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Built on a deck overlooking the Vigie marina, The Coal Pot is a local favorite that makes a breezy, delightful spot for a lunch or dinner with a view. Named after the traditional methods of island cooking, the restaurant specializes in some of the best seafood on the island, including St. Lucian crab back and traditional saltfish with green fig (banana), as well as steaks, poultry, salads, and soups. Weekday lunches have a fixed three-course option. Reserve ahead for a bayside table: At night, the setting couldn’t be more romantic.

Montréal’s main artery, rue Ste-Catherine, runs for seven miles along the length of the city. From its origins as a dirt road lined with farmhouses and orchards, the street today is now a thoroughfare passing through a number of neighborhoods. The best-known stretch runs roughly from rue Guy to rue Aylmer, where La Baie department store stands. This is the heart of the city’s busy downtown shopping district, with a mix of familiar international brands and only-in-Canada department stores and shops. Continuing east, the street passes through the Quartier des Spectacles before forming the main street of Montréal’s Gay Village. There, it is closed to cars in the summer, and patrons of bars and restaurants spill into the streets.

If you need to hone your surfing skills, no worries, Tahiti has some fabulous beginner breaks plus warm water! Tura’i Mataare Surf School offers private and small group surf lessons to anyone over the age of 5-years. The 3 hour and 30 minute lesson aims to help you master the basic techniques before you venture to multiple surfing spots along the western coast of the island. The company picks up from all the hotels, and rates include transport. If you already know what you’re doing and just want to ride the best waves for when you’re visiting Moana Surf Tours in Punaauia can provide guides or put together any combination of surfing, lodging and boat.

The hours may be inconsistent and the menu—if you can call it that—is limited, but the ribs here are hands-down the best on the island. The chef/owner slow cooks his specialty outdoors and the only options are either with or without sauce. There’s a small collection of tables, usually inhabited by locals though they are happy to make room for visitors.

In the late 1700s, Cheshire Hall Plantation was one of the handful of cotton plantations operating on the Turks and Caicos Islands. During its heyday, the estate spanned thousands of acres, with hundreds of enslaved people working in the fields. Poor growing conditions led to its decline. Today, you can explore the scattered ruins, including remnants of the Great House, which was built from cut limestone. The $10 admission fee includes entrance to the site and a 30-minute guided tour. Cheshire Hall, conveniently located near downtown, offers the best-preserved colonial-era ruins on Providenciales, though Wade’s Green Plantation on North Caicos is the best preserved site of all the islands.

In a city built on steep terrain, it is a wonderful thing to have the option to ride up and down the hillsides rather than walk. In 1883, Valparaíso’s first funicular (ascensor), the hydraulic Ascensor Concepción, made it unnecessary for locals to climb hundreds of stairs every day. Today, about 15 of these little vehicles, most using electric power, are in operation; passengers ride for a small fee. The most popular one—and the one with the best views—is the Funicular Cerro Artillería. The Ascensor Concepción Prat is the oldest.

The best of Brazil is only a short walk from Cabo San Lucas’s downtown tourist heart. Madeira Bistro, a burnt-orange corner joint, features a wide entrance and wall made nearly entirely of windows. The airiness invites breezes in and allows the intoxicating aroma of the rodízio-style grilled meats to waft out. Here, round after round of rib eye, hanger steak, top sirloin, and other preparations are served, along with sides of basil mashed potatoes, coleslaw, sweet potatoes, and more. The food keeps coming until you cry uncle. The knowledgeable staff is there to help with pairings and perhaps wheel you out.

Cuquita Cookita is the latest venture from celebrated local chef Cuquita Arias de Calvo. She serves up “gourmet-homemade” in this colorful eat-in or take-out café. Desserts and other sweets are a specialty too, like her banana cake and lime brownies (among the biggest crowd-pleasers). The establishment also sells a variety of culinary items, including Cuquita’s latest book, Panamá Chombo Style, which recently received first prize at the Gourmet World Book Awards, in Yantai, China, in the best African cookbook outside Africa category. In Panama, a chombo is a man of African descent. With the book’s publication, Arias de Calvo pays special homage to Afro-Panamanian cuisine.

If the romance of a vineyard sounds appealing, several wineries offer you the chance to dine among the vines. Locals choose the Vega Manchón Winery (pictured here), where former Rosewood chef Carlos Segura pairs entrées with the vineyard’s wines. Restaurante de la Santísima Trinidad, nestled within the grounds of its namesake vineyard, is open only on weekends but can provide a relaxing daylong respite, especially if combined with the winery’s other diversions like polo matches (and polo lessons for all levels of expertise), yoga, or massages. For best romantic results, follow the recipe of poet Omar Khayyam, “A jug of wine, a loaf of bread, and thou….”

On the Dominican Republic’s northern coast, near the tip of the Samaná Peninsula, this unpopulated Atlantic beach stretches three miles from Cape Samaná to the cliffs of Cape Cabrón. To get here, you’ll need to take a four-wheel-drive vehicle or a boat charter from the small fishing village of Las Galeras, but once you arrive, you’ll find a nearly empty stretch of sand. The west end of the beach features calm waters ideal for swimming and snorkeling, while the east end has great waves for surfing. You’ll also find spots to rent kayaks, snorkeling gear, chairs, and umbrellas, as well as a few food vendors serving rice, beans, and seafood cooked over an open-hearth fire. This is the place to go when you want to get away from the crowds.

Part of the Grande Lakes resort complex, the Ritz-Carlton Orlando has enough amenities to keep a family happily occupied without ever having to leave the property. Accommodations feature private balconies with garden or lake views and separate tubs and showers, while club-level suites offer snacks and refreshments throughout the day and exclusive activities such as photography lessons with the hotel’s photo concierge, but the rooms aren’t why you came. Cool off at the clover-shaped pool—the lazy river next-door at the JW Marriott is also available—or with a zero-gravity massage, performed while you sway in a hammock in the spa’s rooftop garden. The Greg Norman–designed golf course has a caddie concierge program; kids play free with an adult. Between the two large hotels on the Grande Lakes property, there are a dozen dining options—try Highball & Harvest, where the farm-to-table cuisine is made with local ingredients and served alongside beer from its own nano-brewery. The $35 daily resort fee covers theme-park shuttles, kids’ club activities, daily bike rentals, driving range privileges, and WiFi and phone calls.

A stay at the adults-only Rachamankha feels like an extended visit to a supremely stylish friend’s home. Designed by interiors maven Rooj Changtrakul and renowned Thai architect Ongard Satrabhandu (who happens to be Changtrakul’s stepfather), the 24-room boutique hotel is inspired by 15th-century Lanna and features crisp white walls that offset Chinese antiques, vaulted wood ceilings, and colorful Thai silks. Serene courtyards give way to a library, an art gallery, and a poolside massage pavilion for low-key relaxation. Even the restaurant is primed to make you feel at home, serving regional comfort food like Burmese curry in an alfresco setting that reminds you why you booked here in the first place.

When you think of the word pub, chances are you picture something like this place. Housed in the old Cooperage of the Royal Navy Dockyard, this causal bar-slash-restaurant is all about cozy atmosphere; there’s even a fireplace that was originally a forge used to produce iron hoops for barrels. The menu showcases comfort food—fish-and-chips, savory pies, and brisket with Yorkshire puddings—not to mention some local touches like the pepper jam served with red-onion rings. Enjoy a pint or two of ale, pilsner, or porter from the onsite Dockyard Brewing Company (the most established of the breweries on the island). The hoppy offerings change regularly.

Some find this narrow, neon-lit French Quarter street appealing, others appalling. But it’s worth a stroll either way. It’s as if all the sins of mankind and then some were rounded up and corralled here—tawdry strip shows, cheap and potent drinks, the coveting of neighbors’ wives, petty larceny, big-ass beers, bad cover bands, and so on. (Bad cover bands were not technically mentioned in the Old Testament, but to many they’re the street’s most shameful sin.) The heart of the party zone stretches eight blocks from Iberville Street to St. Philip Street, with the thickest concentration of bars on the Iberville end. New Orleans allows alcoholic drinks outside, as long as they’re in plastic cups, or “go-cups"—meaning you can roam the length of Bourbon Street with your beer or hurricane in hand.

Located in a former home built more than 100 years ago, this intimate restaurant excels in ambience and Caribbean specialties. Outdoor tables sit next to a pool and pretty tropical gardens, while the dining room boasts an array of European antiques. A son of the restaurant’s original owners, the current chef specializes in such dishes as bouillabaisse, crunchy okra, and cinnamon-and-brown-sugar sweet potato mash. Also on offer is seafood prepared with local spices and coconut milk. Whatever you choose, don’t miss the wine cellar, which once functioned as the home’s cheese room and now features nearly 2,000 bottles by 120 labels.