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  • Some of the best memories and connections are forged when we travel as a family. These are our top picks for places to go when we’re traveling with everyone from tiny tots and teens to a multigenerational group that spans many ages and stages.
  • Whether you’re looking for sweeping views of the Pacific Ocean or a multiday adventure through national parks, these road trips provide plenty of opportunities to explore the United States.
  • Pick a podcast, gas up (or charge up), and hit the road for one of these epic drives.
  • Rahawa Haile grew up surrounded by the beauty and kitsch of South Florida. Now she returns and wonders what happens when the places we love start to disappear.
  • Your guide to foraged ingredients, immigrant-born dishes, and state-fair staples in all 50 states, plus D.C. and Puerto Rico—and how to plan the perfect trips to taste them all.
  • Overview
  • 81600 Overseas Hwy, Islamorada, FL 33036, USA
    The Morada Bay Beach Cafe on the bay side of Islamorada is the perfect spot for a Keys lunch. Colorful chairs and tables dot the beach; the food is excellent and the restaurant regularly receives fantastic reviews. Try the Wagyu beef burger. It is delicious. Fresh fish and seafood are popular choices. The conch fritters and conch chowder hit the spot. The staff is very friendly, professional, and helpful. Island music or Jimmy Buffet songs waft across the beach.
  • 82237 Overseas Highway
    September 2,1935, Labor Day - a hurricane hit the Florida Keys and was the first Category 5 Hurricane to make landfall in the United States. It was devastating! It struck at night and was terrifying as was recorded by any survivors.185 mile sustained winds fed the storm.The storm surge was 18 -20'. It destroyed everything in its way. Most buildings in Islamorada were leveled. The ramshackle camps of the railway workers in Windley Key and Lower Matecumbe Key were swept away. About 200 WW I Vets at the camps were killed. Henry Flagler’s dream of a railway that would connect the Keys to the mainland died that night. The railroad was torn up and was never rebuilt. A roadway -The Overseas Highway, US 1- was constructed in its place. The Keys were accessible by the road and its bridges. Only Gilbert (1988), and Wilma (2005) have surpassed the strength of the 1935 storm. The monument at MM 82 in Islamorada was unveiled in 1937 and about 4000 persons attended the dedication. The stone crypt in front of the marker holds the victims’ ashes from the makeshift pyres after the storm. In 1995, the memorial was added to the United States National Register of Historic Places. Locals, hurricane survivors, and descendants of the victims care for the monument. I stopped to visit the site. I stood there picturing the howling winds, the wall of water and recalled the stories and photos from that September, 1935. So many lost their lives and so many survivors’ lives changed overnight.
  • 123 Beach Road, Islamorada, FL
    Moorings Village has a setting out of an island fantasy, stretched along one of the largest private beaches in the Keys, with more than 1,000 coconut palms shading its 18 guest villas. After a direct hit from Hurricane Irma, the resort reopened in January 2018 with 100 newly planted coconut trees, a new picturesque dock, and a refurbished swimming pool—while still maintaining its eclectic design and luxurious feel. The individually styled villas—each with a wraparound veranda—have kitchens, living and dining spaces, and a selection of artwork collected during resort owner Hubert Baudoin’s travels. Ocean activities rule the day here (unless you’re lolling in a hammock) and the property offers complimentary kayaks, paddleboards, and bikes, in addition to coordinating excursions like scuba diving, kitesurfing, sailing, and fishing. And because the resort takes up both sides of the Key of Islamorada, guests can catch the sunrise and then witness sunset while dining at either Pierre’s (an upscale spot with French fusion cuisine) or the Beach Café (a casual bistro serving Caribbean-American food). Pro tip: Book your visit to coincide with the full moon to attend the Mooring’s monthly beach party for live music, fireworks, and bonfires on the beach.
  • 81801 Overseas Hwy, Islamorada, FL 33036, USA
    Cheeca Lodge manages to be upscale and relaxed at the same time. This duality is perhaps best embodied in Cheeca’s flagship restaurant Atlantic’s Edge, which offers a refreshed take on island cuisine (like the roasted red snapper with dragon fruit or the hibiscus swordfish) in an elegant but breezy oceanfront setting. The 27-acre luxury resort on Islamorada Key—one of the sport-fishing capitals of the world—was renovated following damage from Hurricane Irma in 2017. The revamped lobby, fully rebuilt fishing pier, 214 redesigned guest rooms, and new Italian restaurant have made Cheeca even better than before. Airy suites feature curated artwork, hand-tufted rugs, and rattan accents, and each suite opens to a private lanai with a partially enclosed open-air jacuzzi. A new point of pride is the refreshed 5,700-square-foot spa, which now has seven treatment rooms, a wet room with Vichy shower, hydrotherapy facilities with a steam room, and a fully equipped fitness center. Still to come in early 2019 is a brand new oceanfront pool (bringing the resort’s total to three, including a saltwater lagoon) and tiki bar, 25 South. If you must leave, book a fishing excursion, sunset cruise, or round of golf at the 9-hole Jack Nicklaus-designed course—and enroll the kids in the eco-focused Camp Cheeca.
  • 136 Madeira Rd, Islamorada, FL 33036, USA
    Casa Morada’s dressed-down modern coastal style reflects a love of the ocean, island plant life, and luxurious comforts. The 16-suite boutique hotel—once a 1950s roadside motel—underwent an extensive renovation in the early 2000s that transformed it into one of the Key’s sexiest spots. The Raymond Jungles–designed gardens are lush, the outdoors showers and jacuzzis are impossibly romantic, and the resort’s private island features a freshwater pool. If you can rouse yourself for anything other than relaxing by the water, try your hand at a game of bocce, snorkle around the only living coral reef in North America, go on a sunset sail, or charter a boat tour with local resident Captain Bill to visit the Mangrove Islands or Three Sisters Bird Rookery. Pro Tip: Morning yoga classes are offered every Wednesday, Saturday, and Sunday at 9, but guests can book a private session anytime.
  • 80001 Overseas Hwy, Islamorada, FL 33036, USA
    Anyone would think that a native Floridian would have spent significant time in The Keys. To be honest, I’ve only been a handful of times and mostly it was day trips to Key West. Although the southernmost key has its own charms, I was delighted to attend the opening of the Amara Cay Resort in Islamorada. The resort, boasting 110-spacious and bright rooms/suites, is a lovely combination of sexy South Florida and life on island time. My suite was spacious with clean designs and earthy tones complementing the constant view of the blue ocean from my balcony. Located directly on the water, travelers feel as though they have stepped out of the state and onto their own private island - perfect for residents of Miami and Fort Lauderdale. Travelers are completely immersed in the modern rustic design the moment they entire the lobby, filled with reclaimed wood, and swinging papasan chairs. This is the perfect meeting point to wait for your friends and sip a cocktail or two. During my stay, I made sure to stop at Sparrows Rum Bar for oceanfront snack and beer. My friends and I danced into the night on the string-lit patio. Conveniently located next to the pool and beach, we were able to easily go back and forth. For dinner, we gorged on delicious seafood and Italian cuisine at Oltremare Ristorante. My biggest recommendation is the “Blood Lime” grapefruit cocktail, inspired by the popular Netflix show Bloodline. I’ll definitely be back the next time I need a quick escape.
  • Journeys: United States