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  • J.E. Irausquin Blvd 75, Noord, Aruba
    Families will find lots to love at this 241-room high-rise property on Palm Beach. Children under 12 stay and eat for free, and the Treasures of the Caribbean kids’ club—complimentary to guests—organizes supervised scavenger hunts and sand castle–building competitions by day and film screenings, complete with popcorn and Shirley Temples, in the evenings. There’s also loads of space for the whole gang to spread out: Even the lowest-tier studio suites are amply sized, featuring a full kitchen, a dining table, and a private deck or balcony. But Divi also offers plenty to keep adults occupied while the little ones play, including two pools (with a swim-up bar and cabanas), a full-service spa, and two beachside restaurants with tables situated just steps from the water’s edge.
  • Juan E, J.E. Irausquin Blvd #85, Noord, Aruba
    You won’t find a better pool than the one that awaits at this 357-room family-friendly resort situated on the powdery sands of Palm Beach. With cascading waterfalls, a swim-up bar and grill, two outdoor Jacuzzis, and a two-story waterslide, the 8,000-square-foot stunner is every kid’s dream. If more adult-centric diversions are on your wish list, the concierge can arrange catamaran-sailing excursions, deep-sea fishing trips, and snorkeling and scuba-diving expeditions off nearby shores, as well as spa treatments that utilize local ingredients like red mud, seaweed, and aloe vera. The resort’s 10 dining options provide plenty of atmosphere for winding down after a jam-packed day: sample seafood specialties like scallops a la plancha in a setting inspired by the island’s plantation ruins, or watch the sun set over the water, rum punch in hand, from your perfect perch at the pier bar.
  • Tordrillo Mountains, Alaska 99682, USA
    Just a 45-minute floatplane ride from Anchorage along the banks of the Talachulitna River and Judd Lake, this multistructure resort combines a six-room flagship lodge, which was renovated in 2017, with a lakeside bar and dining room (and 500-bottle wine cellar); a private four-room lodge; and two smaller individual cabins, all with views of either the Alaska or Tordrillo ranges. But guests don’t come here to just ogle the mountains—they take them on. With Olympic gold medalist Tommy Moe and Alaska heli-ski pioneer Mike Overcast behind the resort, plus access to 1.2 million acres of untrammeled terrain with runs that top out at 7,500 feet, world-class heli-ski adventures are practically guaranteed. And an exclusive partnership with Winterlake, another notable resort nearby, allows guests to heli-ski even further north into the Tordrillo Range and Neacola Mountains.
  • Hawaii, USA
    One of Maui’s best hikes, this trail climbs 800 feet through the lush Kipahulu area of Haleakala National Park. Half a mile from the visitor center, an overlook provides sweeping views of the gorge and the almost-200-foot-long “horsetail” of Makahiku Falls. Continue on past a sprawling banyan, stopping to marvel at the sunlight trickling through the dense bamboo forest. Here, you’ll also find the even more dramatic cascade of Waimoku Falls, which plunges 400 feet down a sheer-walled lava amphitheater. If you’re wary of tackling the four-mile round-trip hike by yourself, know that park rangers offer guided tours every Sunday at 10 a.m. Reservations are available at 9 a.m. a week ahead of time.
  • Maui, HI 96708, USA
    An ancient atoll, Molokini lies 2.5 miles off Maui’s south coast, where the water is calm, clear, and teeming with marine life. Here, snorkelers and scuba divers can expect up to 150 feet of visibility, allowing for perfect views of yellow tang, parrot fish, black triggerfish, bluefin trevally, and even moray eels. To explore it for yourself, book a tour with Maui Classic Charters, which sails to Molokini in a 55-foot catamaran with a glass-bottomed viewing room. Choose one of the early-morning trips for a better chance of calm seas and bigger sea creatures like octopus and eagle rays, and bring along snacks, sunscreen, and, for those who run cold, perhaps a rash guard or thin wet suit, especially in the winter months.
  • 7 Union Street
    A classic New England bed and breakfast with a boutique hotel vibe, the Union Street Inn is housed in an impeccably maintained 1770 whaling captain’s home just off Main Street in downtown Nantucket. A short walk from the Hy-Line ferry and harbor, the inn has a convenient location in town (including parking, a huge perk on the island) and can also outfit guests with beach gear for a day on the sand. A quintessential gray-shingled exterior contrasts with the bright blue chinoiserie patterns and crisp white Frette and Matouk linens in the inn’s 12 immaculate rooms. Union Street’s cherry on top is the made-to-order gourmet breakfast, which might feature fresh peach cinnamon rolls or homemade carrot cake, depending on the season.
  • 120 Wauwinet Road
    The Wauwinet makes the most of its coastal setting between the Atlantic Ocean and Nantucket Bay. Next to the Coskata-Coatue Wildlife Refuge, the resort has 32 rooms, plus four cottages with separate living rooms and the three-bedroom Anchorage House across from the main inn. In addition to private beach access and bikes to explore the island, guests can take out a kayak, play a game of tennis, or watch a movie in their room with hot buttered popcorn. A spa offers sea-inspired facials, massages, and body treatments. TOPPER’S restaurant is known for its Retsyo oysters, harvested only 300 yards from the restaurant, and offers transfers to and from White Elephant Hotel’s Brant Point Grill on its 21-passenger boat, Lady Wauwinet. The inn also provides regular shuttle services to the ferry and Nantucket town (about 10 miles away), and outside of peak summer season will drive guests to the village of ‘Sconset in its 1947 Woody station wagon.
  • 24 Old South Wharf, Nantucket, MA 02554, USA
    If you’d like the space and privacy of a vacation apartment but still want the service and amenities of a hotel, the Cottages & Lofts at the Nantucket Boat Basin are ideal. You’ll be whisked away from the Hy-Line ferry and taken to the wharves of Nantucket’s harbor, about as close you can get to the water without staying on a boat. Cottages and loft rooms range from studio-size to three bedrooms, all with full kitchens and private patios. A complimentary shuttle bus can take you to the beach, and bicycles can take you wherever you can’t walk from the cottages. There’s no restaurant on-site, but plenty of options are at the marina, and guests get a discount at the White Elephant’s Brant Point Grill. Children and pets are VIP guests as well: Kids get fishing and beach gear to use during their Nantucket stay, and a pet concierge will assist with stays at the “Woof Cottages.”
  • L.G. Smith Blvd #107, Noord, Aruba
    Travelers hoping to find the lap of luxury need look no further than the Ritz-Carlton. Backed by the aquamarine waters of Palm Beach, the resort’s 320 rooms are generously sized, with cheery turquoise-and-yellow color schemes and balconies overlooking the ocean. Leisure pursuits can be as easy as a daytime doze in a poolside cabana or as strenuous as a catamaran sailing trip complete with diving lesson. Need a break from all that sun? Indoor facilities include a spa that specializes in island-inspired treatments (think full-body massages with local aloe and divi-divi tree oil) and a state-of-the-art gym that’s open 24 hours so guests can sneak in early-morning workouts. Before you roll your eyes, consider the four on-site restaurants (BLT Steak, from noted chef Laurent Tourondel, is a favorite). For an even more memorable experience, staff can arrange a private sunset dinner on the beach to the tune of a serenading violinist.
  • 50 Easton St, Nantucket, MA 02554, USA
    White Elephant has been a Nantucket landmark for nearly a century, with more rooms than a typical inn but without sacrificing the intimacy and personal service of a small property. Located on the waterfront a short walk from Brant Point Light, the inn has a sprawling lawn with chaises for relaxing, as well as shuttle service to the area’s beaches. Accommodations range from king-bedded guest rooms (each with a private balcony or patio) in the main inn building to spacious garden cottages (some with kitchens and fireplaces) and penthouse-like lofts in downtown Nantucket. A small spa offers therapeutic massages, facials, and body treatments. A luxury resort that is truly family-friendly, kids and babies can get fully kitted out for bath time, mealtime, or beach time with a wealth of amenities and toys. The Brant Point Grill is a local favorite for an al fresco lunch, lobster dinner, or Sunday brunch (complete with Bloody Mary bar). The White Elephant also provides regular transfers on the 21-passenger boat, Lady Wauwinet, to the Wauwinet Inn’s restaurant TOPPER’S, which cultivates its own oysters.
  • 8308 Wawona Rd, Wawona, CA 95389, USA
    The food at the Wawona Hotel is unfussy and satisfying, whether you choose dinner in the Victorian-era dining room, lunch on the veranda, or the summer Saturday barbecues on the big lawn. Dinner specialties range from smoked salmon cakes and cornmeal-crusted trout to flatiron steak and pot roast, while lunchtime fare includes tried-and-true favorites like chicken sandwiches, wedge salads, burgers, and pasta. For even more casual options, the bar-lounge offers bites like caramelized-onion-and-pear tarts, cheese samplers, and turkey-and-bacon sandwiches that you can enjoy on the terrace. Note: This restaurant is open seasonally.
  • Yosemite Valley, CA 95389, USA
    Unlike the gussied-up lodges on the north flank of Yosemite Valley, Curry Village offers decidedly more casual fare, catering to the crowds in the campsites and tent cabins that sprawl along this side of the valley. The Pizza Deck has indoor and outdoor seating and, conveniently enough, shares space with the Curry Village Bar—a particularly popular place in nice weather. The Meadow Grill serves burgers and grilled sandwiches, while the Pavilion offers all-you-can-eat buffets for breakfast and dinner, including a salad bar, pasta bar, make-your-own taco station, and dessert table. Note: There are food options available from January through November.
  • 1585 Kapiolani Boulevard
    Local restaurateur Hide Sakurai—also the force behind Shokudo next door—brings healthy grab-and-go options to the heart of Honolulu’s Ala Moana, the state’s largest shopping center. An artisan café and pinot wine bar, Bread & Butter seats around 50 and serves three meals a day. Argentine chef Arnaldo “Masa” Gushiken adds hints of Spanish and Japanese cuisine to the otherwise very locavore American menu. Highlights include the beet-peach-arugula salad and the house-smoked-ahi sandwich, balanced by the bright crunch of pickled vegetables in its side salad. Regulars also rave about the single servings of paella, the bell-pepper-goat-cheese dip, and the decadent truffle chicken starring an entire game hen.
  • 1 Manele Bay Rd, Lanai City, HI 96763, USA
    In 2012, one of the world’s richest men—Oracle founder Larry Ellison—bought 97 percent of the island of Lanai. The single sweeping deal (reputed to cost $300 million) included the exquisite Four Seasons Resort, overlooking a marine reserve. The resort’s dining experience par excellence is Nobu, where celebrity chef Nobuyuki Matsuhisa presides over the perfect marriage of Japanese dishes and Peruvian ingredients. Kick things off with crispy Brussels sprouts or scallops with jalapeño salsa, then move on to sushi, hand rolls, or Wagyu beef. Save room for the Bento Box dessert with green tea ice cream and chocolate flourless cake. Or go old-school, if it’s on the menu, and order the mochi pound cake backed by yuzu-cherry jelly and peanut butter ice cream.
  • 3674 Baldwin Ave, Makawao, HI 96768, USA
    Opened in 1916, this Upcountry Maui icon draws hordes of locals and savvy tourists with its racks of sweets, including legendary cream puffs and amazing stick doughnuts. The menu here also features pies, rolls, bread, cookies, cupcakes, turnovers, and irresistible guava malasadas (Portuguese doughnuts), but the bakery is best known for its Long Johns—yeast-risen pastry bars coated with glaze or icing. Go early, as the crowds pick the trays bare by 10 a.m., and be sure to check out the memorabilia of bygone eras tucked among the postcards, pantry staples, and fishing gear for sale.