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For panoramic views of the entire city—for the price of a subway ride—take the Roosevelt Island Tram. As the suspended car runs parallel to the bridge, spanning the gap between Manhattan and Roosevelt Island, you’ll have unparalleled vistas of the New York syline and the East River below. There are few experiences as memorable or accessible, so be sure to ride the tram there and back—it’s particularly dramatic in the morning and evening.

The roots of this Mediterranean Revival-style boutique hotel go back to 1914, when a local grocer created the tropically inspired property to house his visiting vendors. Nearly a century later in 2010, hotelier and style guru Liz Lambert added the place to her mini-empire, reviving the grounds that still feature magnolia, palm, and cypress trees planted by the original owner. Set on a quiet section of the River Walk near the museum corridor, the restored building (which is on the National Register of Historic Places) houses 27 guest rooms decorated in a designer-meets-flea market aesthetic, with bright pops of color and plenty of personality. All are pet-friendly, and feature stocked SMEG fridges, Red Flower bath amenities, custom serape bathrobes, and complimentary coffee and Wi-Fi; suites have sitting areas, terraces, or other perks. Room service comes from the in-house Ocho restaurant, but it’s better to head down and eat there in person to take in the cheery setting, river views, pan-Latin menus, and cocktails that highlight rum (as a nod to Havana) and tequila (an homage to San Antonio’s Mexican roots). A regular calendar of happy hours, musical performances, and cultural events round out life at this vibrant hotel.

Usually, when you travel, it’s to experience a different side of yourself. The more adventurous side, the slightly less scheduled side, the sleep-in-without-guilt side. And when you stay at the Drake Hotel in Toronto, you can’t help but feel like your cooler side is making a much-needed appearance. The recently renovated property on Queen Street West features the kind of interior design that radiates style whether it’s in the kaleidoscopic lobby, the next door theater, or in two wings of suites. That’s because the hotel commissioned artists to showcase their work on plenty of open surfaces — from a black-and-white squiggle accent wall in guest rooms to personality-driven drawings in the elevator — and the results make for surroundings that are the material equivalent of black sunglasses. Paired with of-the-moment details like pink terrazzo showers and wraparound midcentury sofas, and the Drake Hotel is meant to cultivate a see-and-be-seen vibe.

But that’s not to say that the hotel sacrifices comfort for being camera-ready. The staff is kind and always available through text, the beds are soft and squarely stationed in front of a well-appointed bar and flatscreen television, and designer toiletries are filled to the brim. It’s also possible to eat throughout the day at the hotel’s delicious cafe and patio (get the French toast), and then spend the night at its second-floor bar or ground floor lounge. On weekends, even if you’re not a guest, you can stop by for regularly scheduled events including a DJ who spins old and new tunes. If you do plan on leaving the hotel to see the city, then you’re right in the midst of it, and the surrounding neighborhood can keep you readily entertained.

When you stay at the Drake Hotel, don’t be surprised if you feel relaxed, in-the-know, and decidedly cooler once you check out. These are sides of yourself the hotel may have encouraged, but feel free to hold on to them after you return home.

Formerly the headquarters of the U.S. District Court in these parts, the low-slung brick building on the central waterfront now houses the island’s best handicrafts display. The maze features 150 artisans selling everything from handmade dolls and quilts to note cards and wooden serving items. There are also food vendors on site.

Since it was built back in 1976, the CN Tower has topped the must-visit list of most Toronto tourists. Until recently, a visit was pretty standard; hop in elevator, shoot up to the observation deck, and ogle the city from a hawk’s vantage point. While this was certainly fine and enjoyable, the since-developed EdgeWalk experience has ramped up the Tower’s bucket-list potential. Thrill-seekers can now do a hands-free, breezy circumnavigation of the tower’s roof, up at 1,168 feet. And, yes, they do perform sky-high weddings complete with elasticized rings and special attire for the big day.

A few green acres of valuable Midtown Manhattan real estate affords office workers and visitors with valuable peace and space, two things that are hard to find in the surrounding streets. Bryant Park shares the block between Fifth and Sixth avenues and 41st and 42nd street with the main branch of the New York City Library (also worth a visit). The library runs an al fresco reading room along the north end of the park, and occasionally hosts readings and author events. In summer, a stage at the western edge of the vast green lawn runs a busy schedule of performances and films. In winter, the lawn becomes an ice skating rink and the site of a busy holiday market. All year round, the park is a popular destination for the bocce ball courts, ping pong tables, small carousel, food kiosks, open lawns, gravel paths, seasonal plantings, and a graceful fountain. It may be a challenge to find a seat at lunchtime, but it’s worth the wait. Take a break from your walk and enjoy some great people-watching, as well as shade and a measure of serenity in a green space bound on all sides by tall buildings.

With dark walls, natural wood accents, and red curtains in front of the elevators, the trend-setting Andaz hotel feels like more of a scene than any other property in downtown Napa. In the center of downtown Napa, the hotel is mere steps from restaurants, shops, and arguably Napa’s best pub: the Norman Rose Tavern.

On check-in, all guests over 21 receive a complimentary glass of red or white wine. The swanky vibe continues into the 141 guest rooms, where hardwood hickory floors complement white marble bathrooms and midcentury modern furniture. The most convivial space in the hotel is the Mercantile Terrace, a second-story roof deck with a full bar menu and fire pits, a favorite of couples and business travelers alike.

The lounge is operated by Mercantile Social, the restaurant in the lobby that serves small-plate food items and cocktails; it also books live acoustic music sets a few nights a week. (And Mercantile Social sponsors free wine tastings daily.) If you haven’t had enough wine, fear not—on site are two tasting rooms from the wine empire built by Napa native John Anthony Truchard: John Anthony and JaM Cellars.

When the hip Andaz hotel chain opened in downtown Napa in 2012 it brought a youthful energy to wine country. In addition to its affordable rooms and excellent locavore-minded small plates restaurant, Farmer’s Table, the Andaz also gives guests a dose of culture. The brand’s Andaz Salon program introduces art, photography, music, and readings throughout its different properties.

The three-towered, blue-and-green glass property is remarkable for its connecting, undulating tiered design inspired by terraced Balinese rice paddies and the elevated gardens that seem to hang from above. Designed by Singapore starchitects WOHA, the Parkroyal on Pickering is almost an extension of the green space in front of it—Hong Lim Park—with 160,000 square feet of gardens, reflecting pools, waterfalls, planter terraces, and vertical landscaping. Eco-mindfulness is evident elsewhere: photo sensors monitor light usage, showers are low-flow, sheets are changed on alternate days (less frequently if requested), and rooms have refillable glass water bottles. The property’s most striking space is the fifth-floor wellness area, where cabanas are shaped like giant bird cages, and the infinity pool looks out above the park with a view of the shophouses across the way. The generally compact rooms espouse the Scandinavian-sleek look.

The Louisiana-style, year-round barbecue at Buster’s is in a league of its own. Main-course options at this no-frills (read: It’s a glorified picnic shelter) Calistoga eatery include shoulder, pork ribs, tri-tip, chicken, pork loin, and pulled pork—all cooked medium rare unless otherwise specified. Most dishes come with sides such as baked beans, macaroni salad, and cole slaw. All portions are heaping, and every dish comes with signature garlic toast. Dessert options include house-made sweet potato pie and fresh-baked cookies. Because of Buster’s proximity to downtown Calistoga, the restaurant is a great stop after a morning hike on Mount St. Helena. On warm days, try to grab a table outside and watch the ‘cue masters work the outdoor grills, and on Sunday afternoons, stick around for live blues and jazz on the patio.

Perched high above the sea on the east coast of St. Kitts is Brimstone Hill, a massive stone fortress built by African slaves for the British during the 17th and 18th centuries. Now a UNESCO World Heritage Site, the military stronghold, which took 100 years to complete, is considered one of the best-preserved fortifications in the region. From the top, you can see six neighboring islands on a clear day.

Independence Square lies at the busy center of St. Kitts’ capital city, Basseterre. Known as Pall Mall Square prior to the island’s independence in 1983, it’s always been the center of commerce—albeit a darker business in years past. A careful look at the surrounding historic buildings reveals places where slaves were held prior to being auctioned off in the square. Today, however, an ornate fountain stands at the center of the park, and the grassy areas play host to parties and public gatherings.

Located inside the rectory building of the former St. Vibiana’s Cathedral, Redbird pays homage to its historical walls by keeping decor simple and minimal. The patio outside was practically built for brunch, which features an impressively deep set of cocktail options alongside frittatas and ricotta-blueberry pancakes. The real draw of the place, though, is its fabulous dinner menu, which offers American-inspired dishes like California sea bass, Day Boat Scallops, and a thyme-heavy chicken potpie. The wine list is extensive when it comes to both bottles and sips by the glass, so follow your server’s lead when it comes to picking the perfect one for your meal.

Located in the middle of New York harbor, less than half a mile from Manhattan (and even closer to Brooklyn), 172-acre Governors Island feels like a world unto itself, far from the bustling city. It has played a key role in the defense of New York at various points and two fortifications here, Fort Jay and Castle Williams, reflect that history. From 1966 to 1996, the island was a Coast Guard station; since it closed, the city, state, and federal governments have discussed various plans for the island’s development. In the meantime, it is open to the public for six months each year, from May 1 to October 31, when it is possible to wander among the Coast Guard barracks, visit the commander’s house, and bike around the mostly car-free island. Ferries depart from both Manhattan and Brooklyn starting at 10 a.m. and running until 6:15 p.m. on weekdays and 7 p.m. on Saturday and Sunday. During many weekends in the summer, art fairs, food festivals, and other events help draw visitors to the island, but even if you go on a day without anything special scheduled, a journey here provides a refreshingly different perspective on New York.

Why we love it: An all-inclusive resort with enough restaurants and activities to satisfy the whole family

The Highlights:
- Reservation-free dining at four on-site restaurants included in your stay
- The Clubhouse Kids Club, with daily activities at no extra charge
- Diamond Club perks like butler service, discounted spa services, and access to a private beach

The Review:
Opened in March 2020 on Tamarind Bay, Royalton Grenada brings a trusted brand to the Spice Island. At this all-inclusive property, just like at other Royalton Luxury Resorts, everything from no-reservation dining and drinks to non-motorized watersports, a variety of workout classes, and access to tennis courts, pools, and a pristine, white-sand beach are part of the stay. Guests can also look forward to an international buffet at Gourmet Marche, plus a la carte options like Taj, an Indian-inspired restaurant; Grazie, an Italian trattoria; and Ma Maison, a French bistro. There are even five bars and two cafes. Perfect for families, the resort features a supervised kids’ club for children ages 4 through 12, as well as activities like snorkeling, kayaking, and live performances at an open-air theater. When adults need a break, there’s the Royal Spa, complete with a hydrotherapy circuit and full range of massage, facial, and body treatments.

At 269 rooms, Royalton Grenada is one of the larger properties on the island, but accommodations are still sleek, done up in whites, woods, and royal blue accents. Each has either a balcony or terrace, plus a rain shower and Royalton’s signature DreamBed. For guests wanting a bit more, the on-site Diamond Club offers larger suites that include access to an exclusive beach and pool, an upgraded room service menu, butler service, discounts on spa treatments, and admission to the Diamond Club Lounge, which is filled with complimentary snacks, appetizers, and desserts.

Lahaina, with its many Victorian flourishes, may look picturesque today, but the port town teemed with sailors, gamblers, and prostitutes in the 19th century. The Pioneer Inn changed all that when it opened for business in 1901, foreshadowing the tourist industry that would ultimately replace whaling, sugar, and pineapples. Step through the swinging doors of this vintage bar, which now bizarrely anchors the courtyard of a Best Western, and you’ll be transported back in time. Oars, harpoons, and a ship’s figurehead still adorn the space, looking down on platters of coconut shrimp, Parmesan-crusted fish over coconut rice, and margaritas made with POG (a mix of passion fruit, orange, and guava juices). Come during happy hour, which runs daily from 3 p.m. to 6 p.m., for discounted beers and cocktails.