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St. John is the least developed and most sparsely populated of the three main islands in the U.S. Virgin Islands. That’s not surprising, since more than half its land is protected as a U.S. National Park. Most visitors reach St. John by ferry from St. Thomas, landing at the dock in Cruz Bay, St. John’s main settlement. A village with only a few thousand residents, Cruz Bay has gained a reputation as an upscale retreat for movie stars and other high-profile people looking for a secluded getaway.

It all started back in 1956, when businessman and conservationist Laurance Rockefeller, who had bought extensive land holdings on St. John, opened the low-key but luxurious Caneel Bay Resort. It’s still going strong, and visitors can stop in for lunch and a swim in the beautiful bay. Rockefeller later donated much of his estate to the national park.

Snorkelers should make time for an underwater tour in Trunk Bay, where the National Park Service maintains a submarine snorkeling trail. And no sightseeing drive around the island is complete without a stop to see the fabulous panoramic view from the Bordeaux Mountain Overlook. Back in the town, the boutiques at Mongoose Junction offer one-of-a-kind souvenirs, while Cruz Bay Landing is a perfect spot to grab lunch and drinks.

If eating huge plates of pork, deciphering local slang, and snowshoeing through the woods of Québec can’t bring two siblings together, what can?

When someone tells me they’re traveling to Spain and looking for recommendations, San Sebastian (Donostia, in Basque) is my first thought for city destinations in the northern part of the country. It’s charming, beautiful, and steeped in history. Mount Urgull, the hill that stands on the right side of the bay, epitomizes all those characteristics in one easy to explore package. Mount Urgull is an easy walk from anywhere along the Promenade, and you can either walk up from Parte Vieja or walk around by the aquarium and the point to see views of the Bay of Biscay. I’ll recommend that you start with the second way and, coming back down, drop right into Parte Vieja. That way you get the best of both.

This colonial artifact overlooks the turquoise Indian Ocean and the Coast Line train that runs along it. Sights from the ocean-view rooms stretch to the city of Colombo, 20 minutes away. Trainspotters should request a room at the hotel’s north end to score a balcony with views of the ocean and the tracks. From $105, 94/(0) 11-271-1711, mountlaviniahotel.lk

As soon as they see it along the Great Rift Valley, hiking enthusiasts want to climb Mount Longonot, a dormant volcano that last erupted sometime in the 1860s. The name Longonot is derived from a Masai word that means “steep ridges"—fitting because the journey to the top is nearly vertical, along deep crevices and crumbly rocks. Summiting usually takes about 1.5 hours; from the top, peer into the forest-filled crater and sit under a shaded gazebo to enjoy a picnic. If you have the energy, it’s also possible to hike the rim of the crater, but be warned: Skirting around takes roughly three hours, not including the journey back to the bottom.

This steep hike is about eight miles out and back, but many are willing to make the trek because of the photo opportunity that waits near the summit. Potato Chip Rock is a sliver of granite that protrudes from a boulder. Since it’s sturdy enough to stand on, hikers often head to the edge and strike creative poses to post on Instagram. Located in Poway, the trailhead is 27 miles from downtown San Diego, but well worth the drive—the panoramic vista from the top offers a great perspective of San Diego County’s canyons and hilly topography. In addition to Potato Chip Rock, be sure to check out the other large boulders and rock formations that litter Mount Woodson.

According to the Book of Deuteronomy, it was from Mount Nebo that Moses first saw the Promised Land. Today, the Moses Memorial Church sits next to a viewpoint offering a dramatic—and windy—opportunity to see for yourself what Moses saw. Information boards point you in the direction of Jericho, Bethlehem, and Jerusalem, and also remind you that you’re standing in the center of the Holy Land. After taking in the vistas, explore the church, which, though modern in style, was built over a 6th-century basilica and features some of the most charming and well-preserved mosaics in the country (the animals in the hunting and herding scenes are particularly delightful). Below the church, a small museum excellently describes the history of the surrounding site.

Streams in the Smoky Mountains are among the most productive mountain trout fisheries in the world, but without knowing where to go, you’re likely to do a lot more fishing than catching. The staff at the Smoky Mountain Angler, Gatlinburg’s most respected tackle and guide shop, can point you in the right direction. Better yet, they can take you there, whether you want to target trout or bass. They’re also proficient in the quickly growing technique of Euro nymphing, featuring fast-sinking flies that open up waters that are nearly impossible to fish with a traditional approach. The Angler also sells fishing licenses and rents waders and rods, so even if you’re determined to have a solo outing, it’s a smart first stop.

Visible from anywhere in Kailua-Kaneohe are the three peaks of Mount Olomana. The majestic peaks are named after a mythical Hawaiian warrior and offers more than spectacular views from all angles. To reach your destination from Honolulu you take the Pali through the Kalanionaole Highway and look out for the Luana Hills Country Club. You can park right outside of the club as the entrance to the hike is just a quarter mile from the entrance. The peaks are challenging, with steep drop-offs and some rock climbing, and are only for experienced hikers. The first peak offers the highest views and the third is the most dangerous of all the peaks. Make sure you do your research and talk to locals about likely conditions. That said, it’s been my favorite hike on Oahu so far and it offers unforgettable views of the city. Bring some snack and water with you to sit atop one of the peaks and have a quick picnic.

Sometimes you have to be a tourist to enjoy the great pleasures that travel offers. That’s why a visit to Mountain Top on St. Thomas is a must-do activity for any visitor. In 1949, a British restaurateur began a mission to develop the best Caribbean libation. He finally settled on the now-famous banana daiquiri, which he first mixed on St. Thomas. The drink is still served up daily using the original ingredients at Mountain Top, an emporium of souvenirs and kitsch. Just walk through the mountains of t-shirts to enjoy both the drink and, honestly, one of the best views on the island.

For guests at the Ritz-Carlton, Dove Mountain, there’s no mistaking that they’re in the High Sonoran Desert of Southern Arizona. There are the saguaro cacti, the cooing quail in early morning, the black-velvet skies at night, and, rising directly behind the resort, the Tortolita Mountains, whose granite boulders are inscribed with graffiti-like messages that have been there for a thousand years. Visitors so inclined can get equally lyrical about the 27-hole Jack Nicklaus–designed golf course, the 17,000-square-foot spa and fitness center, the three swimming pools, or the dishes made visible in the open kitchen of the resort’s main restaurant, the Core Kitchen and Wine Bar. The pervading feeling is that this is a place people have been coming to for refuge, rest, and replenishment for a very long time (since before 2000 B.C., according to some experts).

If you’re impressed by the jungles and rivers surrounding San Ignacio, you’ll be in awe of the contrasting landscapes as you head south from town. Mountain Pine Ridge Forest Reserve, a wide-open expanse of jungle, rocks, waterfalls, and caves, is reached by a dirt road lined with towering pine trees. Staying in a remote lodge in the reserve area is as romantic as it gets, but even a day trip has its rewards. Take a dip in fresh water after hiking to uncrowded waterfalls like Big Rock, or swim at Rio on Pools, a swimming hole fed by cool, cascading waters. This reserve is one of Belize‘s grandest wild landscapes.

Mountain Equestrian Trails (MET) Outfitter & Lodge exemplifies the best of family-run ecotourism. Anywhere with an address like “Mile 8” off a pot-holed dirt road in Belize’s jungle is guaranteed to be an off the beaten path experience. The car ride in is a bumpy ride but makes arriving a true reward. The small staff of horse-riding adventurers embraces you like family and personalizes your stay with their endless knowledge of the land, animals, history, surroundings and active excursions. Toucans pose in the tree tops, parrots dart through the lush surroundings and horses graze nearby, ready for guests to ride them to nearby swimming holes, waterfalls and caves. The rooms are cozy, kerosene-lit Spanish bungalows topped with palm-thatched roofs and the Cantina serves as the central hang-out spot where farm-fresh meals and drinks are served. The Cantina is also the only place on the property with electricity and Wi-Fi so you’re not completely off the grid, but with views like the one pictured, you could care less even if you were.

The Little Nell exudes understated mountain-town luxury. This five-star property has Aspen’s most coveted location, set at the base of Aspen Mountain, just steps from the Silver Queen Gondola. Interior designer Holly Hunt refreshed the rooms with a stylish yet cozy new look in 2012. The Nell is all about options and offers a range of accommodations, including residences. All come with gas log fireplaces, and most have private balconies. The service is what sets the Nell apart. A team of ski concierges can help with everything from boot warming to tune-ups; in summer, the team connects guests with top guides for fly-fishing, mountain biking, and hiking. Ajax Tavern is the place to be for après-ski, and it’s the ultimate spot to people watch during the annual Aspen Food & Wine Classic. Even pets get VIP service and amenities such as puppy jet-lag kits and epicurean dog treats.

The Artisan, inside the Stonebridge Inn, serves modern American cuisine, using locally sourced ingredients in a refined and relaxed setting. Sound pretty much the norm? The Artisan is blessed with a charming setting: There’s a lovely stone fireplace in the main dining room and then, up some steps, bar seating and tables in a solarium with mountain views. Outside the solarium, deck seating means dinner with fresh-air mountain views. Set the tone for a great meal by ordering the grilled artichoke heart appetizer, garnished with a truffle aioli and lemon zest. The recommended entree: a New York strip steak, topped with a bourbon, peach, and cherry salsa, and served with cashew rice and scallions.