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Pointe des Châteaux, a protected natural and heritage site, is one of the most unusual landscapes in the Caribbean region. This rocky, craggy peninsula, which includes singular rock formations jutting out of the ocean, sits on the northeastern edge of Guadeloupe, facing a wide-open, turbulent Atlantic Ocean. Impressive waves crash on the limestone rocks and onto a gorgeous (but not swimmable) white-sand beach. On the end of the stretch is a trail leading you on a 20-minute hike to the top of the hill, where a 33-foot cross towers over Guadeloupe. The million-dollar panoramic view reveals nearly all of Guadeloupe’s archipelago, including Marie-Galante, Basse-Terre, and Les Saintes.

The Harris Farms retail center that began openings in 2013 has a few additions for 2014, the first being the highly-anticipated Da Orazio Pizza + Porchetta owned by Iceberg’s Maurice Terzini. Terzini hired a pizza chef from Naples, who cooks fluffy, stretchy, and perfectly charred pies in a wood-fired, brick oven. You can’t go wrong with the margherita-like Reginella, but if you’re feeling more adventurous, try the Prosciutto, the Diavoletta (topped with hot salami), or the vegetarian Caponatina (with zucchini, eggplant, and bell pepper). Since porchetta is also in the restaurant’s name, you have to order some pig; your options are a pork platter served with lemon wedges or the Focaccia Con Porchetta sandwich. Desserts are Italian classics plus a cleansing dish of watermelon. Judging by the noise and the crowds, the pizza here will be tough to beat.

Descended from horses brought over in the 16th century by Spanish conquistadors, hundreds of wild horses rule the little island of Vieques. The horses, an attraction in their own right, dot the landscape wherever you go. With every encounter, I couldn’t help but slow down and admire their beauty. They are naturally intelligent and curious, so don’t be surprised if they approach you or your vehicle looking for little treats. For a guaranteed encounter, look no further than Sun Bay—where I snapped this picture. Here, they graze, take frequent sand baths, and (if you’re lucky) cool their hooves in the blue waters of the Caribbean.

Pronounced “ish-pu-ha,” this ranks among the most beautiful beaches anywhere on the Riviera Maya. With calm, very clear waters, it’s a popular spot for local families as well as travelers in search of a quiet afternoon. Despite the secluded location, south of Playa del Carmen, there are plenty of amenities for a comfortable day, like lounge chairs for rent, restrooms, snorkel-gear loan-outs, and a handful of excursions. You’ll also find restaurants and beach clubs famed for fresh seafood.

Superlatives reign at this massive Palm Beach resort. Among the outsize offerings? The biggest casino in Aruba, with more than 500 slot machines and 26 gaming tables, as well as the island’s largest spa. Its 414 accommodations aren’t lacking for space either: Each room has a walk-in closet, double-sink bathroom, and private balcony; the highest-end suites are so palatial their balconies alone measure up to a sprawling 500 square feet—with ocean views to sweeten the deal. When you’re not playing roulette or indulging in a moisturizing coconut-milk wrap, kick back in one of the beachside palapas, or practice your breaststroke in the free-form pool, complete with cascading waterfalls and a volleyball net (a serene adults-only pool features a swim-up bar if that’s more your speed). In keeping with the more-is-more theme, guests are spoiled for choice with seven on-site restaurants, bars, and cafés, including a Ruth’s Chris Steak House, where the 500-degree plates ensure another best—the hottest meal in town.

Nestled on beautiful Playa Dorado in Puerto Plata, this elegant hotel features 50 stylish suites, complete with neutral decor, flowering orchids, and private furnished balconies. Some suites can be connected, but for even more space book the penthouse, which includes three bedrooms, a large living room, and a freestanding outdoor tub. In addition to a pristine beach, Casa Colonial boasts a sleek rooftop pool, a restaurant that serves fine French-Caribbean cuisine, and a spa with a treatment gazebo above a tropical pond. When staying here, don’t miss the chance to explore Puerto Plata and its charming main square surrounded by Spanish colonial and Victorian buildings, as well as the more-than-500-year-old remains of Fort San Felipe. Fifteen minutes from the resort, you can also swim in freshwater lagoons in El Choco National Park.

Built in 1901, the legendary “First Lady of Waikiki” blends Victorian architecture with a golden beach and turquoise seas. Putting a luxury hotel in a deserted backwater was a bold move—but one that paid off. Tourism took off here and the Moana remains its ruling monarch. One of the most lovely, historical hotels in Hawaii, it still has Ionic columns supporting an elegant porte-cochère, plus a long shaded gallery along its facade where rocking chairs encourage guests to watch the world go by. A $21-million renovation brought it up-to-date in 2014 and added a new beach club. But an exhibit room still honors its rich past on the second floor of the Banyan Wing, and serves as a jumping-off point for free historical tours (11 a.m., Mondays and Wednesdays).

Named after the reef it overlooks, the Alexandra Resort, located about halfway down Provo’s famed beauty, Grace Bay Beach, is a great spot for families or couples. Rooms are in groups of four-story buildings circling a lagoon-style swimming pool. There is also 600 feet of pink-sand beach in front of the hotel leading directly into the emerald waters of the South Atlantic. Beyond its mid-range accommodations and excellent location, the Alexandra recently debuted a new restaurant, Asu, which has a fantastic location right on the beach and does a barefoot al fresco dinner -- book for sunset and then after the sky blackens lantern baskets provide a romantic glow.

Blueberry Boy Bait may sound like a B-side song from an alternative band, but it’s actually just an ice cream flavor offered by Humphry Slocombe, a small shop in the Mission District. Owner and former pastry chef Jake Godby has made the name Humphry Slocombe synonymous with flavors and ingredients not often found in ice cream or sorbet. Case in point: best-seller Secret Breakfast, the flavor that launched a thousand Humphry Slocombe fans, a combo of homemade cornflakes and bourbon. Traditionalists will be happy to find “normal” flavors, too, but it’s Godby’s “march to your own drum” ethos that brings out his best work and keeps people lining up for creative scoops. Pick up a copy of The Humphry Slocombe Ice Cream Book, with 40 recipes you can re-create at home.

A landmark since the 1920s, this glamorous resort at Monaco’s easternmost border with France still evokes the glory days of Monte Carlo, when high-society scenesters were frequent guests. The rooms, airy and bright after a makeover by designer India Mahdavi, have an elevated Deco-meets-nautical vibe with porthole windows, Mediterranean stripes—in turquoise, white, brick red, and beige—tailored furnishings, and artsy line drawings on the walls that recall Matisse and Cocteau. The superb, all-organic restaurant Elsa (named after Elsa Maxwell, the American columnist and hostess who was instrumental in attracting the beau monde to the hotel) is another throwback, while the Olympic-size heated seawater pool—open to guests and Beach Club members who swan around on weekends with their children in tow—remains a draw now as it was then.

The Frank A. Wacha Bridge is also called the Jensen Beach Causeway. This bridge connects the town of Jensen Beach on the mainland with Jensen Beach on Hutchinson Island. The bridge is named after Frank A. Wacha, Sr. who was a Martin County Commissioner. In 1965 the first Frank A. Wacha,Sr. Bridge was built. It was a modern drawbridge. In 2003 -2004 a new structure was built to replace the old drawbridge ( which I, for one, miss). The new bridge is especially beautiful to see at night as the structure is highlighted over the Indian River. The surrounding area is a breeding ground for many forms of marine life in the river and it’s mangroves. There are recreational islands under the bridge. There are picnic pavilions, a fishing pier, a park, boat ramps, and four docks. Every day, you can see fishermen fish right off the bridge. There is a sidewalk on both sides of the bridge and the walk is invigorating. I enjoy this walk into town from the island. The view from the top of the bridge is of the river and the ocean beyond. Quite a view!

This hotel is on our list of The 11 Best Hotels in Chicago.

Often rated the best hotel in Chicago since it first opened in 2001, the Peninsula Chicago keeps its reputation by offering the finest high-end Chinese cuisine in the city and easily one of the top hotel spas in the Midwest. The Magnificent Mile mainstay has 339 spacious guest rooms and suites, outfitted in an understated style with floral motifs by artist David Qian. Thoughtful details include soaking tubs with hands-free televisions, a table for two set beside a window with a view, and linens custom created by Pratesi.

No stay would be complete without a meal at the Shanghai Terrace, where chef de cuisine Elmo Han earns accolades for his modern interpretations of Shanghainese, Cantonese, and Sichuanese classics. During the warmer months, you can dine (or just have a mocktail) on the actual terrace, the whole of Chicago displayed before you. Also required: an afternoon at the 15,000-square-foot Peninsula Spa, with its floor-to-ceiling windows, facials using Biologique Recherche products, and an Olympic-size pool and sun deck.

Twenty-four hours before check-in, be sure to request “Peninsula Time,” which allows guests to access their rooms as early as 6 a.m. and stay as late as 10 p.m.—a lifesaver for international or early-bird travelers. And eco-conscious travelers take note: The Pen recently received Gold Status from EarthCheck, its second consecutive Gold Status award.

Slip a generous serving of salade niçoise (tuna, olives, chopped onion, and hard-boiled egg) into a country roll with a drizzle of peppery olive oil, et voilà, you have a pan bagnat, the ubiquitous sandwich native to the region. Pan bagnat translates to “wet bread,” a less-than-appetizing name for a creation that people will wait in long lines to devour. One of the best versions is sold at a simple kiosk on the famous sandy Plage de Salis in Antibes. The sandwiches are so good here, they would tempt a swimsuit model on a strict diet to leave the Hôtel du Cap Eden Rock for a bite.

Chez Josy is open every day from 8:30 – 8:30pm between April and October. It’s closed during the winter.

From a members-only beach club in the 1960s, The Dunmore has evolved into a 16-room boutique stay whose spirit and decor evoke that era. Local interior designer Amanda Lindroth oversaw a major renovation when the hotel’s current owners bought the property in 2010. Wicker and rattan furniture, patterned prints, and spaces that are as much outdoors as indoors create a look that is somewhere between late British colonial and timeless Bahamian. Although the landmark sits on Harbour Island’s Pink Sands Beach, a pool with an airy pavilion adds to The Dunmore’s reputation as a place of amiable gathering. After a day of sunfilled fun, head to the on-site restaurant, where chef Cindy Hutson, one of the region’s rising culinary stars, prepares modern twists on island delicacies—think grouper curry with lychee and grilled pineapple and banana fritters with rum caramel.