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Lake Geneva is one of the gems of the Cloud Peak Wilderness. The picturesque lake, nestled in between great rocky mountains and old pine forest, is roughly 3.5-miles from the Coffeen Park trailhead, which makes it a breeze to access for hikers of even moderate experience. The trail to Geneva skirts Edelman Creek and runs past beautiful Duncan Lake, a host of old mine camps, and finally runs through the Big Goose Creek at a crossing that is at once thrilling and quite safe.

Geneva is one of my favorite destinations in the Cloud Peak Wilderness because it serves so many purposes - I love to overnight near the shore when taking off on long backpacking adventures, I get a kick out of running the trail to the lake when I’m feeling spry, and I’ve found few places this picturesque during all my time in the mountains. The view from Geneva Pass (pictured here) is simply unparalleled.

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’ll feel zen from the moment you drive in from nearby Kyoto, along a narrow road through Japanese cedars and past temples and shrines, to the moment you sink into a hot bath at this intimate ryokan. Refreshed and relaxed, you’ll then sit down to an exquisite kaiseki meal of freshly foraged food prepared by a Michelin-starred chef. Oversized windows bring the outdoors in to the immaculate and simple tatami rooms, which come with both lunch and dinner. Book well in advance, given the inn’s small size and low-tech reservation system.

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.

A marine sanctuary in northwest Maui, Honolua Bay delights snorkelers and surfers alike. The right side of the bay boasts dense, showstopping coral that attracts vibrant fish, while the shallower left-hand side features lava caves, archways, and sea turtles in the summer months. Come winter, some of Hawaii’s most beautiful barrel waves start peeling around the point, drawing only the most experienced daredevils. Note that fishing here is forbidden and parking can be tricky—visitors often have to park along the cliffs and hike down through a magical, Robinson Crusoe–type forest to the rocky shoreline. When approaching the bay, watch for mile marker 32. Just past it, you’ll find stairs down to Mokuleia Beach.

A trip up to the Dee Wright is a required trek for all my guests who visit Oregon. If you want to experience the power and beauty of the planet, the Old McKenzie Highway delivers an eyeful. Starting in Ponderosa Pine forests and climbing to 5,300 feet above sea level, the road wages a mighty battle to deliver travelers to the top. The structure at the pass is built out of lava from the surrounding flow and towers above the old wagon road that is now Route 242. The road is closed in winter, but it’s a busy corridor during the summer tourist season. The observatory has windows which become frames for the famous peaks easily seen across the barren landscape. On the top deck you can easily see Mt. Hood to the north on a clear day. An interpretive trail gives visitors a great geology lesson on Cascade volcanology. It is a very harsh environment with the blistering heat of summer and the raging snow storms of winter. One can hardly imagine moving though this moonscape in a covered, ox-drawn wagon back when Oregon was just a territory. Nothing like it.

Many Caribbean islands (Anguilla included) are made primarily of limestone. Over many thousands of years, caves often form in this type of rock speckling the islands with tons of little caves to explore. On Anguilla there are plenty to explore, but the hike to the Iguana Cave is particularly pleasant. It starts on the quiet and isolated sands of Katouche Bay Beach just past the Masara Resort. It’s pretty much due West of the capital of The Valley and very easy to find. The only awkward part is the very steep road that descends the last mile toward the shore. There you should find a gap in the sea grape trees. Staying on this path will take you past a salt pond, through a forest crawling with hermit crabs, up an old stone staircase, through a grove of cactus, past the occasional red-footed tortoise, and finally to the cave. Going at an easy pace, the hike clocks in at around 45 minutes up and 45 minutes back. For the most part, it’s pleasant and I highly recommend it as a way to break up a bounty of beautiful beach days.

A challenging dayhike with a glacial-lake view at the end, and then Bratwurst-und-Bier for dinner: a perfect summer’s day in Washington State’s central Cascades! Take Icicle Creek Road from the town of Leavenworth to Eight Mile Road, then turn left and follow it up to where it ends at the trailhead to Lakes Stuart and Colchuck. This is a forested granite peaks wonderland. The switchbacks are shaded and crisscross streams; waterfalls will replenish your canteen...At 5800' you arrive at Lake Colchuck, glacially-colored beneath Dragon Tail Peak and Aasgard Pass (The NW’s Nordic heritage is evident here.) You might be gasping for adjectives, but you’ll understand why this area is called “The Enchantments.” Back down in civilization, feed your post-9-mile-hike-appetite with hearty Teutonic fare; Leavenworth is a mining-town-cum-Bavarian-hamlet--faux, but well-done. The pseudo-German architecture hosts many eateries, including München Haus--with its outdoor Biergarten, it will welcome even sweaty hikers. Several kinds of Wurst are available, served with local microbrews. Slake your thirst and savor the scenery... (About 2 1/2 hours from Seattle.)

Saddle-shaped Cradle Mountain is the state’s most popular peak and the starting point for the 64-kilometer (40-mile), six-day Overland Track. For day-trippers, there are quicker walks, including the Dove Lake Loop, which traverses temperate rain forest on the slopes of the park’s namesake peak, as well as rafting and rappelling adventures run by outfitters such as Cradle Mountain Canyons Tours. Other highlights include Waldheim Chalet, a replica of the home of Gustav Weindorfer, the park’s founding father.

The longest developed rail-trail in the country, Katy Trail State Park snakes across Missouri for 240 miles, from the western edge of the state to the St. Louis metro area. Built on the former corridor of the Missouri-Kansas-Texas Railroad, the well-maintained park closely follows the Missouri River, offering bikers, hikers, equestrians, and everyone in between a scenic way to see much of the state. The section between Cooper and St. Charles counties is an officially designated segment of the Lewis and Clark National Historic Trail, adding an educational aspect to any exploration. Most choose to bike a portion of the trail, though hiking, running, and horseback riding are also great ways to experience the park, all the while surrounded by forests, wetlands, prairies, and abundant wildlife. A favorite stop along the way is the charming town of Rocheport, where you can make a pit stop at the bluff-top Le Bourgeois Winery for fine wine and views of the Missouri River Valley.

Straddling a forested isthmus on Corfu, Kontokali Bay Resort & Spa avails its guests of five-star luxury while maintaining a fun, welcoming atmosphere for families. There are a wide range of accommodations (plus all-inclusive packages), from the 170 rooms in the main building to the 89 suites and bungalows clustered in lush gardens around the property; all have terraces or balconies, some with views of the bay or sea. For the VIP treatment, book the presidential suite, which features a private pool with two Jacuzzis, an indoor hammam, and a small gym. Beyond the rooms, guests have several choices for sunning and swimming, including two sandy beaches with loungers and umbrellas, a saltwater infinity pool overlooking the Ionian Sea, an indoor heated freshwater pool, and a kids’ pool in the playground area. Dining options are equally diverse: go casual at the beachside bistro, Mediterranean buffet, or taverna-style food court, or sample dishes that look as good as they taste at Asterias, the fine-dining restaurant.

The Blue Ridge Mountains stand in for the Black Forest at Grand Bohemian Asheville, a 104-room luxury property inspired by old-world Bavarian hunting lodges, complete with stag-antler chandeliers, rich velvet and brocade textiles, and a popular mascot in the lobby—a taxidermied wild boar named Zsa Zsa. In contrast to the more dramatic public spaces, rooms and suites are spacious and light with crisp white bedding and tufted headboards; almost all of the bathrooms have large tubs with shutters that open up to the sleeping area. In addition to the rare original artwork that’s scattered throughout the hotel, there’s a gallery featuring paintings, art glass, woodwork, and sculptures from local, regional, and international artists. George W. Vanderbilt’s Gilded Age castle is across the street, and the hotel is within walking distance of Biltmore Village’s popular restaurants and shops and only two miles from trendy downtown Asheville, making it a convenient jump-off for exploring the Great Smokies.

Interior designer and owner Denis Roy eschewed the palapa-inspired elegance employed by so many Costa Rican resorts in favor of a tropical take on European influences—Victorian architecture, French colonial touches, and Grecian columns among them—creating a resort like no other on the country’s west coast. Owing to its vantage point 1,100 feet above the entrance to the Gulf of Nicoya, the views of the rain forest, ocean, and sunsets are stunning, especially from the infinity pool. Rooms in the main building are fairly basic, but suites and villas offer more luxurious touches, such as Jacuzzis, private ocean-facing terraces, and plunge pools. The property has its own beach (with sun beds, showers, and a snack bar), but since it’s at the bottom of a steep hill, the resort provides hourly transfers. Retreat to the open-air yoga studio, then head to the bar atop the Greek amphitheater to linger over a martini at the nightly sunset happy hour.

With its pristine beaches, emerald lagoons, and wildlife-filled jungles, Manuel Antonio National Park is considered one of the world’s most beautiful natural wonders. There’s no better place from which to explore it than the five-star Arenas del Mar, an 11-acre hotel and reserve that’s set atop rain-forested cliffs overlooking the Pacific and delivers just the right amount of luxury within walking distance of the park. (Just don’t be surprised to cross paths with the occasional monkey, sloth, crab, or iguana.) The rooms on the upper level have ocean views and feature hot tubs on large terraces; beachfront rooms are a particularly good choice for families with children thanks to easy access to the lower pool and the casual Playitas Restaurant. But the resort is also an unexpected culinary beacon, serving sustainable dock-to-dish seafood caught by local fisherman that morning and certified gluten-free options alongside traditional Costa Rican specialties.

Located just 25 minutes southwest of Atlanta’s international airport, the Inn at Serenbe feels like a world away. Spread across 40 acres, the bucolic retreat makes the most of its natural surroundings with an organic farm, a croquet lawn, and a serene stone labyrinth, plus two swimming pools, miles of forested trails, and three restaurants that incorporate farm-grown produce. Individually decorated guest rooms in the property’s three houses and three cottages display local art and heirlooms, as well as cozy amenities like Jacuzzi tubs, fireplaces, and cushioned window seats ideal for curling up with a book—that is, if you can manage to find the time between horseback riding excursions, hayrides, farm tours, and spa services. In the evenings, a bonfire provides just enough romantic light to help you make picture-perfect s’mores.