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Hull Bay Beach—on the north shore of St. Thomas, west of Magens Bay—has the wave action surfers crave. When there’s a northern swell, the beach is considered the best surf spot on the island. The rest of the time you’ll find snorkelers, local families, and fishing boats bobbing out in the bay. The beach bar is a popular island spot.

From this 900-foot-high viewing platform—equipped with a telescope, map, and signage—you have a panoramic view of the majestic Mesopotamia Valley (“Mespo”), home to St. Vincent’s fruit, vegetable, and spice crops. A sea of green expands in every direction, bordered by the blue Caribbean far to the south and the mist-shrouded Grand Bonhomme Mountain to the north. It’s the perfect spot to soak up St. Vincent’s rich natural beauty—and to catch a cool breeze.

The Caribbean’s first long-distance hiking trail runs 115 miles south to north. Fourteen segments break Waitukubuli into manageable day hikes—important for rule-followers, as camping is tolerated but not technically legal in Dominica’s reserves and national parks. Brace for lofty peaks, precipitous valleys, and riotous tangles of rain forest vegetation on this trek, which bears the island’s original indigenous name, meaning “tall her body.” Consider hiring a local guide for expert advice on trekking the steep, corrugated landscape, which Christopher Columbus once described by simply crumpling up a ball of paper.

With its Spanish moss-draped oak trees and beautiful stucco buildings, the College of Charleston‘s campus is long on atmosphere and makes a great place for a stroll. Randolph Hall, a magnificent edifice built in 1828 and one of the six college buildings on the register of National Historic Landmarks, has appeared in movies from The Patriot to Dear John, and in the Civil War miniseries North and South. Also of note, the President’s House, once the parsonage of St. Philip’s Church, is the oldest building on campus.

Hotel Atarazana is a simple, airy, and clean hotel a stone’s throw from Plaza España at the north-east of Santo Domingo’s Zona Colonial. There is a cute walled courtyard where you take breakfast, and an open rooftop (with some shade) for sunbathing, reading, and rum; drinking water is included; and the staff are friendly and some speak English. All the Zona Colonial’s sights are within easy walking distance; the pedestrianized El Conde is a ten minute saunter south. (Note: The hotel is so close to the bars / clubs off Plaza España that it can get noisy at night.)

The Hong Kong-based Swire Hotels launches in the U.S. with their 352-room EAST, Miami, located in city’s bustling financial district. L.A.-based Studio Collective and New York’s Clodagh Design paired up to design the interiors, which mix intricate woodwork with sleek furnishings. Original artwork from notable names such as China-born Zha Songgang and Miami-based Alexander Mijares hangs throughout the hotel, along with photographs that highlight Miami’s colorful scenery and Modernist architecture. Quinto La Huella, an outpost of a famous seafood restaurant in José Ignacio, Uruguay, promises to draw locals and visitors alike, while the hotel’s rooftop space serves Asian-inspired tapas with views of the skyline. From $259

Just a short hour drive away from Kelowna, and only a 5-10 minute drive from Penticton, Naramata sits hidden with acres of green vineyards cascading off of clay cliffs into Lake Okanagan. In the heart Naramara is the historic Naramata Heritage Inn & Spa. Built in 1908, some say it’s haunted with its history of being a school and the first cultural hub upon Lake Okanagan. Today it functions as an ideal getaway with nearby beaches, over 100 wineries and the variety of adventure activities nearby. I always make time to stop in during my wine tasting trips to sit in the sun with a glass of local wine and a variety of local cheese and charcuterie selections. This is foodie stop one shouldn’t miss while visiting the area if not staying with the hotel. Take a tour through the chefs garden, tour the quirky town of artists and vintners, or enjoy the cycling, zip lines, hikes, fishing and water sports all within the Central and Southern Okanagan.

The family-owned Yandup Island Lodge is located on a private island across from the remote Playon Chico community on the Caribbean coastline of San Blas, Panama. The eco-lodge offers two tours a day: a visit to a beach on one of the archipelago’s deserted islands and a cultural tour that connects guests to the local Kuna Yala indian community.

While there are plenty of in-water activities around St. Thomas, one of the best is at the Coral World Underwater Observatory. At this interactive park, which is great for families, visitors can see marine life rescue efforts, play with crustaceans or hang out by the beach. They can also swim with the star residents of the observatory, the sea lions. Rescued several years ago from certain death, today the sea lions are crowd favorites. In a special interactive session you can learn more about the ongoing research and interact with them in a special pool. This activity is safe for the sea lions and the mental stimulation is an important part of their daily schedule.

On the island’s easternmost point, this undeveloped, rugged area of Anguilla is great for hiking, exploring nature, and taking a break from sunbathing. Begin your trek at Windward Point Bay, on the southern side of the beach, then hike up toward a rocky landscape dotted with Melocactus and various sharp rock formations, while the rough open sea crashes in the distance and pelicans glide overhead. As the climb continues to the top of the hill, you’ll get views of Scrub Island, St. Martin, and St. Barths ahead on a clear day, and a well-deserved 360-degree panorama.

The Mandarin Oriental was an early arrival to the Sanya beach boom, and their Sunset Bar is a fantastic place to have drinks in the evening. It has a huge open space with a stunning view of Dadong Bay; it really is the best place in town for sundowners. The cocktails are surprisingly good—try the mojito—though they hit the wallet pretty hard. For non-drinkers, they advertise a full high tea in the afternoons. I just love those little cucumber sandwiches with the crusts cut off.

Among Playa Avellana’s numerous pleasures, the small-town, almost-no-cars vibe sets the scene for true relaxation—as well as fun. Look for Lola’s—perhaps the hippest spot in town—in the tiny business district and try out fresh, locally sourced pizzas, mahi-mahi tacos, and veggie burgers; smoothie lovers will go nuts. Locals and visitors pack in under the almond trees late mornings after surf excursions and other adventures. Be on the lookout for Lolita, the piglet daughter of the original Lola (sadly no longer with us) as she frolics in the sand or ranges across the property.

Take a leisurely day trip (or a couple of days) to drive around Inishowen, the largest of Donegal’s peninsulas and enjoy the rugged scenery, with remote beaches, stone forts, castle ruins and a military museum at Dunree Head to explore. The total drive is 157km (98 miles) and you’ll find plenty of villages, cafes and pubs to stop at for food and refreshments along the way.

You’ll have the most dramatic views on your way to Malin Head at the tip—be sure to stop at the Gap of Mamore, 820 feet above sea level, for panoramic vistas of Lough Swilly and the Fanad Peninsula. Along the way you’ll also see lots of long, golden beaches and coves, sheep-filled fields, traditional cottages, and villages to stop by for lunch or refreshments. Inishowen is also home to some of Ireland’s most fascinating Christian and Gaelic sites, such as Grianan of Aileach (Grianán Ailigh in Irish), a ring fort dating back to the 6th century C.E.

The multi-tiered wooden decks and cozy thatch-roof rooms, combined with the lush green hillside setting, makes Monkey Valley feel like an island treehouse escape. At the foothills of Chapman’s Peak and rising above Noordhoek Beach, this hotel and restaurant is a secluded spot to have a sundowner among locals. The rustic charm of the hotel combined with the hearty meals served at Thorfynns will make you feel like you’ve escaped to a fairytale world - yet you’re still a mere 40 minutes from Cape Town.

When you live in Miami, you crave more than the glittery neon of South Beach. In Wynwood, the areas most up-and-coming hub for art and nightlife, Gramps appears like a grungy truck stop on the orange dive exterior. Inside, the bar includes live music, stand-up comedy and games. The bar serves creative speciality cocktails with flavorful, fresh ingredients. Outside, there’s an expansive patio with graffiti, art, picnic tables and live sports broadcasts projected on the buildings exterior. The vibe here is totally relaxed and vibrant. The crowd consists of hipsters, artists and fashionable hippies.