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Why we love it: A family-run hotel with eye-catching design and sustainable architecture

The Highlights:
- Rustic wooden cabanas surrounded by water
- Private plunge pools in each room
- Tasty local food, including breakfast, snacks, and dinner upon request

The Review:
Holbox is becoming more and more popular, thanks to its chill vibe, powdery beaches, and relative privacy compared to Tulum. Among the island’s best places to stay is this family-run retreat, just a few blocks from the shore. Here, the unique geometric design features 12 whitewashed, thatch-roofed cabanas surrounding a flooded central deck-cum-pool. Each room opens directly onto a private plunge pool that connects to the main one, creating the feeling of an overwater bungalow.

Guest room interiors are carved from sustainable cedar wood, lending a rustic air that melds perfectly with Holbox’s laid-back, eco-conscious atmosphere. There’s not much in the way of furniture beyond a few shelves and a bed clad in organic sheets, but that helps keep the focus on the fragrant cedar. Daily breakfast is included as are afternoon snacks. With advance notice, the chef will also cook you an authentic Mexican dinner using local ingredients. If you’re in need of a tipple, a tower adjacent to the lobby area has a bar with well-made cocktails and stunning ocean views. Just don’t expect fast Wi-Fi or much in the way of amenities—here, it’s all about island time.

This Scottsdale megaresort opened in 1988 as an Americanized vision of European style, which explains the white marble in the lobby, the mother-of-pearl tiles lining one of the pools, and the 11 Steinway pianos (including one in each of the four presidential suites). Over the years, though, the Phoenician has melded with its surroundings to become one of the classic Arizona desert hotel experiences. The 27-hole golf course, the 11 tennis courts, the eight pools (one with a 165-foot waterslide), the spa, the hiking, and the alfresco dining all make it the kind of place people contemplate when they find themselves looking at a closet full of winter coats and scarves. The rooms are spacious, with large Italian marble bathrooms, and have a private terrace or balcony. The service is tip-top, and the kids’ club even features a Bunny Hoppy Hour. Recent renovations updated the hotel’s public spaces, including the lobby, restaurants, pool area, and spa.

Once the vacation home of the Italian Duchess Rosa de Ferrari, this exceptional estate was converted into a hotel in 2005. 2014 marked the arrival of a new owner and a new era for the property. Today, Hotel Esencia is an elegant small resort on one of the prettiest beaches on the Mayan Riviera. Surrounded by 50 acres of lush jungle and manicured, palm-fringed grounds, Esencia pairs the amenties and comforts of a larger hotel with the attentive care typical of a boutique property or B&B. Amenities include two swimming pools, a spa, and two restaurants. In the spacious rooms, lots of details stand out: iPod surround systems, well-stocked minifridges, 600-thread-count sheets, and walk-in closets.

For a truly relaxing vacation, the beachfront Westin Dawn Beach Resort & Spa, St. Maarten features everything you need right onsite: gamble in the casino, swim in the infinity-edge swimming pool, have a drink in the pool bar, dine at one of the three onsite restaurants, indulge with a treatment from their spa, or just enjoy the ocean views from your room. Friendly staff ensure a personalized stay, enhancing the overall experience. The Westin St. Maarten is also an excellent choice for families, as their Westin Kids Club® offers games, activities, crafts, and day trips. Babysitting services are also available. And for those trying to stay healthy while on vacation, the Westin Essence program offers SuperFoodsRx™ meals, a fitness studio, spa, and Westin Heavenly® Beds to help you be kind to your body. Free Wi-Fi is available throughout the property. Maarten.

One of the top spots to watch the sun set behind the islands that make up the Bacuit Archipelago, Cadlao Resort is also one of El Nido’s most enticing resorts. Most of the 25 rooms offer views of El Nido Bay or the South China Sea--but, for those sunsets, consider taking them in while taking a dip in the inifinity pool. Decor is spare but elegant, with pops of color all around. If you find yourself antsy to get off property, there’s no better spot than the resort’s private beach, a 45-minute boat ride away. After? Perhaps a spa appointment before dinner at the on-site restaurant, where the catch of the day arrives wrapped in a banana leaf.

The W Santiago is where the cool kids stay. Which other hotel would dare to have a sign reading “WHATEVER” at the entrance? Since opening in 2009, the hotel has earned a strong following, both from locals and visitors. Dimly lit with a color scheme of purples, greens, and black, the rooms are modern, with full-length windows overlooking the city. Located in Santiago’s financial district, officially known as El Golf, the W is part of a large skyscraper (hotel reception is on the fourth floor) filled with restaurants and shops. The 196 rooms reach to the 21st floor, and the W has arguably the best roof terrace in town (Hotel Noi Vitacura being a close contender). The roof terrace has an infinity pool, knockout city views, and a heli-pad for those who want to whiz off to wine country or hit the ski slopes in speedy style.

Bodega Los Toneles is a meticulously restored winery located in downtown Mendoza, just three minutes from the city center. The restoration was so faithful to its original 1920s architecture that it has been declared a Cultural Heritage site of Mendoza. A stunning blend of traditional and modern, Bodega Los Toneles offers walking tours through the winery (the event space is breathtaking) with the opportunity to learn about winemaking. Wine tastings are offered Monday thru Saturday from 9am to 6pm. The restaurant, Abrasado, offers gourmet cuisine in one of the private rooms or grand halls overlooking the wine cellars. Lateral Acceso Este 1360, Guaymallén, Mendoza; +54 261 431-0403

Founded in the 9th century, Santa Maria della Scala was one of Europe’s first hospitals. It was also one of the first hospitals anywhere to disinfect its equipment and only stopped taking in patients in the 1980s. (The writer Italo Calvino died here in 1961.) The early history of the hospital is illustrated in the 15th-century frescoes decorating the walls of the Pilgrim’s Hall, and there is a fascinating archaeological museum housed in the labyrinthine basement rooms.

Just minutes from PAMM, this festive downtown Miami marketplace is on Biscayne Bay. Take a stroll, rent a charter boat, or simply practice your photography skills, as the views along the bay are breathtaking, especially at sunset. Restaurants range from a Bavarian beer hall to a seafood bar and grill to a Cuban hot spot. To truly soak in the Miami music spirit, venture here in the evening for the free concerts. Expect crowds when there’s gorgeous weather (since this is Miami, that would be most days), but you will still be able to find some open space to take in the scene.

A great find in Southern Maine, a beautiful five mile beach with spectacular views and long stretches of white sand. No place can compare to the beauty that this beach embraces that families have come to summer for many generations. A perfect day to relax, take advantage of the many water activities out in Goose Rocks Bay overlooking Timber Island. There’s something for everyone around every corner of Goose Rocks. Be sure to check it out while your in Southern Maine. Just bear in mind during the summer months you will need a parking sticker, which can be purchased directly from the Kennebunkport Police Department or Kennebunkport Town Hall.

Copenhagen has a staggering array of museums, concerts halls, and opera houses. The one captured above (while getting rained on during a boat ride in the harbor on our way to see the Little Mermaid statue), is of the Royal Danish Playhouse. Opened in 2008, the playhouse was designed to complement the nearby Copenhagen Opera House, as well as the original 1874 playhouse venue located on Kongens Nytorv. The bluish-green glass-enclosed area affords visitors panoramic views of the harbor, and also has a restaurant and cafe if you want to accompany your view with food or drink. Or considering the weather I was in, it’s a nice pace to simply protect yourself from the elements.

With more than 400 shipwrecks and its fair share of coral reefs, St. Kitts is a favorite of the scuba set. To try your hand at the hobby, consider staying at Bird Rock Beach Hotel, which houses one of the island’s most popular dive operators. Here, guests can charter a boat to nearby Devil’s Cave and swim among barracuda, lobsters, and nurse sharks, then retire to one of 46 tropical-hued rooms overlooking the sea. Less adventurous travelers can visit the on-site dolphin park, sunbathe on the private beach, or simply sip rum punches from the pool’s swim-up bar. Hotel staff is also happy to arrange off-site activities like catamaran cruises, rainforest treks, and volcano crater tours.

Sunny as it is, Cabo has never been known for its beaches because of its rough surf. Not so at adults-only ME, however, which sits on the area’s only swimmable stretch of shoreline, in view of the famous El Arco rock formation. While the 162 rooms are the picture of tranquility (deep soaking tubs, private balconies), the hotel itself boasts a party atmosphere—a house DJ spins by the pool, and bottle service is available in the cabanas on the pool terrace. Thankfully, there’s also a spa specializing in traditional Aztec and Mayan-inspired treatments (don’t miss the temazcal cleansing ritual), so you can rejuvenate before returning home.

Atop towering Cerro San Cristóbal, there are two municipal pools where many families go to cool off during the summer: Tupahue and Antilén. Conveniently, these all have fabulous views of the city below. However, they do come with a price tag of US$12 for the lower-elevation Tupahue, and US$15 for Antilén, which keeps crowds to manageable levels in January and February.

A private-island resort six minutes by boat off the coast of Antigua, Jumby Bay is one of the Caribbean’s top luxury, all-inclusive stays, and one of its most environmentally aware. A $28 million renovation in 2010, which included the addition of 28 suites and a first-ever spa, gave it all the digital-age essentials: 42-inch flat-screen TVs, iPod docking stations, Bose sound systems, free Wi-Fi. Yet its underlying spirit of environmental responsibility, highlighted by its hawksbill sea turtle preservation program and its banishment of wheeled vehicles except for golf carts and bicycles (every room comes with two bikes), continues to reign. Rosewood manages the resort, but it belongs to an association of island homeowners, some offering their properties for rent. So if, say, a 1,346-square-foot beach-view pool suite isn’t big enough, it is possible to do as celebs such as Hillary Swank, Jim Carey, and Paul McCartney have done and plop down up to $20,000 per night for a private villa or estate home. Couples can be perfectly content here, but it is especially attractive to families, who appreciate programs like the Rose Buds kids’ club.