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Some 35 minutes by boat from Providenciales, sitting all alone on a 1,000-acre island with three miles of white-sand beach, Parrot Cay attracts a seriously moneyed clientele who care, more than anything, about its exclusivity and its spa. Parrot Cay is not exactly monastic: the long list of celebrity visitors has included Jennifer Garner and Ben Affleck (they got married here), as well as Paul McCartney, Julia Roberts, Jerry Seinfeld, and Liam Neeson. But the spa, COMO Shambhala Retreat, is so successful at projecting a holistic way of life that a sense of peace and harmony embraces the entire resort. The central garden-view and ocean-view rooms, three minutes’ walk from the beach, are acceptably chic, but the beachfront suites and villas are knockouts, and the handful of private homes for rent, some owned by celebrities (Christie Brinkley, Donna Karan), are in the fantasy category. The food, by a chef whose résumé includes a Michelin star, and the service, performed by private butlers for some room categories, are of commensurately high standards.

Designed in 2003 by Athens-based Tassos Zepos, the Fresh Hotel is a contemporary nine-story building in the gritty, up-and-coming neighborhood of Psiri. It makes up for its somewhat dated design tricks (think hot-pink Plexiglas reception area, Philippe Starck chairs, black leather couches, and all-white rooms) with its great value for money and trendy rooftop bar. Open from May to October, the roof, with its small pool and sweeping views of the Acropolis, is a popular hangout in the summer for stylish locals.

You can find stunning tide pools all along the coast of Laguna Beach, but the ones at Wood’s Cove are unique because they’re deep enough for swimming. Part of a rocky outcropping called Cactus Point—which is also home to Orange County’s only blowhole—the pools are full of exciting marine life, from hermit crabs and sea stars to colorful sea anemones. When swimming here, just be sure to leave everything exactly as you found it. The tide pools fall within a protected area, meaning that taking shells, rocks, sand, or other objects is strictly forbidden. And keep an eye on the tides—it’s best, and safest, to visit at low tide when the risk of crashing waves is minimal.

Nestled on the beach in the small town of Savaneta, Aruba Ocean Villas is home to the island’s only over-water bungalows, the most camera-ready of which is the Isla Alistaire. A favorite of Instagram influencers, it offers gorgeous sunset views and a hammock strung over a cut-out in the broad wooden deck so guests can sway over the water. Should you not have the budget for an over-water room, there are also a variety of waterfront and bungalow-style accommodations available, some with direct access to the sand. Additional amenities at the hotel include a popular seafood restaurant, spa services, and complimentary use of watersports equipment like snorkels and paddleboards. If you’re staying for more than three nights, be sure to ask the concierge for a private photographic island tour.

Perched on stilts above its own patch of sand, Sound View Greenport is a peaceful retreat, offering a variety of rooms and apartments with up to two bedrooms. Bright and airy, accommodations come with either shared or private sea-facing decks, which provide direct access to the hotel beach. Other amenities include a pool deck with plenty of loungers for guests to sun themselves, plus a bocce court, putting green, and multi-purpose sports court. For meals, Sound View’s gorgeous seafront restaurant, The Halyard, features gourmet dishes inspired by sea and land. There’s also a charming piano bar, decorated with wood-paneled walls and nautical oil paintings. Adding substance to style, the hotel hosts a smattering of cultural events, including musical performances and educational talks.

A classic New England bed and breakfast with a boutique hotel vibe, the Union Street Inn is housed in an impeccably maintained 1770 whaling captain’s home just off Main Street in downtown Nantucket. A short walk from the Hy-Line ferry and harbor, the inn has a convenient location in town (including parking, a huge perk on the island) and can also outfit guests with beach gear for a day on the sand. A quintessential gray-shingled exterior contrasts with the bright blue chinoiserie patterns and crisp white Frette and Matouk linens in the inn’s 12 immaculate rooms. Union Street’s cherry on top is the made-to-order gourmet breakfast, which might feature fresh peach cinnamon rolls or homemade carrot cake, depending on the season.

Michoacan can claim only a small stretch of Pacific coastline in comparison with neighboring states, but what it has is lovely and blessedly lacking in tourist overdevelopment. Playa Maruata is the most beautiful of Michoacan’s beaches and the perfect place to get away from it all. Actually three beaches nestled between mountains and coves, the easternmost stretch of sand is perfect for snorkeling and wading and sunbathing. The beaches are located next to a small village where you can find a grocery store and a tiny restaurant or two. You can camp on the beach for a small fee, or you can spend the night in a rustic cabin for a bit more. If comfort is important to you, you can splurge on a room at the Centro Ecoturistico Maruata, situated on a hillside above the coast.

Updated in 2017, the rooms and public areas in this attractive, airy resort have an island-themed decor. Rooms now come equipped with marble bathroom vanities, Smart LED Samsung televisions, and Starbucks Coffee. But the star attraction remains a prime, crowd-free position on Grand Cayman’s Seven Mile Beach, famous for clear water and powder-fine white sand. Resort sun loungers are spread far apart to give guests a sense of privacy. A day camp with fun activities and a healthy meals program for kids (ages 4-to-12) means parents get guiltless downtime (or scuba diving and other water sports). Shopping and alternative dining are within walking distance.

Sugar Ridge is much about the view. One of those rare Caribbean hotels that doesn’t sit at the edge of the sand, this boutique luxury resort, ranging up a hillside on Antigua’s west coast, not only overlooks palm-lined beaches and the marina at Jolly Harbour but also looks out across the greens and blues of the Caribbean toward St. Kitts, Nevis, and Redonda. The rooms, in clusters of four, two upstairs, two down, are Caribbean modern, with a focus on the four-poster, netting-draped, king-size beds. There are two restaurants, two pools, an Aveda Spa, and a fitness center so large it’s almost as if they were expecting a sports team to show up. And beach lovers fear not. A complimentary shuttle will have you down to the shore in minutes.

First built in 1967, the Surf Lodge has been a destination for surfers, artists, and musicians for decades. Today’s Surf Lodge has kept that bohemian spirit, creating a breezy boutique for savoring Montauk’s simple pleasures: sunsets, fishing, surfing, sunbathing, and music. Every summer season, live concerts attract music lovers. Hammocks on private balconies, cozy lounge furniture in the sand, and a spacious waterfront deck set the scene for relaxation. The Restaurant serves fresh seafood plucked from Montauk’s shores, while the bar serves healthy juices by day and potent cocktails by night. At the heart of the Montauk community, this local landmark is the perfect base for a trip to the serene sibling of the Hamptons.

About a 30-minute drive west of downtown Tampa, this popular beach on the Gulf of Mexico is built up with mid-range and luxury hotels, shops, and restaurants. But all that matters when you’re down on the shore is the sugar-fine sand and beautiful, crystal clear water for swimming. The Clearwater pier has really come into its own in recent years, drawing crowds by the hundreds for nightly sunset celebrations that attract buskers and vendors selling crafts. Visit the marina to book fishing trips or dolphin-spotting tours, or head out on a pirate ship into the bay for another way to enjoy the sunset.

The black-sand Plage de Malendure on Basse-Terre is a water sports hub, home to dive shops that head out to the Jaques Cousteau Reserve. It’s a great spot to park the family for a day of swimming, snorkeling, or kayaking over to the Pigeon Islands. It’s busy and social, but that doesn’t take away from its beautiful bluff and sea views.

Hawaiians once lived in harmony with the land: farming, fishing, and harvesting fruit. Today, the state imports 80 to 90 percent of its food. Visit Kaloko-Honokōhau to catch a glimpse of the Big Island’s ancient agricultural traditions, which residents are working hard to revitalize. The park’s landscape of rugged rock contains more than 200 archaeological sites, ranging from fishponds and elevated planters to petroglyphs, lava-tube shelters, and hōlua (toboggan-like slides). Watch for native species like the fragrant pua pilo flower and the endangered Hawaiian stilt, a subspecies of the black-necked stilt. A sugar-white beach stretches north from Honokōhau’s boat harbor and often attracts sea turtles.

Anywhere breakfast is served all day usually scores in my book. At Caficultura in Old San Juan, the food is “farm to table” and is as delicious as the creative menu sounds. In addition to the mostly healthy options, the highlight is the maple syrup made with rum, and coconut milk–dipped french toast topped with coconut shavings. The atmosphere was pretty cool—large black chandeliers hang from large wooden beams, and the picture windows face Plaza Colón outside.


Definitely a cool local place to stop into and grab a coffee or brunch while sightseeing throughout Old San Juan’s historic district.

Wahso, part of the Bill White Enterprises family of restaurants in town, is the perfect example of White’s propensity to lavishly decorate his popular eateries. With Asian artifacts that White collected from around the world, and elegant touches like the velvet curtains encasing each booth, it doesn’t get more romantic than this. The food is excellent, and the prices reflect that. Try the green curry mussels, the watermelon and goat cheese salad with arugula, fennel, cherry tomatoes and lemon basil dressing, or the Miso Black Cod with aromatic rice, shiitake, bok choy and mushroom-ginger broth. By the way, “Wahso” is a phonetic play on the French word for bird, “oiseau.”