distance. This adults-only, all-inclusive resort offers private waterfront bungalows, dining and a peaceful tropical setting. Although it is located in Key Largo rather than Islamorada, it can work well as part of a multi-centre Florida Keys itinerary.
The easiest way to reach Islamorada is to fly from the UK to Miami International Airport and collect a hire car. The drive takes approximately 1.5 hours, depending on traffic and your starting point, following the Overseas Highway south towards the Florida Keys. Including car hire in your fly-drive holiday gives you the flexibility to stop at scenic viewpoints and explore other islands along the way.
We can arrange your flights, car hire and accommodation as part of a tailor-made Florida holiday, with the option to include Miami, Key Largo, Islamorada and Key West in one trip.
Continue south along the Overseas Highway to Marathon, approximately 45 minutes from Islamorada. This part of the Florida Keys is known for the famous Seven Mile Bridge, opportunities to see sea turtles and access to beautiful Bahia Honda State Park. It's a natural next stop before continuing towards Key West. Discover Marathon and the Seven Mile Bridge
Yes, Charter Travel can arrange a tailor-made Islamorada fly-drive holiday, including flights from the UK to Miami, car hire and your choice of accommodation. You can stay in Islamorada for a few nights or include it in a longer Florida Keys road trip, visiting destinations such as Key Largo, Marathon and Key West. Our travel specialists can help you plan an itinerary to suit your budget and travel dates.
The drive from Miami International Airport to Islamorada takes approximately 1.5 hours, depending on traffic. The route follows the Overseas Highway, with scenic views across the water as you enter the Florida Keys. With a hire car, you can stop along the way to explore the islands, enjoy waterfront restaurants and visit attractions before reaching your hotel.
We recommend spending two or three nights in Islamorada to enjoy its fishing trips, kayaking excursions, local attractions and waterfront dining. If you prefer a slower-paced holiday, you could stay longer and use Islamorada as a base for exploring the Upper Keys. It's also easy to combine your stay with Key Largo and Key West for a multi-centre Florida holiday.
Islamorada is known for sport fishing, boating and its relaxed coastal atmosphere. Popular activities include chartering a fishing boat, feeding the tarpon at Robbie's Marina, visiting the History of Diving Museum and relaxing at Anne's Beach. Kayaking and snorkelling are also great ways to explore the surrounding waters. We can help you plan a fly-drive itinerary that gives you time to enjoy the attractions that interest you most.
Yes, Islamorada is ideally located for a Florida Keys road trip. You could start in Miami, spend a few nights in Key Largo, continue to Islamorada and Marathon, then finish in Key West before driving back to Miami. Charter Travel can arrange your flights, car hire and hotels, tailoring the number of nights in each destination to suit your plans.
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