A Complete Guide to Relaxing in Islamorada

Known for its coral reefs and excellent diving opportunities, Islamorada is an area that encompasses six of Florida’s “Keys”. With a population of just over 6,000, Islamorada has a laid-back island lifestyle that attracts visitors, snowbirds, and new residents to the Keys year after year. There are plenty of opportunities for relaxation in this island paradise. Here are just some of the ways you can sit back, relax, and forget your worries in Islamorada.

Is there anything more relaxing than sipping at a craft beer while lounging on a patio and soaking in the sun? If this sounds like your perfect afternoon, head on over to Florida Keys Brewing Company. This brewery not only has a fantastic beer garden, but it also has a taproom and microbrewery you can visit if you want to taste a few new beers or see how your favorite brew is made. While you relax with a Sun Session IPA or Spearfish Amber Ale, you can play some games, listen to music, or take a look at the local artwork on the walls.

Looking to keep the craft beer tour rolling? Stroll on over to Islamorada Brewery and Distillery where you can taste more beers (the Snake Creek Oatmeal stout and No Tanlines citrus wheat blend are favorites of those who own beach homes in Islamorada) or try out a craft cocktail made with the distillery’s own vodka, gin, barrel-aged rums, or spiced rum.

If relaxation to you means hanging out in a one-stop-shop where you can eat, drink, and shop, then you need to check out the Rain Barrel Village. This has been a top destination for those who own Islamorada real estate and tourists alike. The open-air complex is gorgeous with tropical plants and flowers and you can shop for everything from resort wear to local arts and crafts, to custom-made jewelry. Need a refreshment in between your shopping sprees? Stop at the village’s eatery the Lobster Shack for some conch fritters or the Rain Garden Gift Shop & Bar for a glass of wine, beer, or a cocktail.

You can’t beat floating in a pool on a hot Florida day with a cold drink. Many homes in Islamorada feature gorgeous infinity pools, swim-up bars, and waterfalls among tropical landscaping. It’s the perfect place for homeowners looking to relax and enjoy the sun.

Not quite ready to buy? No problem. Book a stay at one of the island’s fantastic resorts like the Amara Cay Resort, Cheeca Lodge & Spa, or the Postcard Inn Beach Resort & Marina, all of which have relaxing pools as well as waterfront bars, delicious restaurants, and world-class service.

Listening to crashing waves and seagulls is the epitome of relaxation for many people who own homes in Islamorada. Fortunately, there are beaches to choose from in this island paradise. Some of the most popular include Anne’s Beach, which is on the Atlantic side and is a top tourist destination due to many activities and the boardwalk, Holiday Isle Beach, which is located near many of the island’s main hotels and restaurants, and Long Key State Park. However, if your top goal is relaxing, check out the secluded Islamorada Library Beach and Park. Hidden behind the area’s library, this beach offers breathtaking views and a small sandy area that’s perfect for getting away from the crowds.

Take some “me time” and book a service at a local day spa to reach peak relaxation. Those who own homes in Islamorada enjoy visiting Aqua Salon & Day Spa for manicures, facials, massages, and hair services. Blu Bamboo Salon and Spa is also popular with its Osmosis and Kobido facials, reflexology services, and soothing massages. If you’re staying at one of the local resorts, you can likely also book a service without ever having to leave the grounds. Cheeca Lodge & Spa, for example, has seven different treatment rooms and two facial rooms where you can experience top-notch relaxation.

Whether you need a night away from cooking at home or you’re looking at Islamorada real estate and want to treat yourself to local cuisine, dining in one of the area's restaurants is the perfect way to put a relaxing cap on your day. Some local standouts include Square Grouper Bar & Grill (try their yellowfin tuna and avocado egg rolls), Lorelei Restaurant & Cabana Bar (their Key Lime peppercorn snapper is to die for), and Ziggie & Mad Dog’s, where you can get a fantastic glass of wine along with a filet mignon or seared tuna steak in an elegant environment.

Whether you already live in the Keys, are in the area to check out beach homes in Islamorada for sale, or you’re just visiting, you have plenty of opportunities for relaxation. Want to live in the Keys but haven’t yet started working with a Real Estate Agent? Reach out to one of the trusted Islamorada real estate agents at Ocean SIR for guidance.