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Right in the center of town, Capri Tiberio Palace mixes la dolce vita glamour with a globe-trotting sensibility that’s equal parts quirky and elegant. Wanderlust-inducing knickknacks such as globes, vintage trunks, and an eclectic collection of art stud the public spaces, and bookshelves are stocked with coffee-table tomes from the publisher Taschen. A white baby grand provides the soundtrack for aperitivo hour at the Jacky Bar, where wicker poufs, striped blue-and-white banquettes, and Panama hats repurposed as wall decor signal vacation vibes; things are slightly more reserved at the terrace restaurant, a formal space whose brightly colored dishes (think seared scallops with almond sauce and beef tartare with chestnut cream as well as kosher fare) are rivaled only by the panoramic views of the island’s craggy peaks coast and azure sea. And the indoor-outdoor swimming pool, though small, is a savior in the summer heat.

Situated on the eastern coast of Motu Tevairoa, with magnificent views of Mount Otemanu in the distance, this private beach resort features 80 rooms and villas, ranging from garden villas with thatched roofs and their own private gardens with plunge pools to gorgeous overwater bungalows with private decks and direct access to the lagoon below. The property’s out-of-the-way location attracts a lot of people who want to escape the more active, touristy parts of mainland Bora Bora, with lots of relaxation options right on the property, including a garden spa specializing in Polynesian treatments and massages. For those who do want to get out and about, the resort offers a large range of activities both inside and out of the lagoon, from helicopter tours to helmet dives (in which travelers don weighted helmets pumped full of oxygen and descend into the waters below) to encounters with sharks and rays.

Though it lacks a beach, this family-owned and professional diver–managed resort on the rocky coast just south of George Town has direct ladder access into the Caribbean. Grand Cayman’s two famous underwater sites, Eden’s Rock and Devil’s Grotto, are just a short swim away, and boat trips offer the option of two daily dives (including night dives). Images by some of the world’s most respected underwater photographers decorate many of the tiled and comfortable smoke-free rooms, some of which have kitchens and private balconies or terraces. The vibe is laid-back; post dive, guests sit by the pool or swap stories at the palapa bar, which has the island’s best sunset vista. Managers Anne Briggs and Lisa Evans, the granddaughters of Sunset House’s founders, make sure everything runs smoothly and ensure visitors explore the best of Grand Cayman both on shore and underwater.

Built as an aristocratic country manor in 1746, Kokkedal Castle was a private residence for much of its existence, hosting salons and parties for Copenhagen’s elite. Restored and opened as a hotel in 2011, the castle is now one of Denmark’s most luxurious stays, set on acres of sprawling parkland along the Danish coast, just 30 minutes north of Copenhagen. With its manicured gardens, afternoon tea on the terrace, and 18th-century–inspired decor, it feels like that friend’s country estate you’ve just been waiting for an invitation to—if, that is, your friend has an excellent restaurant in the original cellars, specializing in Danish and French country cuisine, and a world-class holistic spa ready to cater to your every whim.

To top it all off, thanks to the castle’s location, both Copenhagen and the region’s myriad other sights are within an hour or two’s reach, either by train or by car.

By law, every beach in Antigua is public. But at this all-inclusive resort surrounded by 140 acres of undeveloped land on the island’s west coast, guests feel “their” beach belongs almost exclusively to them. The hotel is a 35-minute drive from the airport, and it’s accessed by an unpaved road. Seclusion is a big part of the appeal at this adults-only (except in July and August) hideaway. Its 27 minimalist but spacious cottage suites begin on the beach and are scattered up a hillside that overlooks a picture-perfect bay. All the cottages have outdoor showers, king-size beds with mosquito netting, and at least a partial view of the sea. Expect to see a lot of honeymooners and other romantically inclined couples here, but don’t expect to see much of them, except at meal times, when the foodie-approved mix of European, American, and Caribbean dishes draws out even the most recently married.

Bear Mountain Lodge has had many lives since it was first built in 1928. Back then, it was a school for unruly boys from the East Coast; later it became a country club and hotel for the well-heeled; and before artist-turned-innkeeper Linda Brewer bought the property five years ago and turned it into a 10-room lodge, it was owned by the Nature Conservancy. It’s fitting, then, that nature is the main attraction at the lodge, which sits on 178 acres and has horses, cows, and chickens, plus birds and butterflies and a pond that’s home to the endangered Chiricahua Leopard Frog. The Gila National Forest—at 2.7 million acres, the largest wilderness area in the Southwest—is the lodge’s back yard. If you find yourself missing civilization, Silver City is just over three miles away, but escape is really the point here. And while there is Wi-Fi, there aren’t any televisions.

You will need a head for heights to visit Slieve League; at 600 meters (2,000 feet), these are the fifth-tallest sea cliffs in Europe. What makes them so special is that they are also some of the most accessible ones. Nearly three times higher than the Cliffs of Moher in County Clare, they offer gasp-worthy views of the swirling waters of the Atlantic Ocean. On a clear day you can see as far as County Sligo or the coast of County Mayo. Only experienced walkers should tackle One Man’s Pass, a narrow trail that reaches the highest point, but there is a network of easier trails for visitors of any ability to enjoy.

A private-island resort six minutes by boat off the coast of Antigua, Jumby Bay is one of the Caribbean’s top luxury, all-inclusive stays, and one of its most environmentally aware. A $28 million renovation in 2010, which included the addition of 28 suites and a first-ever spa, gave it all the digital-age essentials: 42-inch flat-screen TVs, iPod docking stations, Bose sound systems, free Wi-Fi. Yet its underlying spirit of environmental responsibility, highlighted by its hawksbill sea turtle preservation program and its banishment of wheeled vehicles except for golf carts and bicycles (every room comes with two bikes), continues to reign. Rosewood manages the resort, but it belongs to an association of island homeowners, some offering their properties for rent. So if, say, a 1,346-square-foot beach-view pool suite isn’t big enough, it is possible to do as celebs such as Hillary Swank, Jim Carey, and Paul McCartney have done and plop down up to $20,000 per night for a private villa or estate home. Couples can be perfectly content here, but it is especially attractive to families, who appreciate programs like the Rose Buds kids’ club.

Reach Falls is an off-the-beaten-path delight. Located up in the John Crow Mountains on Jamaica’s east coast, this 30-foot jade-colored cascade tumbles into several pools in the surrounding rain forest. You’ll need a bathing suit and a waterproof camera to capture the natural splendor. Local guides are available to help you make your way across the swimming holes and levels, and show you the best spots. Or you can explore it solo. Because of its distance from tourism spots, there are no crowds, no harassment, just an entrance fee to your very own Garden of Eden. On-site changing rooms are available as you exit by the parking lot. Small fun fact: The falls play a minor role in the 1988 Tom Cruise movie Cocktail.

Aldeia da Pedralva is more than just a hotel. It’s an actual village hidden away among the wildflowers and beaches of Portugal’s Vicentina Coast. The owner Antonio Ferreira was looking for a career change and when he stumbled upon Pedralva village (at the time no more than a pizza place and abandoned, dilapidated houses) he began to buy them up and rebuild them. It took Ferreira and his wife Filipa more than two years to find the original owners and get permission to buy their homes. Today, Ferreira has turned a former ghost town into a destination eco hotel with a restaurant and grocery shop stocked with produce from the on-site vegetable garden. Each of the 31 restored homes has a rustic charm and was furnished by a designer friend of Ferreira. The best part of staying at Aldeia da Pedralva is that you feel like part of a community. Ferreira’s Newfoundland dog Urso often greets guests. Dinner often features fresh seafood caught that day and plenty of Portuguese wine. A stay here is a lesson in how satisfying simplicity can be.

“They get a little cranky if you get too close to their heads,” warned my tour guide at Crococun Zoo. I was in the reptile pen standing near—no straddling—a 6 foot, rescued croc wondering what on earth I was doing when my guide smiled and suggested I squat down and pet him. Crococun Zoo is really a rehabilitation center for exotic animals on Mexico’s Yucatan coast. If you visit, you will find monkeys, parrots, boa constrictors, lizards, deer, wild dogs, coati and more. Most of the animals can be fed or held, and I am generally fine with that. In fact, I enjoy letting 10 foot long snakes wrap their thick bodies around my neck. I love adventure. But at Crococun, you can literally walk among the crocodiles. You can step right over them. Believe me, the $28 you pay to get in the park is a small price to pay to pet the tail of a crocodile. Just make sure they are well fed.

A beautiful drive through the mountainous west coast past the bayside city of Mayaguez opens up to windy roads lined with banana trees. Your destination is the coffee town of Maricao—a small, unassuming city that plays host to festivals, coffee tours, and aquaculture. Also the home to the hidden gem of Salto Curet waterfall. To get down to your starting point, a car with 4x4 is preferred but not always necessary (Going during the rainy season? Drive a truck or SUV). You’ll park in a vacant lot at the bottom of a hill and follow the trail over a river and up the mountain. You’ll eventually reach an abandoned ranger station; at that point you’ll turn left and trek up river. Just a short distance later is the isolated waterfall. Take a swim in the cool water, or hunt down the even smaller trail off to the left that takes you up the rocks to the higher and more roaring waterfall above. This is my most loved waterfall site. It’s secluded and never sees many guests at one time. Bring your camera and a waterproof bag, as it’s likely you will be caught in the rain. It is a rainforest, after all!

La Isla de Guilligan (Gilligan’s Island, though not the one from the television show) is a popular hangout for Puerto Rican locals. I myself am only home for several weeks a year and I still go once or twice every year. The island is sometimes isolated and sometimes crowded. It boasts snorkeling (I’ve spotted many anemones, fish, crabs, starfish, and barracudas), calm water perfect for floating and swimming, and several trees from which you can jump into the water. It’s off the coast of Guanica, and there are two ways to get there. Either take a ferry (call 787-821-5706 for more information) or rent a kayak from Mary Lee’s by the Sea. If you choose to do the latter, you might want to take your kayak to Isla Ballena (see my highlight “Kayaking and Snorkeling and Hoping for Whales”). This tends to be a day trip, so I suggest you have some food. You can either pack up your own or, if you take the ferry, place an order before embarking and tell them when you’d like to have it delivered. There are picnic pavilions that you can claim if it’s a calm day or you get there early.

One of my favorite dive sites on the west coast of Puerto Rico is Crashboat in Aguadilla. This shore dive is easily accessible for all levels of diving, and you’re guaranteed to see something amazing on this artificial structure. Crashboat is named for this once Air Force based marina, where the “crashboats” would deploy to retrieve the crashed planes from training sessions of Air Force pilots. It was later abandoned and turned into a recreational area for locals and dive enthusiasts. Scout the pilings for seahorses, frogfish, octopi, and lionfish. At maximum depth of 30 feet, find a sunken base where bigger fish like to hide. Bring your flashlight to scope out the interior. Not a diver? No problem. Enjoy the sandy beaches, reggaeton music, and aromas of delicious Puerto Rican food all day long. One entire side of this recreational park is lined with street vendors selling food, handicrafts, and drinks. Want that true Puerto Rican vibe? Want to see how the locals relax on a weekend? Crashboat is your place. But if you’re not interested in the crowds, come here in the morning on a weekday. I dive here regularly, and I avoid crowds by diving early. Enjoy!

Opened just in time for the 2010 Vancouver Winter Olympics and conveniently located next to the convention center, Canada Place, and Coal Harbour, the ultra-modern Fairmont Pacific Rim is a magnet for visiting CEOs, celebs, and dignitaries, along with anyone who appreciates luxury touches and on-point service. Contemporary, comfortable, and framed by floor-to-ceiling windows, the 367 rooms and suites are among the most tech-friendly around, with the in-room iPad2 allowing guests to book a spa treatment, order the valet car or room service, and control temperature, lighting, and drapes at the touch of screen; even the bathroom mirror transforms into a TV. Check in to one of the cushy Owner’s Suites for upgraded perks like bath amenities personalized with your name, and a customized LP collection to enjoy on your in-suite record player.

Considered one of the best spas in town, the sprawling Willow Stream Spa offers targeted treatments (many featuring West Coast ingredients) and an outdoor lounge equipped with day beds and hot tubs. The hotel’s excellent drinking and dining options draw both guests and locals. The Lobby Lounge & RawBar buzzes with live music and diners enjoying light bites, creative sushi, and sustainably-sourced seafood, while Giovane Café is a casual spot for pizza, coffee, and grab-and-go items. Opened in 2017, the airy, garden-inspired Botanist ranks among Canada’s best restaurants for its modern Pacific Northwest-focused cuisine, well-curated wine program, and adjacent Cocktail Bar + Lab, where culinary techniques and appliances are used to craft unique libations. Art is also a big part of the atmosphere, with installations by noted artists wrapping the exterior, and rotating exhibits and fashion-themed installations adorning the interiors.