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Opened in 1962, Curtain Bluff is Antigua’s oldest luxury resort, and one of the island’s finest. It is the kind of place guests return to through the generations, with the same expectation of timelessness they’ve experienced for as long as they can remember. Located at the southern end of the island on a promontory that divides an often roiling Atlantic from a much calmer bay, the resort offers sea views from every room, two beaches, a top-notch tennis center, a pair of restaurants that can boast one of the Caribbean’s most outstanding wine cellars, and a staff whose commitment has often been passed from parent to child. And except for spa treatments, a premium bottle of wine, and the occasional Cuban cigar, there is little that’s not included in the rate, making a stay a better value than the price might at first indicate.

Lime Cay, an uninhabited island about two miles off of Port Royal, is a favorite destination of Kingstonians for white-sand beaches, sunbathing, and swim time. This is an ideal deserted escape on weekdays, and weekends are usually only a bit busier and bring a few vendors. Don’t count on the vendors, though: Bring your own food, water, sunscreen, and snorkeling gear. Wear water shoes, as there can be urchins. To arrange a trip over, ask at your hotel, or inquire at the bar on Morgan’s Harbour called the Y-Knot—they’ll help you find a boat ride or fisherman willing to take you to the island for no more than US$20.

Snorkel, fish, relax and recover while you’re in Panama on Contador Island, in the Pearl Islands Archipelago. These beautiful boats are ready for hire (in hugely affordable fashion) once you’ve left Panama City and landed on this enchanting island. With Air Panama there appear to be two or three short (45 minutes) flights a day that will get you there from Panama City. Be sure to pack your swimsuit, a good book and some sunscreen. This is a very small island and you can explore land on foot or by a rental scooter to see it all. In Spanish, Contador means ‘the one that counts’, and it’s easy to make your day on the island count with a local rental boat. Your captain (that will inevitably also be fishing while you’re moving) are a reliable way to go and find nearby remote snorkel locations. Be sure to agree on the price before you head out for your big day on the water.

Just a five-minute boat ride from St. Vincent, Young Island is both a private resort and the first in the Grenadine islands chain. Here, you’ll find a small, white-sand beach facing the channel that separates the island from the mainland. It’s technically for hotel guests only, but go for lunch at the very good beachside restaurant and bring your bathing suit—the resort won’t mind if you take a quick dip after your meal.

If you want to vacation like British royalty, visit the mosquito-shaped island of Mustique, which Naomi Campbell, Mick Jagger, and Princess Margaret have all called their home away from home. Once on land, there’s no better place to stay than the Cotton House, a private retreat that feels like the lap of luxury. Set on 13 acres of cerulean beachfront and gardens thick with jasmine and frangipani, the 20 rooms and suites are awash in neutral hues inspired by their surroundings, with wicker pendant lighting, ikat throw pillows, and breezy mosquito nets over the beds. Explore the coral reefs near the shoreline in a glass-bottom kayak, or improve your backhand with help from the resident tennis pro. After a day of sun-soaked adventure, dine on fresh-caught specialties (pan-seared barracuda, Caribbean-style sushi) at Veranda restaurant, then retire to the Great Room, a colonial-inspired lounge offering rare and local rums.

Scrub Island is one place where being shipwrecked might actually be a good thing—pity that dockside boat slips abound. Located on a volcanic speck just 75 miles east of Puerto Rico, Scrub Island Resort is the ultimate tropical idyll, with a spa, marina, and three restaurants. Its 52 suites and villas sit on 230 pristine acres, complete with neutral, colonial–style interiors (think four-poster beds, marble baths with soaking tubs, and floral curtains) that intensify the ocean views. Charter a boat to explore hidden coves or test your nautical skills at the resort’s sailing school. You can always forget what you know once the time comes to lift anchor and head for the mainland.

For panoramic views of the entire city—for the price of a subway ride—take the Roosevelt Island Tram. As the suspended car runs parallel to the bridge, spanning the gap between Manhattan and Roosevelt Island, you’ll have unparalleled vistas of the New York syline and the East River below. There are few experiences as memorable or accessible, so be sure to ride the tram there and back—it’s particularly dramatic in the morning and evening.

You haven’t truly seen The Bahamas if you haven’t done a day trip to one of their many unspoiled islands. When in Exuma, a short water taxi ride, which will cost you only $12, will bring you to an island off the port of Georgetown. It’s pristine waters and beaches will surely spoil you- the Exuma Cays has one of the clearest waters I’ve seen in the world! Be sure to be on the lookout for Stingrays next to the Chat ‘N’ Chill Bar. Feeling adventurous? Walk across waist-deep water to bring you to the other side of the island, where the waves crash over the coral. Go beyond that and take one of the the hidden walking trails that will lead you to the end of the island. Just make sure to not get lost on your own, some of the paths do seem endless like it will lead to nowhere. However far you get, remember to go back as the island tends to elude your sense of time. Your water taxi awaits!

John Rutledge was an active player in early American politics, signing the Constitution and serving as South Carolina’s first governor. But his townhouse on Broad Street, now the John Rutledge Inn, was built before he even attended his first Continental Congress. The house was embellished and expanded over the years, including the addition of elaborate lacelike ironwork that still stops passersby in their tracks. The inn comprises the main building and two carriage houses. In the 1980s, a major renovation prepared it for its new life as an inn, restoring the parquet floors, marble fireplaces, and crown molding to fully honor the property’s past.

Rooms in the main house evoke the property’s Colonial Era origins, with canopy beds and brass fireplace screens. All rooms have Tempur-Pedic mattresses, property-wide Wi-Fi, and flat-screen TVs help guests remember that they’re still in the 21st century. Around the property, visit the sumptuous ballroom for evening sherry, or stroll the lush, secluded courtyard.

On the northern edge of Tucson, you can drive through a condensed version of western North America’s ecosystem in about half an hour. On the way up the Mount Lemmon Highway (also known as “Catalina Highway” or “Sky Island Scenic Byway”), you traverse almost all of the different life zones you would encounter if you were to actually drive from Mexico to Canada: starting with the saguaro-studded Sonoran desert, up through grassland, junipers and oaks, pines, and finally a mixed-conifer forest with stands of aspen. You begin at about 2500 ft. and end up at almost 9100 ft. above sea level (about 760 to 2770 meters). In the summer, especially, southern Arizonans love this road: “thirty miles, thirty degrees cooler,” as the saying goes. When it’s 105 degrees down in the city, it’s a perfect 75 up on the mountain. In the winter, you can go skiing in the southernmost ski resort in the U.S.

Rugged Monhegan, aka the Artists’ Island, lies about a dozen miles out to sea, and is reachable only by passenger ferries. About 60 hardy souls live here year-round, most making a living from the sea. If you get a sense of déjà vu when visiting Monhegan, it’s likely because so many of the island’s icons and vistas have been painted by American masters, including Robert Henri, Rockwell Kent, Jamie Wyeth, George Bellows, Edward Hopper, James Fitzgerald, Andrew Wyeth, Alice Kent Stoddard, Reuben Tam, and William Kienbusch. Artists and art lovers come in summer; bird-watchers flock here in spring and fall. Hiking trails access remote rocky beaches and craggy headlands. Go for the experience, the art, and the hiking, and don’t miss the museum at the lighthouse.

Harbour Island is an out island of the out island Eleuthera in the Bahamas. Home to a scant 1,500 people and more golf carts than cars, Harbour Island is the perfect place to get away from it all. It’s also home to the rich and famous who visit for the same reason the rest of us do, quiet relaxation. As soon as I landed on the island I could feel my stress melt away. It’s hard to get too worried on an island with roosters in the street and golf carts whizzing past. Harbour Island is one of those places that quickly occupies a place in your heart and I know I can’t wait for a return visit.

Daingerfield Island is a pleasant spot off George Washington Parkway where visitors can picnic and watch boats and wind surfers float down the Potomac. The name is misleading—the facility is not an island, but rather a peninsula covered with park space and a premiere marina that houses small racing sailboats. Sailing classes are available to children and adults sailing during the summer and experienced sailors can rent boats by the hours. Landlubbers may prefer to rent cruiser bicycles. After building an appetite, grab a bite from Indigo Landing Restaurant or the more casual snack bar while admiring the waterfront.

This lodge offers a private island stay, paired with the option of experiencing the Swahili architecture, music, and culture of Stone Town (Zanzibar’s main town, 20 minutes from Mnemba by boat plus a 90-minute drive). Ten high-ceilinged, thatched bandas are footsteps from a flour-fine sand beach and are romantically furnished with elaborately carved wooden beds. For those who want a change of scenery, verandas and shaded beach beds offer a variety of places to sleep off all the early morning safari wake-up calls. Just under one mile in circumference, Mnemba Island has permanent residents that include poodle-sized Suni and rabbit-sized Ader’s duiker antelope, breeding doves, and enormous terrestrial coconut crabs. Sunbathers can spot dolphins from the beach year-round, and scuba divers might encounter the occasional whale shark.

Just a mile off Messinia’s coast is the beautiful Proti Island, which is said to resemble a crocodile in shape, and is a haven for history buffs. On land, you’ll find archeological sites and ruins from ancient temples and citadels. Additionally, Proti Island is great for diving due to its clear visibility, 15 dive sits and mix of reef, cave, wall, wreck, canyon, and drift diving. As you swim through turquoise Mediterranean waters, keep your eyes peeled for blue-spotted rays, painted combers, damselfish, sea turtles, and myriad colorful corals and sponges. One company that can take you diving off Proti Island is Navarino Sea by Aqua Divers Club, a Padi Five-Star IDC Resort.