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Old San Juan offers historically and culturally significant experiences including a walk through 500-year-old forts, visits to UNESCO sites, historic churches, museums, the second oldest cathedral in the Americas and Ponce de Leon’s mansion. Cobblestone streets and pastel buildings are perfect for exploration during the day and variety of restaurants and shops make for a complementary evening.

It would be hard to find a more idyllic spot for recharging than Naïa Resort and Spa, Placencia’s newest (and, we’ll say it, most comfortable) resort. Stay in your own studio, one-, two-, or three-bedroom beach house, all of which come equipped with floor-to-ceiling front windows, a kitchenette, a deep tub, and an outdoor shower (trust us: once you’ve had the luxury of an outdoor shower, you’ll never want to go back to the boring, indoor version). Every beach house is just that: a beach house. You’re never more than a short walk from the shores of the Caribbean Sea, and the Naîa’s watersports center can get you off the sand and into the water on a kayak or paddleboard. (While you’re there, ask for Stony, whose a pleasant man to talk to and the guy you’ll need to open a fresh coconut from one of the many palm trees on the property). The resort also staffs expert concierges, who can recommend the best tours, spa treatments, and in-town experiences.

The spa, as expected, is one of Naïa’s best features. Located a short golf cart drive away from the lobby, Naïa’s spa feels like a secluded oasis. Lillypads sit calmly on the surface of still ponds, and treatment rooms—all housed in small, individual wooden buildings—overlook the vegetation. The masseuses will alleviate you of all pent up stress with expert hands and sweet-smelling lotions exclusive to the resort.

The town of Placencia is only a short drive away, and the Naïa can shuttle you wherever you need to go. Eat and drink at Barefoot Bar or Tipsy Tuna, walk along the paths near the beach to find handmade treasures to take home, and hang out by the docks and watch the fishing boats come and go. Then go back to your little slice of paradise on the Caribbean shores.

Why we love it: An intimate retreat with an attentive staff that guarantees fuss-free tranquility

The Highlights:
- Personalized attention from a small, dedicated staff
- Guestrooms filled with Mexican antiques
- The all-day, oceanfront restaurant that serves local cuisine

The Review:
With just 12 guest rooms and a staff that’s smaller than a football team, NEST is more private home than resort. Owned by former music industry executive James Chippendale, the intimate property features simple, subdued rooms, individually appointed with antique and artisan furnishings sourced from San Miguel de Allende and throughout the Yucatán, as well as king-size beds, locally made bath products, and handcrafted French doors that fling open to welcome warm ocean breezes. Start your day with a probiotic smoothie and huevos rancheros at the beachside restaurant, then secure your spot on a palm-fringed daybed overlooking the powdery shoreline and azure waves. Your biggest decision may well be whether to watch the sun dip below the horizon from your plush perch or head back for complimentary happy hour at the bar.

Why we love it: A beachfront getaway with low-key vibes and high-design interiors

The Highlights:
- A cash-free policy that makes trips to the ATM virtually unnecessary
- The open-air La Popular restaurant and its chipotle-pineapple margaritas
- Regular talks and workshops led by local practitioners

The Review:
Tulum has gone from backpacker’s paradise to jetsetter’s getaway in just a few decades, but some of that gypsy spirit endures at Nômade. The beachfront property comprises 35 palapa-style casitas and tented suites, each featuring hippie macramé hangings, antique rugs, cozy beanbag chairs, and woven hammocks. Moroccan tray tables, lanterns, and poufs dominate the public spaces, which include a thatched yoga shala, a Bedouin-inspired meditation tent, and Macondo restaurant, where you can catch a live DJ set after sampling vegan fare and Yucatán specialties sourced from local fishermen (the chili stuffed with soft shell crab is a standout). Dinners are served at a communal table carved from a single tree trunk, offering equal amounts of physical and spiritual nourishment.

Remede Spa, located in the St. Regis Hotel, will pamper you from head to toe. The spa features a waterfall shower and a steam bath as pre-treatments that lead to a combination of Thai massage techniques. The spa also offers a “Sanctuary Package,” which comprises four decadent hours with a combination of a scrub, a body wrap, an oil back, and a facial. As a post-treatment, enjoy a healthy and delicious meal followed by dried fruits and chocolates.

To see everything there is to see in Oostende, I highly recommend spending an entire weekend (or longer) in the city. For a good night’s sleep, try the Mondo Hotel, located minutes from the Promenade, in a quiet corner of the city centre. Our hotel room included a mini-kitchen (although minus a fridge which we found a bit odd) and a vast bathroom with a tub and shower. We enjoyed the champagne breakfast buffet, complete with Belgian waffles, in the artsy dining room. There are 28 ‘Cosy Rooms,’ 18 ‘Superior Rooms,’ 2 suites and 14 ‘Family Rooms,’ with extra bedrooms for the kids.

Beneath the path of planes taking off from LAX is an oceanfront runway for beginner hang gliders to get some air of their own. Sign up for a full (seven flights for $140) or half lesson (four flights for $85) with Windsports, which has been operating with A-class instructors since 1974. The experienced Greg DeWolf, whose longest flight clocked in at 6.5 hours, is a recommended guide. His passion, thoroughness, and humor are just what a novice needs to feel comfortable and confident piloting this new flying contraption. Relaxing is key, and once you do, the flights are a calming enjoyable ride. Just make sure to look up so you remember the experience!

This iconic bar sits on stilts above the sea at the Hotel Bakoua in the sultry resort area of Trois-Ilets, just across the Bay of Fort-de-France from the island’s capital city. People don’t come here for the drinks (stronger and better can easily be had elsewhere). They don’t come for the snackfood, or to ogle the topless beauties on the shore either (okay, perhaps a few are attracted by the latter). No, instead they come for the vibrant sunshine, the spectacular views across the Bay, and the soothing sea current that massages those who wade into the waters surrounding the bar.

We had an unforgettable experience staying at Buena Vista Surf Club, while visiting San Juan del Sur. The eco-lodge is set into a hill overlooking the jungle and Playa Maderas with a giant sundeck where guests could enjoy the view. It was a great place to catch some rays and watch the dragonflies dance during the day. Guests can schedule sunset yoga classes on the deck for the ultimate zen experience.

On Tahiti Iti, it is hard to beat eating with your toes in the sand right on the beach (there’s also an inside dining room). Order one of the Polynesian dishes that include some fresh caught steamed line fish and local produce from taro to breadfruit. There is also a kid’s menu.

For an amazing three-day tropical escape from NYC, look no further than San Juan, PR. A clean, comfortable, and affordable option within striking distance of the airport (no car rental required) is the Marriott Isla Verde. Great long board/SUP surf break right off the beach, quick access to Old San Juan, and a relaxed vibe make for a family/couple-friendly escape from NYC. Stay a half-mile down the beach at the Ritz Carlton for the full poolbar/glam scene or just pop in there for a great lunch. Either way, this is a gorgeous stretch of beach with easy and close access to any major airport in the continental US and a great place to get away, without any passport or other hassles.

The most northern of the Northern Beaches, Palm Beach makes for a relaxing day or weekend trip. Here, a sandy isthmus straddles ocean waves and harbor sails, and the Barrenjoey Lighthouse stands watch a short hike up the hill. Snag a spot on the deck of the Boathouse—a Hamptons-style beach shack complete with crab traps, striped awnings, and all manner of flowers and produce on display—for a bacon and egg roll, croissant French toast, or beer-battered flathead and chips overlooking the water. After finishing that cappuccino, which started with an anchor stamped into the foam, take the ferry across the inlet to the Basin campground in Ku-ring-gai Chase National Park to swim, stand-up paddle board, and search for wallabies in the wild.

Everyone goes to Santorini for the famous sunset in Oia. However, the moonlight at the black sand beach in Kamari is worth going as well. Plus, along the beach are shops, bars and restaurants one after another. Most of them are outdoor, so you can enjoy your favorite drink while enjoy the ocean under the moonlight.

The Waldorf Astoria Los Cabos Pedregal is a majestic resort that sits at the spot where the Pacific Ocean and the Sea of Cortéz meet. All 119 rooms have an ocean view, complete with binoculars for whale-watching, as well as a private plunge pool, a fireplace, a rain shower, and a welcome bottle of Clase Azul tequila. Decorative accents include tasteful local art, such as hand-embroidered pillows, ceramic sculptures, and hand-forged metal light fixtures. On the service side, every guest is assigned a round-the-clock personal concierge. The relatively small number of rooms keeps the vibe intimate and creates a sense of privacy throughout the property.

Playa del Carmen’s winning charm emerges all along this wide pedestrian avenue, which runs parallel to the beach. Eateries here include everything from cheap fast food like Pizza Renzo to upscale restaurants and cafes; the best people-watching is from outdoor seating at the sports bar Tequila Barrel or Chez Céline bakery. The shopping scene offers international luxury brands side by side souvenir shops, but the most interesting Mexican handicrafts await at boutiques like Sin Pecado and Sol Jaguar. Since this part of town has little shade, it’s best to avoid the midday sun; instead, try an early-morning visit with some streetside coffee in hand, then revisit at sunset to kick off an evening of dining, shopping, and bar-hopping.