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Created from two renovated vintage motels in 2016, the 102-room Coachman blends midcentury bones with a modern, outdoorsy sensibility. A few blocks from both Lakeside Beach and Heavenly Ski Resort, it works equally well as a summer or winter base. The seasonal outdoor pool, year-round hot tub, nightly s’mores around the firepit, and lobby beer-and-wine bar make it easy to settle in after a day outside.

Accommodations range from guest rooms to one-, two-, and three-bedroom suites, plus a standalone cabin with a full kitchen that sleeps four. Rooms pair modern-rustic design with Bellino Italian linens, Malin+Goetz toiletries, Apple TV, and rubber flooring at the entryway—a thoughtful detail for wet boots and ski gear. A complimentary continental breakfast is included.

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A novel way to combine great food with a classic city tour, the double-decker Crystal Bus provides delicious sightseeing. Nibble Chinese dim sum prepared by the restaurant One Dim Sum (which was awarded a Michelin star in 2012), while driving past more than 20 of Hong Kong’s most famous sites (and stopping at one for photos), from the Hong Kong clock tower to the 1881 Heritage Building, a 197-foot-high Ferris wheel, and Portland Street, the city’s famous red-light district, known for its neon. Each tour—one at lunch goes from Kowloon to Hong Kong Island and another at teatime from Kowloon to New Territories—lasts about 2.5 hours. Both start at No. 7 Hankow Road, Tsim Sha Tsui, in Kowloon.

The oldest bar on the island, Flor de Oriente was established in 1935 and remains a favorite for both island natives and repeat visitors. It’s a great spot to grab a happy hour drink away from the crowds at the beach, as well as a bite to eat, like locally caught fish, burgers, and bitterballen (a deep-fried Dutch meatball and the perfect accompaniment to the lengthy beer list). There’s usually live music on the outdoor patio, too, from jazz to oldies to the ever-popular house band Flor de Oriente Social Club, which plays merengue and salsa every Friday.

One look at this hilltop fort, perched over the Port of Kingstown, and you know the British built it to fight the locals rather than to meet any threats coming by sea—all the cannons face the island’s rugged interior, where the Caribs lived. Inside the fort, you’ll find a series of murals depicting the bloody Carib wars. Kids will love exploring the old buildings, and everyone will enjoy the views.

Meat lovers flock to Ken’s BBQ, the most popular outdoor grill on the island. Located in a line of stalls across from the market in The Valley, this informal spot prepares and serves up barbecue pork and chicken in typical island style. Ask any Anguillan and you’ll learn that Ken’s are best ribs in the land, probably because Ken raises all the animals for his farm-to-grill operation. Options for sides include french fries and garlic bread. For a tasty meal at under $10 per person, it’s a no-brainer.

The Caribbean’s first long-distance hiking trail runs 115 miles south to north. Fourteen segments break Waitukubuli into manageable day hikes—important for rule-followers, as camping is tolerated but not technically legal in Dominica’s reserves and national parks. Brace for lofty peaks, precipitous valleys, and riotous tangles of rain forest vegetation on this trek, which bears the island’s original indigenous name, meaning “tall her body.” Consider hiring a local guide for expert advice on trekking the steep, corrugated landscape, which Christopher Columbus once described by simply crumpling up a ball of paper.

Near the northern end of Andros Island, about 15 minutes by air from Nassau, remote Kamalame Cay is worth the effort it takes to get there. The 96-acre private island features 34 rustic-chic rooms and suites, all within steps of a white-sand beach, as well as a central Great House where guests come together to sip wine before dinner and share stories afterward (of course, many opt for a secluded, candlelit meal set up somewhere along the three miles of shoreline). A range of seaside activities keep everyone from the kids to newlyweds to the occasional celebrity happy. There’s a freshwater swimming pool, an over-water spa, world-class fishing off the coast, and entertainment by local “rake-and-scrape” bands. And for those who live in fear of being unplugged, relax. Kamalame Cay offers hotspots around the island for full cell service (if you want it) and Wi-Fi in the reception area.

Islands of the Caribbean with historically strong ties to Great Britain aren’t exactly known for letting it all hang out but just to the south of Galley Bay Resort and Spa, is Antigua’s one-and-only clothing-optional stretch of sand: Eden Beach. Intrepid (or maybe a little fool-hardy) travelers can borrow bikes from Galley Bay to make the trip, but be warned: there are several steep hills standing between you and taking it all off, but, as I found out on my last visit, that just makes the payoff that much sweeter! The beach is much larger than you might expect with lots of private nooks. There’s even an exotic mini-islet within swimming distance from shore. The place is positively picturesque. But you’ll have to show some restraint. There’s a strict “no cameras allowed” policy out of respect for your fellow nude neighbors.

Tucked away in a quiet area outside of town, Flora Farms is an excellent place for lunch, dinner, or — better yet — a cooking class. While there, we learned how to make vegetarian tacos (tortillas and all) after going through a tour of the gardens. I’d highly recommend.

They also have a lovely garden in the front of the restaurant with an ice cream stand, perfect for nice days.

The 53-mile South Coast Track is the most epic odyssey in Tasmania’s most epic national park. It’s challenging and requires camping, not to mention advanced mountaineering skills, but it’s worth the effort for the primordial scenery, the sheer solitude, and sightings of such rare Tasmania wildlife as the near-extinct orange-bellied parrot. For a water-based expedition, Roaring 40s Kayaking arranges three- and seven-day trips that fly to the gravel airstrip at Melaleuca and paddle through the tannin-stained waters of Bathurst Harbour and Port Davey—maybe to forested islands or through The Narrows; it all depends on the notorious weather. Either way, you’ll stay at the pre-erected Forest Lagoon camp and savor your dinner and drinks like never before.

Take a road trip up to the North Shore of Oahu and go hungry! A stop at Giovanni’s Shrimp Truck is a must if you are a garlic and butter lover...and really - who isn’t? Make sure you have plenty of napkins!

You’d be hard-pressed to find a better view of Hamilton Harbour than the one at Newstead Belmont Hills, where the 60 one-, two-, and three-bedroom suites satisfy the Airbnb set with in-room kitchens, Jacuzzi tubs, and sleeper sofas. Though there’s no on-site beach, the resort’s shuttle can transport you to the nearest shoreline (about 10 minutes away), and a private water taxi is on hand to ferry guests to the restaurants and shops of Hamilton. Care to stay put? One visitor per room is gifted a complimentary round of golf on the property’s championship 18-hole course with your stay, the harbor-front infinity pool and club becomes one of Bermuda’s top happy-hour scenes come sunset, and Beau Rivage, the island’s only French restaurant, is renowned for its Gallic specialties such as Provençal shrimp risotto and foie gras–stuffed beef Wellington.

One of the best spots in the Caribbean for surfing is Barbados. And if you’re not one of the best surfers in the world (like me), one of the best breaks on the island to catch some waves has got to be Freights Bay. The added bonus is that most late afternoon sessions end with a spectacular flourish as the sun sets smack in the middle of the bay.

My favorite part about living in Hawaii is the view from where I live. I am tremendously blessed to have the spectacular ‘perch’ that I do looking over Diamondhead, Waikiki, Honolulu, and past the airport to Ko’olina. If you are looking to see such a spectacular view of Southern Oahu, drive up Round Top Drive to Pu’u Ualaka’a State Park for sunset. You will find a large grassy area to share a picnic or lay back and watch the clouds roll by. Or you can stand up a bit higher at the lookout and identify all the places and roads you have been while in Honolulu. If hiking is more your style, there are plenty of trails up on this scenic route as well. Or, perhaps, you will just enjoy the curly queues and hairpins of the the Tantalus-Round Top Drive loop. No matter what you do, it is a refreshing reprieve from the busy scene in Waikiki!

Set on a steep hillside overlooking vineyards and the Silverado Trail, Stuppa Estate Napa Valley manages to be both secluded and well positioned for exploring Napa Valley’s wineries and towns. The suite-only property has five poet-themed rooms—refreshed in 2021 by Erin Martin Design and embellished with hand-painted murals by artist Michael Duté.

Each suite is themed after a literary icon, such as Emily Dickenson, and includes a private patio, a soaking tub, and an outdoor shower—including a few oriented toward the valley. Sunset is a highlight: All rooms face west, giving guests unobstructed evening views of the valley and vineyards below.

Breakfast is a lavish spread with dishes like seasonal pancakes or shakshuka—served either in-room or on the open-air patio. A small outdoor pool and on-site spa treatments add to the quiet atmosphere, and staff can arrange private tastings at Sullivan Rutherford Estate, a boutique winery under the same ownership. Service is a defining feature; the team handles everything from sunset cocktails to dinner reservations with a level of care that consistently elevates the stay.