A long sliver in the beautiful Florida Keys, Islamorada stretches almost 20 miles, offering striking beaches, wonderfully clear water and ample opportunities for kicking back in style. Popular with active families, groups of friends and romantic couples, the island features a wide range of accommodation, including simple guesthouses and extensive luxury resorts suitable for a whole host of budgets. The best places to stay in Islamorada are right on the beach: perfect for making the most of the island’s pristine sands and inviting waters.

Ideal for outdoorsy explorers, Islamorada boasts stacks to see and do, both on land and at sea. Hit the beach for sunbathing and sandcastle-building, or venture out onto the water for kayaking, paddle boarding, sailing, boat trips and fantastic snorkelling or diving. The Florida Keys History of Diving Museum is, in fact, on Islamorada. Pop by for an insight into 4000 years of underwater history, with fascinating artefacts and a great programme of free events. For funky artwork and souvenirs, the Rain Barrel Sculpture Gallery is the place to go.

If you’re into quirky cultural landmarks, head to Windley Key Fossil Reef Geological State Site to hike around a former quarry and gaze at the coral from which the Keys are formed. Alternatively, there's a whole abandoned city to see at Indian Key Historic State Park, where you can amble among streets lined with ruins or hire a kayak to admire dolphins and rays — an unforgettable experience. Lignumvitae Key Botanical State Park is also intriguing. Arrive by boat to marvel at a 280-acre island covered in tropical forest, best seen through a guided walking tour. Do bring mosquito repellent!

Round off your day with a game of tennis or golf, enjoy a cooling swim or relax in a laid-back café before catching the sunset from a friendly beach bar. Whether you’re travelling with friends, family or as a couple, the best places to stay in Islamorada promise adventure aplenty!

The Best Places to Stay in Islamorada

For a seaside resort

• Postcard Inn Beach Resort & Marina is a cool, retro-inspired spot for a classic American beach vacation. Great for groups, couples and families, the resort features rooms, suites and cottages, as well as two restaurants, a refreshing pool and access to heaps of activities out on the water. Pick this place for its nostalgic, old-school style — with all the mod-cons thrown in. Charming.
• Amara Cay Resort is an extensive modern resort with blue-and-white clad rooms and suites, offering luxurious accommodation for couples, families and groups. Right on the beach, the property features a swimming pool, excellent eateries and a range of watersports. A family-friendly choice for active travellers.
• Cheeca Lodge offers gorgeous seaside holidays, with impressive facilities including 27 acres of grounds, six tennis courts, a nine-hole golf course, and everything from kayaking to sailing. Highlights include an environmental programme for kids and a soothing spa for adults looking for rejuventating, restorative treatments. Indulgent luxury for all ages.

For a Romantic Hideaway

• The Moorings Village & Spa offers a collection of 18 private cottages on a verdant former coconut plantation. Classically-decorated villas include well-equipped kitchens, sitting rooms with flat-screen tvs and beautiful spaces for couples or groups to unwind. One for those in search of a little extra privacy.
• Casa Morada is a serene, 16-bedroom beachside retreat, perfect for romantic couples. Expect chic, contemporary interiors, a lovely swimming pool, lush gardens and a lively bar for fun sunset drinks. Chill out in a hammock, head out snorkelling, kayaking or swimming with dolphins. Guests aged 16 and over are welcome. An intimate honeymoon pick.

FOR AN APARTMENT OR HOLIDAY VILLA

• If you'd prefer a self-catering option, we suggest that you visit our online partner Booking.com.

TRAVEL INFORMATION

• Fly to Miami International Airport and catch a shuttle bus or taxi to Islamorada.
• Contact our online partner Rentalcars if you would like to hire a car.
• Travel between December and mid-April for the best weather — though this is also peak season! If you're keen to avoid the crowds and make the most of hotel offers, time your trip for May or June, before the heat and wet weather set in.

STILL NOT SURE?

• Explore our list of all the best places to stay in Key Largo.
• Alternatively, expand your search to see our pick of the best places to stay in the Florida Keys or all our Florida recommendations.
• Or contact one of our friendly Gurus for advice.

Weather

Monthly Weather in Islamorada