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While some castle hotels can feel a bit dusty—with all those heavy curtains and canopy beds—the Lough Eske Castle Hotel feels more airy and contemporary than you’d expect from a 150-year-old castle. Located near Donegal Town in the northern part of Ireland, it’s the only five-star hotel in Donegal County. And while the Elizabethan manor house was once at the center of a farm, today it’s fronted by a formal rose garden and surrounded by 43 acres of forest on the banks of Lough Eske, a 900-acre lake.

The hotel has a glass greenhouse-style spa, an indoor pool with views of the grounds, and a restaurant, Cedars Grill, which serves fresh-from-the-sea oysters and filets of Irish beef. But best of all is the lovely, generous staff: Concierges in particular quickly arrive at a first-name basis with guests as they arrange outings and grant even somewhat-annoying requests. And since all guests do here is spa, stroll, and feast, the only real challenge is deciphering the staff’s thick Northern Irish accents.

The California Academy of Sciences is an unfortunately stuffy name for an institution that is anything but staid. The country’s largest natural-history museum includes an aquarium, a planetarium, an enormous rain-forest exhibit under a 27-meter-tall (90-foot-tall) dome, and a living roof that looks like a science-fiction fantasy. A visit here can feel like a trip to an amusement park, with a series of attractions to check out, but all of them are educational. The building itself is part of the appeal of the Academy. (Like the nearby de Young, the old home of the California Academy of Sciences was damaged in the 1989 Loma Prieta earthquake, and starchitect Renzo Piano designed its very environmentally friendly replacement.) It would be easy to spend an entire day or more seeing all of the Academy’s exhibits, so be prepared to pick and choose among them.

View along hike between these two villages.

There aren’t too many opportunities in the Caribbean to ride on horseback to a cave. In Los Haitises National Park, located three hours west of the resorts of Punta Cana, Fun Fun (pronounced “Foon Foon”) Cave is officially known as the largest cave in the Caribbean. Though the cave itself is in the National Park, access to the land goes across a private ranch and requires a guided tour. While the nearly three-hour drive from the resorts of Punta Cana is a lengthy, bumpy, journey into the interior, the scenes from the window provide an authentic glimpse into rural Dominican life. Sugar cane sways, schoolchildren wave, and mangoes drip from the trees. Upon reaching the ranch where you begin the tour you are shimmied into a jumpsuit and saddled onto your horse. A 45-minute ride through the shaded forest brings you to the edge of the National Park. From here it’s another 30 minute walk through sun-swallowing trees until you reach the entrance of Fun Fun Cave. Sliding into a harness and climbing gear, entering the cave requires a 50 ft. repel into a tiny hole which can barely fit your shoulders. Once at the bottom, it’s a one hour slog through the depths of the darkness before reaching the other exit. Inside the cave, stalactites and stalagmites pepper the areas which fall in the beam of your flashlight, and at some areas you are forced to swim through the soothing, subterranean waters. Here, a lone rope helps guide visitors through the hidden recesses of the cave.

Designed by Thai architect Khun Lek Bunnag—who has garnered a reputation for building luxury resorts that highlight the natural beauty of southeast Asia (Four Seasons Resort Chiang Mai; Phulay Bay, a Ritz-Carlton Reserve)—the centerpiece of this peaceful boutique property is a 330-foot swimming pool that’s anchored by four massive gold-leaf columns and meanders through a forest-backed eight-acre garden. Vast domed and wood-covered rooms are controlled with iPads and express a fusion of modern Thai and Indian aesthetics—think sleek marble surfaces, whimsical panelled walls, and silk throw pillows. Guests are mostly couples and child-free travelers unfazed by the freestanding bathtubs that sit next to king-size beds and showers separated from sleeping areas by glass sliding doors. The many unfenced walkways over the swimming pool and other water features make the hotel unsuitable for very young children, though older kids might appreciate outdoor movie screenings.

One of the newer boutique inns to emerge in the Catskills, this 11-room property is a gorgeous mix of old-fashioned elegance and urban styling. Guests can expect classic features such as stone fireplaces and sheepskin rugs along with a glorious hodgepodge of vintage sofas, Moroccan tiling, and framed butterflies. Rooms feature white walls and matching linens, with pops of color in the form of grass-green rugs, tufted velvet chairs, bright wallpaper, and serene, forest-inspired art prints. Just be aware that about half the rooms—specifically, those on the third floor of the old house—share common bathrooms. There’s also a cottage with three bedrooms and its own kitchen, where guests can bring their pets provided they let the owners know ahead of time. Don’t miss the Sunday brunch served in the intimate Bar Room—one of the inn’s owners is a chef by profession, and his culinary artistry gets consistently rave reviews.

Just 30 minutes from the bustling tourist towns of Gatlinburg and Pigeon Forge sits this secluded bed-and-breakfast surrounded by 200 forested acres. Accommodations at Christopher Place are intended for couples rather than families: Nine individually decorated rooms, four with in-room hot tubs for two and several with fireplaces, have only one bed, and children younger than 12 aren’t allowed.

You can savor in-room breakfasts and dinners in a few of the rooms; everyone else can enjoy meals at the Mountain View Restaurant, which serves an affordable, seasonal four-course menu with a backdrop that’s just as satisfying. Hearty breakfasts will gird you for a full day of exploring Great Smoky Mountains National Park, or just hiking the trails outside the resort’s front door. Return for a dip in the pool, then a cocktail or glass of wine in front of a roaring fire at Marston’s Library Pub, named after the property’s owner.

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.

Many of Buffalo’s best hotels used to be something else, from Victorian mansions and architectural landmarks to an insane asylum designed by one of America’s most famous architects. A stay at any offers the chance to learn the city’s history while exploring what’s new and exciting in town.

Vancouver’s serene waters serve as the perfect playground for kayakers and stand-up paddleboarders. Newbies can book two-hour “tasters” at Ecomarine’s Granville Island or Jericho Beach locations, while more adventurous paddlers—of any level—can jump right into tours, like the summer sunset excursion along the scenic shores of False Creek (a protected inlet) and English Bay (part of the Strait of Georgia). While most tours last a half or whole day, Ecomarine also offers more hard-core expeditions, like the weeklong trip to Haida Gwaii. This craggy, rain-forested archipelago is often referred to as Canada’s Galápagos for its vast number of endemic species. It also has a wealth of First Nations heritage sites just waiting to be explored.

Denmark is known for its genius designers, including Arne Jacobsen, Finn Juhl, and Jacob Jensen. Much of their work and influence is on display in the capital, Copenhagen. Great design touches everything in the city from the futuristic hotels to the pilgrimage-worthy restaurants and the New Nordic food they turn out. Walk the city and take in the great architecture or pack or hit the shops and take home super cool Scandi souvenirs from a new breed of design talent.

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.