10 Hotels to Book on Your Next Sibling Vacation

Head to Maui for surfing and fun in the sun—in other words, the ultimate sibling bonding retreat. Check out the newly-overhauled Wailea Beach Resort for beachfront luxury. Try out Maui’s longest waterslide (320-feet long!), check out the volcanoes at Haleakal? National Park, snorkel to save the coral reefs, and if you start to relive your childhood squabbles, hang out at separate pools, both of which are mere steps away from the Pacific Ocean. Meet back up at night to watch the moon rise over the water during a traditional luau on the beach.

Chetek, Wisconsin may sound like an unlikely venue for a vacation, but Canoe Bay is definitely worth the trip. This resort is set on 300 acres of private preserved lands on the shores of Lake Wahdoon in northwest Wisconsin. The grounds used to house a children’s summer camp, but is now home to adult-only adventures with cottages designed by one of Frank Lloyd Wright’s protégés, farm-to-table cuisine, and a wine list that would make any sommelier jealous. Guests can spend summer days bicycling, fishing, or canoeing at sunrise. During the winter, there’s cross-country skiing and snowshoeing. Whatever the season, curl up in the library with a good read or book a massage right in your cabin. The cottages and villas come with limestone fireplaces, private decks, super-comfortable king beds, and bathrooms equipped with whirlpool tubs and heated floors.

If you’re a family of snow bunnies, consider taking a ski vacation to Hokkaido, Japan and the powder-lover’s paradise of Mount Niseko Annupuri. Check into Niseko Village for access to 2,191 acres of slopes and luxurious ski-in, ski-out accommodations. Engage in some friendly sibling rivalry on the slopes, or if you’re a budding snowbird, the village also offers lessons for anyone still learning to love the thrill of the bunny run. When you’re done with the ski lift, après-ski in style with sake flights and local wine and beer, pick up souvenirs at the traditionally-designed machiya village, and work out the chill at the on-site spa and onsen facilities.

Nicaragua’s brand-new resort, Nekupe Sporting Resort and Retreat sits in a Jurassic Park-like jungle 30 minutes outside of Granada. The eight-room luxury property is intimate enough to give siblings some serious bonding time, but won’t make you feel like you’re sharing a backseat on a never-ending family road trip. The resort is located on a 1,300-acre nature reserve. Spend days exploring the jungle on a horseback, on foot, or on ATV (one comes with each guest room). There’s also a private spa, restaurant, swimming pool, tennis courts, gardens, yoga classes, cooking and cocktail lessons, bird and wildlife watching, and plenty of places to chill out and talk about your odd extended family.

The iconic resort on the outskirts of Palm Springs is celebrating 90 years of hosting families, friends, and the Hollywood elite who return to La Quinta year after year. Set on 45 acres of perfectly manicured gardens and towering palm trees, the resort is outlined by the Palm Desert in the distance. The hotel is made up Spanish-style casitas and whole homes that can host entire families. As far as activities are concerned, the numbers speak for themselves: La Quinta has 41 swimming pools, 23 tennis courts with both hard and clay surfaces, five golf courses, and a 23,000-square foot spa.

Key West just became home to one of the first Hyatt Centric resorts, a multi-million dollar renovation that transformed the Hyatt, a long-time Key West staple in the island’s historic Old Town, into a sleek and hip destination. Get in touch with your inner Hemingway with some help from the hotel’s Moleskin journals, watch the sunset from a prime viewing spot near Mallory Square, try some authentic Cuban coffee, and take full advantage of the Drybar Buttercup blow dryers and eco-friendly Bee Kind bath products. Spend the day exploring the U.S.’s southernmost city with your siblings, snorkeling, visiting Dry Tortugas National Park, or simply trying every single slice of Key Lime pie on the entire island.

Sailrock Resort—which opens in January 2017—sits on 770 acres of unspoiled wilderness on the secluded “out island” of South Caicos. The eco-conscious resort offers plenty of opportunities for sharing the wonders of the sea with your siblings. There’s snorkeling along the Columbus Passage and ogling the rays, turtles, dolphins, and migrating humpback whales, or try your hand at scuba diving in the world’s third-largest coral reef. Other options include whale-watching, windsurfing, pointing and laughing at each other while learning to parasail, or simply relaxing on the island’s pristine white-sand beaches while staring out into the blue waters of the Caribbean.

For your trip down memory lane with your siblings, take a trip back in time to the medieval abbey and estate that houses LeDomaine, which dates back to 1146. Located between Madrid and Vallodalid, this historic hotel offers a glimpse into the past and modern luxury perfect for an indulgent weekend with your siblings. Sample the estate’s single-terroir wine (or, you know, learn what that is), indulge in Michelin-starred cuisine, go mountain biking or horseback riding on the estate, take a helicopter ride, and even check out falconry displays. To truly unwind, try vinotherapy, which is so much more than a glass of wine on the couch while watching Oprah. The estate’s award-winning 10,000-square foot spa’s signature treatment involves blind tasting of wines with Europe’s first ‘Spa Sommeliers’ who guide guests on their wellness journey.

Work out all your childhood issues at the Omni La Costa Resort & Spa, the world headquarters of The Chopra Center for Wellbeing. For over 20 years, the staff at the Chopra Center has helped guests find emotional, spiritual, and physical balance through meditation, mind-body healing, yoga, and spa treatments. When you’re not working on your spiritual self, find your inner peace on the golf course or the tennis court, relaxing at the pool, or sipping a local craft beer in the sun on the patio.