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The Bonsecours Market is hard to miss, whether you are walking around Montréal’s historic center or looking at the skyline from the harbor. A silver dome caps the long building, which dates from 1844 and was modeled on Dublin’s Customs House. It looks more like a stately civic building than a market, and in fact it was Montréal’s city hall for a while, as well as the seat of Canada‘s parliament for one session. After serving as the central market of the city for nearly a century, it closed in 1963 and was largely abandoned until 1992, when it reopened as the home of a visitors’ center for Montréal’s 350th anniversary. Today it houses a dozen or so boutiques featuring works by local designers, as well as a few restaurants that make for good pit stops on a day of sightseeing.

The Victorian-era glass and wood structure, which looks like a sugar-coated castle atop a grassy slope, is Golden Gate Park’s oldest building. It’s also one of San Francisco’s most splendid historic sites. Wander through five different galleries housing 1,700 species of aquatic and tropical plants along with the world’s largest public collection of high-altitude orchids. The potted plant gallery features rare flowering plants and an assortment of decorative urns and containers from all over the world, including a leftover from San Francisco’s 1915 Panama-Pacific International Exposition. Keep your eyes open for special exhibits, including the annual Butterflies and Blooms, which transforms the conservatory into a magical garden aflutter with hundreds of butterflies.

Why we love it: A centrally located stay with a homey feel and a floating bar

The Highlights:
- Self-contained cottages that feel like home
- A prime location near the Petite Cavigny marina
- A floating bar for sundowners and live music

The Review:
If you’re looking for a home rental but still want a hotel staff, Le Phare Bleu is the way to go. At this village-style resort, the suites and cottages come with kitchens and living areas for a home-away-from-home feel, plus classic Caribbean decor and wide verandas with hammocks or porch swings. Spread throughout a tropical garden, the villas also happen to be right next to the Petite Cavigny marina—an ideal location if you’re setting off on a sailing trip from Grenada.

Elsewhere on the property, there are two small beaches (though they can be muddy because of the marina); kayaks, paddleboards, and a Hobie Cat for guests to use; and a shared pool. If you’re craving company—and a break from cooking—there’s also the Island Fever Tropical Tavern, which offers food all day and breakfast until 3 p.m. on Sundays (don’t miss the rotis). On Friday evenings, make your way to the floating bar that is the Lightship. A lighthouse boat that was built in 1900 and served for decades off the coast of Sweden, it’s now where hotel guests go to party, with live music, a rum bar, and tasty snacks all night long.

Why we love it: A peaceful mountain hideaway with easy access to outdoor activities like golf, tennis, and hiking

The Highlights:
- A location surrounded by the campus of the University of the South and its history
- Luxurious rooms and common spaces with golf course views
- Popular Sunday brunch

The Review:
Owned and operated by the University of the South, the Sewanee Inn has become an important part of its small mountain town. Regular visitors include alumni and families visiting campus as well as fans of the great outdoors, who take advantage of the on-site Gil Hanse–designed golf course and the myriad hiking and biking opportunities on nearby Monteagle Mountain. Guests can also carry drinks from the cozy Shakerag Hollow lobby lounge out to the expansive open patio to enjoy beautiful sunsets over the edge of the ridge and to heckle their golfer friends as they approach the eighth green.

The entire property is intertwined into the history of the university, with artifacts thoughtfully positioned in nooks and shelves around the common areas and a small museum gallery just off the main lobby. Even the hotel restaurant, Eighteen58, is named for the year the university received its official charter. Guests and locals alike love the elevated comfort food served here, but especially popular is the Sunday brunch in the soaring Founders Hall, which includes a generous buffet, pancake and omelet stations, a Bloody Mary bar, and live entertainment. After brunch, hit the fitness center, borrow one of the inn’s complimentary bicycles, or simply return to your room, where amenities like cotton linens, flat-screen TVs, and Gilchrist & Soames bath products make for a luxurious retreat.

Why we love it: A hipster hotspot that’s as stylish as it is affordable

Highlights:
- A range of room types for all travelers
- Local hangouts like the on-site diner and pool bar
- A prime location in one of Austin’s coolest neighborhoods

The Review:
While locals are committed to keeping Austin weird, there’s nothing strange about the new East Austin Hotel, a soon-to-be hipster haunt where millennial pink accents and midcentury chic mix with details that embody the city’s independent spirit. Here, guests find a variety of accommodations to suit all types of travelers, from cabin rooms with shared bathrooms to poolside suites with private balconies, but all feature Scandi-inspired furnishings and quirky touches like turtle-shaped ottomans, Moroccan pillows, and retro Victrola radios.

Vintage pendants hang over the bar at on-site restaurant Sixth & Waller, a self-described “global diner” that serves international comfort food like family-style latkes, chicken-fried steak, and mango cream pie. Equally stylish is The Upside, a rooftop bar with cocktails inspired by the Caribbean and Central and South America, and Pool Bar, which welcomes both guests and locals with frozen drinks and Instagram-friendly dishes like gochujang queso and jackfruit bánh mi. The hotel also boasts a stylish gift shop with local gifts like handcrafted ceramics and leather goods, but if you’d rather venture out, stop by the concierge desk and grab a curated map that highlights neighborhood hotspots with live music, authentic food, and more.

Why we love it: A lakeside resort made for family getaways

The Highlights:
- Spacious rooms with balconies for taking in lake views
- A full-service, on-site marina for boat rentals
- A Japanese-style spa with an infrared sauna

The Review:
Imagine you had a wealthy friend with a fabulous lakeside property, and you’ll understand what it feels like to stay at the Lodge of Four Seasons. At the waterfront resort, guests mingle around the lobby bar—which boasts circular seating, live piano music, and carefully crafted cocktails—much like they would in a fancy living room. When it’s nice outside, they hang together at the lakeside pool bar, or stroll down to the on-site marina and get out on the water. Here, it’s all about starting traditions with families and friends, whether over dinner at one of two restaurants or a round of golf on the championship course.

An Ozarks-chic vibe extends across the 358 spacious rooms and suites, which all feature flat-screen TVs, custom embroidered linens, and private furnished balconies with views of the lake or Japanese gardens. Choose from guest rooms in the Main Lodge and Seasons Bay buildings, or opt for a one- or two-bedroom condo with a kitchen in the Avila complex. Settle in, then head to Spa Shiki, where you’ll find eucalyptus-infused steam rooms, an infrared Himalayan salt stone sauna, a salt-purified whirlpool, and a relaxation room with a fireplace for relaxing post treatment.

Why we love it: A family-oriented resort where you can disconnect together

The Highlights:
- A ruggedly beautiful setting where the forest meets the lake
- Family-friendly activities like hiking, boating, and fishing
- A relaxed vibe that allows for disconnecting from the daily grind

The Review:
The most remote drive-in resort in northern Minnesota, Big Lake Wilderness Lodge transports guests to summer vacations of a bygone era. Surrounded by the Superior National Forest and a short walk or paddle from the Boundary Waters Canoe Area Wilderness, the property focuses on simple pleasures, from lake views and starry skies to clean air, pure water, and freshly caught fish. Here, guests can hike on nearby trails; hit the lake in a kayak, canoe, or paddleboat; spend the day fishing for walleye; or simply relax lakeside and take in the scenery. On especially clear nights, you can even see the northern lights.

Pet-friendly cabins include well-equipped kitchens as well as picnic tables, Weber grills, and patio furniture. Most feature satellite TV, and the newly remodeled Horizon and Call of the Loon cabins come with a free pontoon boat rental. Plan a romantic getaway in a lakeshore studio cabin, or bring the whole brood to a two-bedroom or family-size option. When you’re ready to socialize, there’s a communal lodge with free Wi-Fi, TV, books, games, and a snow cone maker, as well as a wading beach with a water trampoline offshore. In case you forgot anything or need some tackle and live bait, there’s also a store stocked with the essentials for a week of family fun.

Lanai, a sleepy, 140-square-mile former pineapple plantation, is suddenly in the spotlight. Following the island’s purchase by tech billionaire Larry Ellison in 2012, the bay-facing Four Seasons Resort Lanai underwent a multimillion-dollar overhaul that reduced the number of guest rooms from 286 to 213. The rooms shook off their dated look with mahogany floors and walls clad in slate and teak. Guests can dine at outposts of Nobu and Los Angeles–based Malibu Farm, take private flight lessons and horseback-riding excursions, or book one of the resort’s wellness-focused retreats.

This tiny hideaway overlooking the sea near Port Antonio originally served as a live-in recording studio for performers such as No Doubt, Alicia Keys, and Amy Winehouse. Although recording sessions still go on, Geejam is now a seven-room hotel, its guests often honeymooning couples acting out fantasies having nothing to do with rock and roll. Geejam’s cabins, especially, are very private, and guests sometimes spend days taking meals on their veranda and splashing in their outdoor Jacuzzi without being seen by anyone but the staff, who appear only when called. Of course, who wants to stay hidden forever when the Bushbar restaurant promises convivial chitchat, an occasional game of pool, and even live music? Not to mention that the hotel beach, in a cove across a road at the bottom of the property, promises four-poster sunbeds and, yes, Wi-Fi.

Hidden behind unassuming doors, this 17th-century palace provides respite from the frenetic bustle of the medina without sacrificing sense of place. The property hits all the right Moroccan style notes: there’s plenty of arabesque-patterned tiling and a lush courtyard complete with tinkling fountain and fragrant citrus trees. But the classic interiors also have contemporary flair—see the chrome lamps, cement-hued tadelakt baths, and leather furnishings in the eight guest rooms, or the panoramic rooftop and on-site restaurant, which not only serves local Fassi fare but also offers free cooking classes that begin with a trip to the market. For an alternate take on tradition, guests head to the hotel’s candlelit Carrara marble hammam, which uses indigenous ingredients like ghassoul clay from the Atlas Mountains, black-olive soap, and argan oil for its soothing pamper sessions.

Long considered one of the top hotels on Oahu, the Kahala has always been a particular favorite among the type of guests who travel with their own security detail. A number of past U.S. presidents, plus kings, queens, princesses Grace and Di, a handful of Nobel Peace Prize winners, rock stars, and movie stars, all have slept under its venerable roof at some point during the hotel’s 50-year history. The see-and-be-seen set moved on long ago, but privacy seekers still make a beeline here. They’re drawn less by the property’s fabulous beach (though that’s reason enough to stay here) than by its exclusive location—in a well-fortified cul-de-sac in the ritzy Kahala neighborhood. But there’s a warm and fuzzy side to the hotel, too. A pod of dolphins has full-time residency in the hotel lagoon, and visitors of all ages can swim with them (for a fairly steep fee). Rooms have a preppy beach house vibe—raffia ceiling fans, linen loveseats—and many come with heart-stopping sea views.

Tucked into the hilly northwestern corner of Jordan, Umm Qais (or ancient Gadara) commands grand views of the Sea of Galilee and the Golan Heights from the edge of its plateau. It was here that Jesus is said to have performed the miracle of casting demons out of men and into pigs. The town has existed since the Hellenistic period, but is best known for its Roman ruins, which once sat along a prosperous trade route. Many ancient streets and buildings are still intact, as are several Ottoman-era stone houses, which remained occupied all the way until the 1980s. Grandest of all the ruins is the black basalt theater, located along the wide Decumanus Maximus that still holds its original paving stones. Visitors should also be sure to check out the small museum in what was once the home of the Ottoman governor, as well as the celebrated restaurant in the old Ottoman school. In recent years, Umm Qais has become a pioneer of community tourism in Jordan, and it’s even possible to take cooking classes, nature walks, or tours with a local beekeeper after enjoying the ancient ruins.

The latest from the man who is probably Portugal’s most famous chef, José Avillez (of two-Michelin-starred Belcanto), Bairro de Avillez does it all. Upon entry, guests are greeted by a traditional Portuguese taberna, where cheese, charcuterie, and Avillez’s take on traditional petiscos (finger foods) fuel a festive atmosphere. Further inside, you’ll find Páteo, a seafood-focused food court for classic Portuguese dishes, and Beco, a hidden restaurant that offers a gourmet menu alongside sexy cabaret shows. Plan to spend the night here.

An hour’s cross-island drive takes you to Kalinago Territory, officially established in 1903 as the Caribbean’s only autonomous enclave for indigenous people. The settlement covers six square miles, and many of its 3,000 inhabitants live in traditional wooden huts. Guests are welcome at a model village, where they can watch dance performances and shop for reed baskets and other crafts.

Design junkies will find plenty to love at The Cape on Monuments Beach. Designed by Mexican architect Javier Sánchez, the hotel eschews resort staples like wicker and rattan for a sleeker look that marries mid-century standards with locally sourced furnishings and art. In the 161 spacious guest rooms, leather headboards and copper-leafed tubs complement private tiled balconies with ocean views. The style extends to the public spaces, which include Manta (acclaimed Mexican chef Enrique Olvera’s globally inspired seafood restaurant), a saltwater pool, and a spa that’s cleverly tucked into a natural rock formation.