Chic Island Guide: Islamorada

With its relaxed beauty, musical name, and perfect climate, Islamorada, in the Florida Keys, still feels like a secret. Our Late March mailer was shot there, against crystal clear water, waving palms, and white sand beaches. We can’t wait to go back. Here’s all the intel we gathered while there.

The Moorings Village & Spa– Staying at one of the well-appointed bungalows at The Moorings is like stepping back in time. There’s simply no way not to relax here, whether you’re sitting on your private porch reading a book, lounging by the pool or on the spectacular beach, or strolling the beautifully manicured grounds. The tempo is slow, the air fragrant, the food wonderful. We wouldn’t blame you if you never want to leave.


Casa Morada– Inspired by the laid-back luxury of the Caribbean, Casa Morada is an elegantly minimal 16-room boutique hotel that sits on its own tiny private island. Stroll over the footbridge, and into a welcoming place, with amazing sunset views, and all the peace and quiet in the world.

Pierre’s Restaurant– For a refined meal in a relaxed atmosphere, Pierre’s is the place for a special night out… or any random Tuesday. Located in a two-story plantation house, the food is French with global influences. Get there early and settle in on the porch with a cocktail from the Green Flash Lounge. (If you’re feeling more like a party, their sister restaurant, The Beach Café, has monthly full moon bonfire parties that are not to be missed!)

Lorelei Cabana Bar & Restaurant- The perfect Florida fish camp, you can arrive to Lorelei by car, foot, bike or boat. Family friendly, it’s ideal for gathering with your favorite people for a sunset view, some drinks with umbrellas, and whatever you caught that day—they’ll cook it for you!

The Tiki Bar at Cheeca Lodge & Spa– What’s the ultimate island experience? A custom cocktail at this tropical pool lounge overlooking the sea, at Cheeca’s, a lovely hotel and spa. No shirt or shoes required.

Situated where the Atlantic Ocean meets the Gulf of Mexico, the small group of islands that make up Islamorada (literally “village of islands” in Spanish) has a richly diverse ecology of reefs, bays, and mangrove forests. From exotic migrating birds, to the locals, which include manatees, dolphins, sea turtles, and plenty of tarpon, Islamorada is a nature lover’s paradise. Dive, snorkel, boat, or simply go for a walk on the beach. You’re bound to see something fascinating.

Art Everywhere- Like Key West, its better known sister to the south, there’s color and art everywhere on Islamorada. One local artist we love? Ruth Gilmore Langs, a nationally recognized painter, who keeps a studio in Islamorada that is open to the public by appointment. Her richly colorful abstracts are often inspired by the ocean and the island’s unique habitats. If you can’t make it down, her work can also be seen in Ann Arbor, Michigan, in New York City, and at her homepage. It’s like having a bit of Islamorada on your wall.

Islamorada’s climate is exemplary: warm days and cool breezy nights. These new pieces will mix and match perfectly with the sundresses, shorts, and tees you already own and love. From left (click name to purchase)- Faux-Suede Fringe Vest, Jasmine Tassel NecklaceJasmine Long PendantFaux-Suede Stripe Pocket Tee, Seline Turquoise NecklaceSeline Multi-Strand NecklaceJasmine Long NecklaceFaux-Suede Perforated JacketMystic Paisley Scarf, and Jasmine Collar Necklace.

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9 Responses


    Islamorada looks beautiful. Would love to go there. Have been to Key West and it was awesome. Beautiful, relaxing, fun, great food, drinks and some amazing people! That’s all you need,….sun, fun and relaxation!!

  2. Yvonne Lloyd

    Just left Key West on Wednesday March 16 and drove thru Islamorada. It was beautiful, but did not realize there was so much to do there.

  3. dori kramedas

    we have visited islamorada many times and stayed at the beautiful Cheeca lodge it is our favorite place in all of florida the restaurants are great and we enjoy everything it has to offer my husband loves to fish there

  4. Josephine

    Islamorada looks FAbulouS….definitely my next trip to FLoriDa and I’m there!! Thanks, for the Tip, and the wardrobe that goes with it!!!


  5. maziel

    We honeymooned there and moved there for 2 years in the late 80s. Visit all you like, but live there? Never again. Two years was too much. It is overpriced, was a gathering place for drifters and liveaboards, and it gets boring when you have nothing else to do but drink and watch the sunrise and sunset.

  6. Linda

    We have a house there by MM89 Bay Side & love it ! We have a lot of manatees that come to our dock for fresh water. We reallly enjoy watching them as well as our friends do- we never get tired of them. For a good place to eat go to Mangrove Mikes for breakfast or lunch & see several pictures of the local fishermen & their catch. It is located just north of Lorelei’s. I agree with you in that it is truly a paradise 🙂

  7. Just finishing up a month vacation in Islamorada. We have been coming here for last 12 years. You can’t beat the weather,fishing and wonderful food. It’s a little expensive but so are other resort areas. I would highly recommend it.

  8. Sandi Roggow

    Spent Wednesday, March 16 in Islamorada for lunch, on our way to Key West. What a beautiful place. Truly a piece of paradise. Looking forward to going back someday.