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Bermuda’s most famous beach sits on the island’s south coast, in the parish of Southampton. In the summer, Horseshoe Bay is the number one destination for many visitors to Bermuda, drawn by the crescent of pink sand and clear blue water. In the winter, however, visiting the bay has a different appeal. Mike heads there most mornings to start his day with a walk along the sea accompanied by his dog, Harley. “While in the summer this is one of the island’s most popular beaches,” Mike says. “In winter, it’s all mine. There are a few joggers and maybe some paddle boarders but it’s a very quiet place. It’s like having your own private beach though one that’s massive and gorgeous.” Photo by Robyn Fleming, https://flic.kr/p/5WqJXz

St. Lucia’s iconic twin peaks—Gros Piton and Petit Piton—dominate the island’s scenery, soaring 2,500 feet from the sea on the island’s southwest Soufrière corner. Designated a World Heritage Site along with the surrounding Pitons Management Area, these volcanic spires take every first-time visitor’s breath away. There are various ways to experience the Pitons. The brave hike either peak—Petit Piton is more strenuous, and the trail isn’t marked; Gros Piton has marked trails and is a two- to three-hour hike from the village of Fond Gens Libre. Others opt to take it easy and sail past them on a catamaran cruise, or view them from land along the coast or from the terrace of La Haut’s restaurant. Sugar Beach, facing Gros Piton, offers a frontal view of the peaks as you swim.

Put on your comfortable shoes and head to the many trails of Cayman Brac to see wildlife, as well as scenic and geological sights. There is a path for all skill sets. Listen to the mating calls of the parrots flying above at the National Trust Parrot Reserve Hiking Loop, or descend carefully into Peter’s Cave and move through the various layers to discover a truly breathtaking natural wonder. Most hotels have a brochure of all the hiking trails; this includes images, difficulty, and a brief description of each trail.

Yep, you read that right: There is a Pirate Supply Store in the heart of the Mission! In their words: “We are a ragtag group of miscreants who sell pirate supplies in order to benefit the free programming that happens at our writing-tutoring center at 826 Valencia, and in classrooms all over San Francisco.” Cofounded by author David Eggers, the non-profit organization 826 Valencia (which is their address, not coincidentally) teaches writing to teachers and students all over the Bay Area. Chapters of 826 have also been founded in seven other cities around the country. The Pirate Supply Store—if you’re still baffled by this, they do indeed sell pirate supplies like hooks and eyepatches—is just one part of the 826 network, with other chapters having similarly quirky stores, such as Brooklyn’s Superhero Supply Co., Los Angeles’ Time Travel Mart, or Washington, D.C.’s Museum of Unnatural History. The Pirate Supply Store is open every day from noon to 6 p.m.

There is perhaps no landmark of San Francisco, and perhaps even the entire state of California, more iconic than the Golden Gate Bridge. This much-photographed bridge spans the Golden Gate, the strait separating San Francisco (to the south) and Marin County (to the north). The 2.7-kilometer-long (1.7-mile-long) bridge was completed in 1937 in one of the most remarkable engineering feats of its time. Although the idea of traversing the Golden Gate by way of a bridge had been discussed for decades, the fear that fog and wind would make the project nearly impossible discouraged planners. In the end, the bridge was completed in four years at the cost of $35 million as well as the lives of 10 construction workers. A pedestrian path along the bridge offers stunning views of the bay and San Francisco as well as an up-close look at this Art Deco wonder.

The soft, gold sand of Batibou Beach stretches along Dominica’s northeast coast, where the Atlantic is calm enough for swimming. Visitors and locals alike come here to relax in the shade of towering coconut trees, or sip rum punch in a hammock at the tiny, rustic beach bar. To reach Batibou, walk 20 minutes down a rough, often muddy trail, or hire a roundtrip ride from the Hampstead Country House. If you’re seeking solitude, avoid Sunday afternoons, when the barbecue scene is particularly lively.

Travelers seeking spacious accommodations in buzzy South Yarra would be wise to choose this MGallery by Sofitel property on shop-lined Chapel Street. The smallest of its 111 guest rooms start at a roomy 410 square feet and feature plush king beds, black-marble bathrooms, and smart TVs, while its largest split-level suites are nearly quadruple in size—one has its own private spa bath and sauna, while another houses a dining table for 10 and a baby grand piano in the living room. The interiors scream personality, with a bold color palette of hot pink, turquoise, and lime green and decorative elements like gray-and-black leaf decals. After a day spent shopping in the nearby boutiques, unwind in the gym and sauna, then chill out in one of the plush lounge chairs on the seasonal rooftop deck or around the indoor pool, which is covered in a retractable glass roof that opens during warm weather.

A narrow strip of land divides the northern Atlantic and southern Caribbean sides of Frigate Bay, making it easy to walk from one section to the other. Many visitors do just that, as hotels like the St. Kitts Marriott Resort and Sugar Bay Club are on the north side, while the beach bars of The Strip sit on the south side. The sand and scenery around the resorts is better, but the nightlife on South Frigate Bay is among the island’s best.

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.

While some Great Barrier Reef resorts require private plane charter, this 57-room boutique resort is located on Hamilton Island—the only one in the Whitsundays with a commercial airport—meaning it’s easily reached by a direct flight from Sydney, Melbourne, Brisbane, or Cairns. Each room, situated on the tranquil, white-sand Catseye Beach, has a bright Aussie vibe, with lots of natural wood, Aesop toiletries, and private terraces or balconies offering palm-fringed ocean views. The resort’s adults-only policy ensures bliss awaits at the infinity pool overlooking the beach, or below on the portion of Catseye reserved for Beach Club guests. Also on offer is complimentary watersports gear, from snorkeling equipment to catamarans. The resort can even arrange for helicopter and seaplane rides, or diving excursions to secluded sections of the Great Barrier Reef.

Columbus Landfall National Park encompasses both the land and water on the entire west side of Grand Turk, a total of 1,280 acres of protected areas, including around 25 excellent scuba diving sites. Most of these dive sites sit along a submarine wall that drops more than 7,000 feet deep. Places such as Coral Canyon and Black Forest have stunning gardens of hard and soft corals clinging to the edge of the wall, and divers can spot everything from colorful angelfish to sleek reef sharks there. (As you may have guessed by its name, this is also believed by some to be where Christopher Columbus first landed in the New World.)

You have two choices for how to access the beach at Isaac Bay: Either hike from Jack’s Bay or arrive by boat. The hike is worth the extra effort. The breathtaking beach is home to nests of hawksbill and green turtles. (Keep your distance, though; the nurseries are protected by the Nature Conservatory.) The calm and deep waters of secluded Isaac Bay make it great for swimming and even better for snorkeling.

Set smack bang on the beach at Canggu’s Batu Bolong surf spot, Old Man’s is where surfers rinse off the salt and head in for a beer and a bite to eat. The beer garden’s open and airy atmosphere is enhanced by strings of lights and awesome murals by Australian artist Lucas Grogan. You really can’t go wrong at Old Man’s: Prices are affordable, it’s family- and dog-friendly, and the sunset is spectacular. Drop by and see what the hype is about.

The most popular trek in the St. John national park, this trail begins on Centerline Road and descends 937 feet through a shady forest. Along the way, hikers will encounter the remains of four sugar estates, as well as ancient petroglyphs, or rock carvings. The trail ends at the ruins of the Reef Bay Plantation near Genti Bay.

The sleepy town of Cruz Bay, nicknamed Love City, is the main settlement on St. John, and the hub where most visitors arrive after a ferry ride from St. Thomas. The island draws everyone from salty sailors to A-list celebrities, and Cruz Bay is where they all gather in the afternoon to drink Cruzan rum at beachfront bars while deconstructing their day spent hiking, scuba diving or lounging on beaches around the island.