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  • Rio Perdido, Provincia de Guanacaste, Bagaces, Costa Rica
    The first thing guests notice as they approach the 600-acre Rio Perdido ecolodge is a large wood-and-steel rotunda that, from a distance, resembles a flying saucer, an award-winning design that houses the resort’s open-air restaurant, bar, and spa. The bungalows are just as stylish: 30 prefabricated cubes are suspended on seven pylons (no trees were cleared during the building process) and feature an airy, modern aesthetic, with twin rolling beds, brass fixtures, and terraces with hammocks sited for gentle breezes. Larger suites are moodier and more romantic, with walls of singed wood and volcanic-stone floor tiles. Soak in the property’s natural springs, which are heated by the activity of nearby Miravalles Volcano, then choose your own adventure. If you’ve worked up an appetite hiking, tubing, or canyoneering, the restaurant serves satisfying Costa Rican casados (rice dishes) and ceviches, which guests can arrange to enjoy from a platform that sits 160 feet above the river that gives the property its name.
  • Nafplion, Greece
    If you research “pretty seaside towns in Greece”, Nafplio often pops up on the search. Located in the eastern Peloponnese, Nafplio boasts narrow, bougainvillea-covered streets, rich-hued neoclassical mansions, wrought-iron balconies and cobblestone and marble streets. It is a popular weekend resort for Athenians due to its waterfront cafes and restaurants, fresh seafood, and pretty boutiques. It is also the perfect base to explore all nearby ancient ruins such as Mycenae, Epidaurus, and Sparta. Sip a cold drink in Syntagma Square, the town center; climb 999 rock steps up the Palamidi Castle for the expansive view; swim in the clear blue waters of the local beaches; and take a sunset stroll along the marina waterfront before dinner.
  • Find everything from candles and straw hats to t-shirts and fine resort wear at Basil’s Bazaar, a tiny boutique adjacent to the famous bar itself. Most of the goods are branded with “Basil’s Mustique” in one way or another, so everyone is sure to know where you’ve been—but that’s the point, right?
  • Rosalie, Dominica
    Named after the Creole word for “almond tree,” this flower-filled, open-air restaurant enjoys pride of place at the pioneering eco-boutique Rosalie Bay Resort. The kitchen employs healthy ingredients fresh from its organic garden in dishes like vegan gumbo, hummus with plantain chips, and a beet-goat-cheese salad. Omnivores should try the grilled lobster tail or citrus-honey chicken.
  • 2259 Kalakaua Ave Honolulu, HI 96815
    Built in the Roaring Twenties, the Royal Hawaiian ushered in the glam age of Waikiki Beach. The so-called Pink Palace, a Spanish Moorish–style confection set on bright-green lawns was, at the time, the priciest hotel project in the Pacific and a fast favorite of Hollywood royalty and East Coast blue bloods (who, in those early years, arrived by steamship, along with their piles of trunks and chauffeured cars). For those first few decades, anyone who was anyone, it seemed, stayed at the Royal Hawaiian; on any given day, you might see the likes of Spencer Tracy autographing a coconut or Joe DiMaggio surfing off the hotel’s beach. Once other luxury hotels sprouted up on Oahu, the Royal Hawaiian’s star faded some, but after a massive renovation in 2008, it became a member of Starwood’s Luxury Hotel Collection and, once again, one of the top spots on the island. The makeover managed to keep those graceful old bones and art deco flourishes (miles of tile, sweeping arches), while giving the whole place a long overdue upgrade. Genteel surroundings aside, the hotel is as lively as ever. But at night, when the oceanfront Mai Tar bar is rocking, guests can still scope out quiet corners. Retreat to the gracious portico lined with rocking chairs or the garden pathways dreamily lit by torches, and you’ll discover that the romance of old Waikiki lives on.
  • Salt Whistle Bay, Mayreau VC0460, St Vincent and the Grenadines
    While most of the Grenadines’ most luxurious hotels cater to the one percent, Salt Whistle Bay, on Mayreau, offers a blissfully pared back—though no less exclusive—experience. You’ll feel like a modern-day Robinson Crusoe when holed up in one of the 22-acre property’s eco-friendly bell tents or stone bungalows, each outfitted with colorful rugs, fans, and plush linens, and positioned to capture ocean breezes. By day, swim with sea turtles, sting rays, and tropical fish in the surrounding reef-filled waters—snorkeling masks are free to guests, as are stand-up paddleboards—or try kiteboarding on the resort’s designated beach. By night, share those adventures over a dinner of grilled lobster at the on-site restaurant and bar.
  • Antigua Hacienda Yaravilca, Urubamba 08670, Peru
    Aranwa Scared Valley Hotel & Wellness lies about 30 minutes in either direction from crowded Cuzco and bustling little Ollantaytambo (where the trains depart for Machu Picchu). Part of Peru’s Aranwa chain of luxury hotels, it’s nestled near the banks of the Vicanota River, on what was once a 17th-century hacienda. The rooms and suites are much more spacious than what you’ll typically find in the area and feature either terraces, balconies, or views of the garden, river, and inland lake. Some are housed in the old hacienda building, but most are spread out over newer, two-story buildings dotting the property.

    At the center of the resort is an infinity pool and whirlpool, both of which look out onto a restored chapel, roaming alpacas, and canals and ponds connected by footbridges. There are also several restaurants on-site, serving everything from gourmet Andean cuisine to sushi and wood-fired pizza. Additionally, guests can look forward to a museum, art gallery, library, movie theater, and several boutique shops as well as what the resort claims is the largest spa in Peru.
  • Deep Bay Beach, Antigua and Barbuda
    Just to the north of Galley Bay Resort, you’ll find one of my favorite beaches on the island and maybe even the entire Caribbean: Deep Bay. The ruins of Fort Barrington keep watch over this incredible, crescent-shaped slice of paradise, just adding to the beauty of its turquoise, flat waters. Swimming here is like splashing in the largest, most pristine, natural pool you’ve ever imagined. As an added bonus, there’s a hundred-year-old sunken wreck, a barque from Trinidad named the Andes, out in the middle of the bay. It’s an easy swim from shore and accessible to snorkelers. Beaches really don’t get much better than this... anywhere.
  • 39171 Tassajara Rd, Carmel Valley, CA 93924, USA
    In 1967, Tassajara (already a storied hot springs resort) became the first Zen monastery outside Japan. Run by the San Francisco Zen Center, the monastery is open to the public from May through September and closed the rest of the year for monastic study. The only vehicle access to Tassajara is via the 14-mile dirt road that starts in Carmel Valley. Those without four-wheel drive should arrange for shuttle pick-up.
  • Grace Bay Road, Providenciales, Turks and Caicos Islands
    Housed on a 1,100-foot stretch of beachfront, Grace Bay Club is as stylishly current as it was in 1993, when it became the first luxury hotel to open on the then nearly empty sands of Grace Bay. From its original 21 rooms, the upscale property has grown to 82 suites, each of which features ocean views, a private veranda or patio, and chic interiors by renowned designer Thom Felicia. Guests can also look forward to superior service, including a personal concierge available day or night via a provided cell phone.

    When hunger strikes, there’s the oceanfront Infiniti Restaurant & Raw Bar, which boasts sea-to-table fare and the longest bar in the Caribbean, as well as several other family-friendly venues, including The Grill. If it’s pampering you seek, make time to visit the spacious Anani Spa, where you’ll find six treatment rooms, including one just for couples. A spa tent is also available for beachfront massages.
  • 905 Country Club Rd, Ojai, CA 93023, USA
    There’s a comfortable stillness to the acres of Ojai Valley Inn and Spa that’s apparent even when a cacophony of voices fills the air. Sunlight shines brightly against the resort’s white façade, which gleams in unison from the restaurants, accommodations, spa, and pools outstretched on shaded grounds. Flowers – from roses to bougainvillea, lavender to jasmine – line pathways where views of the surrounding rolling mountains peek out between buildings. And even when bicyclists, pedestrians, and the occasional golf carts use those pathways, the motion is as calm and quick as the breeze. Originally built in 1923 as a country club and golf course, the inn has never lost its luxurious appeal for intimate, quiet privacy. Old Hollywood stars have come and gone through its Spanish-style property, and today, the resort is still known as a place where big names can tee off or swim undisturbed. Its more than 300 guest rooms are tucked away in a series of terracotta-topped buildings that share a style of calm blue and white shades. Many rooms feature fireplaces enclosed by a sitting area, and private balconies are scented by the surrounding blooms. In the morning, sip a Keurig coffee from the soft white sheets of bed, or step outside for the view. Then, walk or bike to breakfast before a swim in the newly opened, “adults only” pool.
  • 2169 Kalia Rd, Honolulu, HI 96815, USA
    Both of Waikiki’s Outrigger hotels are a good value, but this one is a little bigger and a little quieter. It’s right on the beach, just north of the main resort cluster, and though a short walk to the middle of the action, far enough to feel out of the fray. The hotel itself is a quintessential Hawaiian family resort—big and friendly, with an unmistakable good-time vibe, old-school Polynesian decor throughout, and any number of activities on offer. The pool is set back from the beach and nothing fancy (no waterslides, no swim-up bar, and up against a giant wall), but it’s large enough for a serious game of Marco Polo, and there are plenty of lounge chairs to go around. Perhaps the best reason to stay here is the beach—a fairly narrow but sparkling white strand with more elbow room than its sister beaches; the rocky bottom may have something to do with that, but it’s a good place to learn to surf and a great place to catnap in the sun. One warning: the hotel lobby may feel overly commercial to some, what with a row of gift shops and a hard-to-miss timeshare desk, but it’s easy enough to ignore, if you wish.
  • 40060 Paws Up Rd, Greenough, MT 59823, USA
    One of the most luxurious Western guest ranches, opened in 2005, Paws Up Montana, in Greenough, sprawls over 37,000 acres of classic Montana landscape: elk-filled meadows, rocky peaks, and ponderosa pines in the Blackfoot Valley, with the river of the same name running through it all. The most sought-after accommodations are the “glamping” tents on the banks of the Blackfoot or along Elk Creek that are available May through October and organized into five separate camps, taking just six guests each. The camps combine a Western lifestyle with an African safari formula: canvas suites with private baths, a communal dining pavilion with fireplace and fire pit, private camp chef, and butlers to help organize guest activities. Families and friends who prefer four walls between themselves and nature stay in enormous wood-and-stone villas with heated hardwood floors, fireplaces, leather furniture, huge flat-screen TVs, and panoramic windows; some of these homes come with outdoor hot tubs and tented bedrooms for kids.

    All guests have the opportunity to hike, rappel, canoe, play paintball, take cooking classes, and more, but the main action is on-site fly-fishing and horseback riding for all levels on 100 miles of private trails or in a 23,000-square-foot equestrian arena; adults and kids 12 and up can help move small herds of Black Angus cattle on sample stock drives. If parents want private adventure time, kid wranglers entertain young’uns. In the evening, communal entertainment takes place in a renovated barn that serves as stock sales venue, dance floor, and movie theater. Despite the busy activity menu and flow of golf carts transporting guests to and fro, the ranch is large enough, and accommodation so widely spaced that guests can survey the landscape and not see anyone.
  • 2424 Kalakaua Ave, Honolulu, HI 96815, USA
    Every afternoon about 5:30 PM, islanders and connoisseurs of sunsets arrange themselves at their favorite beach side vantage point on the west and south shores of Oahu for a chance to see the legendary “green flash”. In all of my years of living in Hawaii, I have only seen it twice, but sometimes I think it was a result of a very strong Mai Tai and staring at the sun too long. If you’d like to try for a glimpse of this phenomenon, you might as well be sitting in a comfortable spot with a great drink in hand. SWIM is a poolside bar with views over the statue of Duke Kahanamoku out to Waikiki beach. On an upper deck of The Hyatt Regency Waikiki, you are above street level so nice treetop and beach views are yours. I recommend the Lychee Martini ( pictured). The pupus are really good here too and if you plan it right, might serve as dinner. If not, hop over to SHOR American Seafood Grill. Visible across the pool with indoor or outdoor seating, start with amazing Baby Kona Abalone with garlic herbed butter, the tremendous seafood tower or the catch of the day you pair with a sauce you select from the list like Pineapple Shiso Relish, Hamakua Mushroom, Soy Radish etc. Insider Tip : Valet your car gratis with purchase – so get your ticket stamped and tip your valet.
  • 3551 N Escala Ct, Park City, UT 84098, USA
    At the Hyatt Centric, luxury amenities meet front-door access to 7,300 acres of ski terrain, including the 314 trails, 40 chairlifts, and six natural half-pipes that make up the Park City Mountain area of Canyons Village. For even more adventure, the hotel’s in-house activities company, Wasatch Adventure Guide, can arrange for dogsledding, fly-fishing, heli-skiing, hot-air ballooning, and even ice-climbing excursions. If you’d rather soak up some culture, there’s complimentary seasonal transport to Park City’s charming Main Street and its dozens of galleries. After a long day of exploring, guests can unwind in the resort’s heated outdoor pool, or in front of their own stone fireplace. The 120 guest rooms and apartment-style residences offer a home-away-from-home feel, with even the standard rooms featuring a partial kitchen stocked with china for four. In case you don’t feel like entertaining, the on-site Escala Provisions Company Restaurant & Bar offers après-ski fare like classic fondue as well as a dinner menu with dishes like a grass-fed beef burger with tomato jam, pork belly, and pommes frites.