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Outside of Carnival time, you’ll find very little in the Caribbean that’s actually open 24/7. Major hotels and resorts are the exception, of course, though even they don’t usually offer much of anything to eat that doesn’t come by way of room service.

Not so at the Jamaica Pegasus. One of Kingston’s leading business hotels, the Pegasus is where I found the 24 Seven Cafe.

It was ungodly late... Saturday night... the jerk chicken I’d devoured earlier in the evening a distant memory.

24 Seven Cafe to the rescue! Sandwiches, muffins, sweets, and what must be some of Kingston’s finest ice cream are all on offer here anytime, day or night.

Drink selections range from coffee, tea, sodas headlined by the local fave Ting to Red Stripe and a few other beers for those who want to keep the party going. 24 Seven Cafe is located in the lobby of the Jamaica Pegasus hotel. Night owls won’t want to miss it.

From the porte-cochère entry at the Westin Puntacana Resort & Club, you’ll catch an inviting first glimpse of coconut palms, manicured grass, and a long swimming pool that seems to end at the sea. The view only gets better upstairs, where all 200 rooms—including 16 suites—offer swoon-worthy ocean vistas. On the hottest of days, the high-ceilinged, open-air lobby is a great place to hang with a cold one while catching the ocean breezes. When it’s cooler, have lunch by the pool or at the beachside La Palapa, and plan for dinner at the open-air Brassa. As a guest at the Westin, you also have access to Puntacana Resort & Club’s eight restaurants, two golf courses, tennis center, Six Senses Spa, aquatic center, and Grupo Puntacana Foundation activities.

While the Liberty Hotel may have deep roots in Boston lore, it’s not for the reasons you think. For more than 100 years the hotel existed as the Charles Street Jail, an in-city penitentiary that housed (in)famous inmates like James Michael Curley, Malcolm X, and Sacco and Vanzetti. Its inspired transformation came in 2007, but the owners maintained some of the jail’s vestiges, from the exercise yard to several jail cells, while turning the building into a 298-room luxury hotel. Richly appointed rooms offer sweeping views of the city skyline and the Charles River.

The hotel houses five distinct restaurant and bar venues, all of which attract large swaths of locals, especially on the weekends. Located at the foot of Beacon Hill, the hotel is steps away from the boutique and antique stores along Charles Street and also sits next to the picturesque Charles River Esplanade.

Even in a city like Prague is filled with unusual and world-class art, The Memorial to the Victims of Communism at Petrin hill in Mala Strana will command your total attention. Dedicated to those who were arrested, shot, exiled, and otherwise brutalized during the Communist era of 1948 to 1989, this masterpiece made by sculptor Olbram Zoubek and architects Jan Kerel and Zdenek Holzel is especially disturbing at dawn and twilight. Seven bronze men are stood on a set of concrete stairs, and only the first figure is intact, the statues decaying with each step up, symbolizing the effects of communism on the Czech people.

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.

You will want reservations to get into this place. The Mission Restaurant and Lounge serves modern Latin cuisine in a fantastic bar restaurant with a wonderful outdoor back patio (seen here). The chef is Matthew Carter, also known for the House and Zinc Bistro. For desserts, order the pumpkin bread pudding with scotch, pepitas, and pomegranate.

Spectacular sands—making up the longest stretch of beach in Hawaii—sweep for 15 miles starting here, fringed by postcard-perfect turquoise water. This patch of ocean is rough, rowdy, and perilous: Watch for sneaker waves as you stroll along the coast. Swimmers should stick to the Queen’s Pond, an area girdled by a protecting reef. But the big attraction at Polihale Beach remains the dunes, which can pile up to 100 feet high. In summer, hot sand can slip into your shoes, causing burns; savvy beachgoers wear only wool socks, according to Andrew Doughty, author of the excellent Ultimate Kauai Guidebook. Make sure to pack plenty of water—and also an umbrella, if you plan to linger.

One of the best spots to relax in Miami is Bayfront Park, 32 acres of lush grounds that include the Klipsch Amphitheater and the Tina Hills Pavilion. The Fourth of July fireworks and the New Year’s Eve countdown are just two of the community events that occur here throughout the year. From the beach you can watch dolphins jump and play while luxury yachts pass through Biscayne Bay, and you’ll also have great views of the cruise ships and marina. Take the renovated baywalk, shaded by oak and palm trees, past the rock garden and waterfall and several benches. Fitness classes are offered in the park during the week.

Anguilla’s most social beach is full of local flavor. From visiting boats to residents who flock here for the best island-style bar-and-nightlife atmosphere—home to Johnno’s, Elvis’ Beach Bar, and the Pumphouse—there’s never a dull moment on Sandy Ground’s long, soft strand. The water here is calm, making it an ideal stretch of sand for families as well. Sandy Ground is also the site of Anguilla’s August Monday, the most important day of the summer carnival season, when the entire country seems to be in the same location to celebrate J’ouvert: some folks on the beach, some on boats blasting music. By 1 p.m., the August Monday sailboat race kicks off—the first round of qualifying for the final carnival boat race at week’s end.

Blackbird Caye Resort is the gateway to the stunning Belize Barrier Reef, but so much more than a stopgap hitching post for scuba nerds. Stretched across two miles of palm-fringed beach on the windward side of the Turneffe Atoll, Blackbird is set against a backdrop of more than 4,000 acres of untrammeled jungle, mangrove forests, sprawling lagoons, and migratory bird habitats. Many guests come to Blackbird to get under the water and at the reef – some of the best diving sites in Belize are a short five or ten minute boat ride from Blackbird’s dock – though this isolated island paradise has plenty to offer visitors looking to stretch their land legs. 18 ocean-view cabanas, each with its own private balcony and hammock, hold dominion over the Caribbean Sea. The Poolside Bar is a great place to unwind after a hot day in the sun, while the gallant High Tide Bar, with at least two feet in the sea at any one time, offers an excellent happy hour and complimentary snacks, including island fare like lion fish fingers, ceviche, conch fritters, and fried grouper. One of the top dive resorts in the world and a postcard-perfect island paradise, Blackbird is at once home away from home, and your own secluded hideaway. Photo Finish: Nikon D800 | 24-70mm f/2.8 lens | Aperture f/7.1 | ISO-640 | Shutter 1/30 sec.

Nestled in a stunning but lesser-visited part of Kenya known as the Chuylu Hills is Ol Dunyo, a luxurious lodge with a big focus on sustainable tourism. Here, eight of the ten private cottages have their own swimming pool, and all enjoy roof terraces where intimate and romantic Star Beds can be set up for a night spent sleeping in style under a canopy of endless stars.

Part concert, part traditional resort show, The Spazmatics are a throwback to the 80s. The band members, each of whom has a dorky on-stage persona, play a myriad of popular songs from this decade of dance hits ranging from hip-hop highlights to pop classics. This is a long show, spanning several hours with an intermission in the middle. Audience members are encouraged to get up and dance the night away to music that we all so fondly remember from yesteryear.

Santa Barbara spot prawns roasted under a layer of salt. Nasturtium leaf tacos filled with scallop tartare. Gelée of littleneck clam and chorizo served in the clam shell. These are just a few of the delicacies guests might taste at chef-owner Michael Cimarusti’s seafood mecca Providence. This top Los Angeles chef is so masterful with unusual ingredients that he even serves a course inspired by his travels in Japan called the Ugly Bunch, transforming unattractive ingredients into a breathtaking plate. The game-changing chef is also the West Coast pioneer of Dock to Dish Los Angeles, a restaurant-supported fishery program promoting sustainably caught seafood. Naturally, the menu at this destination, decorated with driftwood chandeliers and ceramic barnacles, changes nightly and always includes three tasting menu options. Those in the know book the four-seat private chef’s table overlooking the kitchen for a special occasion, or go for Friday lunch, when they can enjoy chef Cimarusti’s skills in the light of day. Must-order: One of head bartender Kim Stodel’s “zero-waste” cocktails, like the Tom Kha curry–flavored Muay Thai creation, with a rum infusion made from lemongrass, ginger, and kaffir leaf leftover from the kitchen, and served with a biodegradable straw.

La Glorieta attends to those attracted to tango’s drama but who eschew slick, three-hour dance extravaganzas in downtown cabarets. Free and open to the public, this gazebo, in a plaza near Belgrano’s Barrio Chino, transforms on weekend evenings into an open-air gathering place for tango dancers—young and old, experienced and rookies alike. If you’re looking to learn the dance’s steps (as well as its complex etiquette), go early for classes (5–6:30 p.m.) before the dance floor opens. Dancing goes on until 11 p.m. and is canceled on rainy nights.

When the Ritz-Carlton Dallas opened in 2007, it didn’t have to go far to find a star chef for its gourmet restaurant. Dubbed the father of Southwestern cuisine, and the author of notable cookbooks like The Texas Food Bible, Dean Fearing had helped earn the restaurant at the Mansion on Turtle Creek numerous awards during his two decades there—but was now up to the challenge of opening his own place. A decade-plus later, the James Beard Award–winning Fearing continues to be a favorite for its Southwestern-accented American menus crafted with regional products.