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Along with the beautiful scenery, parents will appreciate the many amenities that make Bermuda’s beaches the perfect place for beach bums of all ages. Lifeguards, gentle water, and nearby facilities are always a welcome sight for parents of small children. Clearwater Beach, on the eastern end of the island, has clear, shallow water and a 36-acre public park with restrooms and a playground. Picnic facilities, shade trees, and gentle water make Shelly Bay a good choice for the smallest of surfers, swimmers, and shell seekers. Horseshoe Bay Beach has lifeguards, showers, restrooms, and a nearby café. John Smith’s Bay, Elbow Beach, and Somerset Long Bay are more great beaches for families with kids.

From May to August, a ferry runs from the port of San Sebastián to the island that sits serenely in the middle of the Concha Bay. The island is quiet, isolated, and empty. There is a café on the island with a mysterious timetable, and a lighthouse that makes for a picturesque snapshot. Grab a loaf of bread, some cheese and ham, and settle down for a picnic and a reverse view of San Sebastián.

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.

Just to the north of Galley Bay Resort, you’ll find one of my favorite beaches on the island and maybe even the entire Caribbean: Deep Bay. The ruins of Fort Barrington keep watch over this incredible, crescent-shaped slice of paradise, just adding to the beauty of its turquoise, flat waters. Swimming here is like splashing in the largest, most pristine, natural pool you’ve ever imagined. As an added bonus, there’s a hundred-year-old sunken wreck, a barque from Trinidad named the Andes, out in the middle of the bay. It’s an easy swim from shore and accessible to snorkelers. Beaches really don’t get much better than this... anywhere.

One of the island’s best lookouts, Drake’s Seat offers a panoramic view of Magens Bay and the U.S. and British Virgin Islands to the east. The site is named for Sir Francis Drake, who is said to have kept watch over the harbor from this vantage point. (Was Drake benevolently watching over his own fleet or looking for ships to plunder? The answer will depend on whether you subscribe to the British’s regard of him as a celebrated explorer or to others’ belief that he was a brutal privateer.)

Stop at Scribe Winery and pick up a bottle of their newly released rosé to pair with oysters at Hog Island in Marshall, CA. Picnic tables overlook Tomales Bay and must be reserved in advance. Throw the oysters on the grill or eat them raw and don’t hesitate to ask the staff to share shucking tips. This appeared in the May 2014 issue.

By law, every beach in Antigua is public. But at this all-inclusive resort surrounded by 140 acres of undeveloped land on the island’s west coast, guests feel “their” beach belongs almost exclusively to them. The hotel is a 35-minute drive from the airport, and it’s accessed by an unpaved road. Seclusion is a big part of the appeal at this adults-only (except in July and August) hideaway. Its 27 minimalist but spacious cottage suites begin on the beach and are scattered up a hillside that overlooks a picture-perfect bay. All the cottages have outdoor showers, king-size beds with mosquito netting, and at least a partial view of the sea. Expect to see a lot of honeymooners and other romantically inclined couples here, but don’t expect to see much of them, except at meal times, when the foodie-approved mix of European, American, and Caribbean dishes draws out even the most recently married.

This iconic bar sits on stilts above the sea at the Hotel Bakoua in the sultry resort area of Trois-Ilets, just across the Bay of Fort-de-France from the island’s capital city. People don’t come here for the drinks (stronger and better can easily be had elsewhere). They don’t come for the snackfood, or to ogle the topless beauties on the shore either (okay, perhaps a few are attracted by the latter). No, instead they come for the vibrant sunshine, the spectacular views across the Bay, and the soothing sea current that massages those who wade into the waters surrounding the bar.

Many rivers to cross, and beaches to check out, and swimming holes to test: Jamaica offers visitors a busy schedule of taking it easy. When the most difficult hike on your itinerary ends at a rain forest waterfall, you know you’ve come to the right island.

Any trip to Puerto Rico must include at least one perfect day in the old city of San Juan. The island overflows with a rich culture and history that you can first experience here in San Juan right after stepping off the plane. Spend a day roaming the old city, exploring cobblestone streets with hidden gems and restaurants, art galleries and shops. These are the must-see places to complete your perfect day in San Juan.

On the gorgeous island of Virgin Gorda in the British Virgin Islands there is a beach at Devil’s Bay where huge boulders line the edge of the sand and spill out into the turquoise sea.

Natural tidal pools, arches, grottos and tunnels are formed by the granite boulders.

Since 1990 this beach area has been known as a BVI National Park. The entrance fee is $3.

Swimming, snorkeling, and climbing and slipping through the boulders are popular pastimes at the Baths making it a top tourist attraction on the island. The Top of the Baths is an excellent restaurant with stunning views where I had lunch. There is also a beautiful pool up there. Gift shops offer souvenirs.

At the bottom of the path there is a cafe. I walked through the boulders and had a sense of peace. It was so quiet.

There were some slippery spots and some areas where I had to use care when sliding through the path. The water rushed through a couple of times and I saw the tide was coming in. Luckily, I had come out of the path and onto a stunning white sand beach where I swam in the clear warm waters. I didn’t want to leave this little bit of paradise but it was getting late so I had to pack it in for the day.

The Baths National Park was an attraction that lived up to its reputation. I would recommend the Baths of Virgin Gorda. Wear a bathing suit and bring an underwater camera. Just watch the tides if you don’t want to get tossed around.

For travelers who visit Hawaii and want a quiet, tucked-away vacation from the rest of the world, Hilo is a fantastic town to find a condo for rent and sunrises from the local beaches or to enjoy quiet evenings staying in. While no one needs to get lost in a book when there are so many beautiful things to enjoy on the Island of Hawaii, Hilo Bay Books compliments a tucked-away, quiet, beachy lifestyle perfectly by selling secondhand books (their motto is “get used!”) to help you unwind and enjoy the time away from home.

My first night at Galley Bay, I decided to take in their signature dining experience at Ismay’s. This is their top-of-the-line restaurant. Menu items include baked escalope of mahi mahi with olive and pine nut crust parsley; roasted cherry tomatoes, chilled caponata, sweet potato wafers, and balsamic reduction; and gratin of shrimp, crimson grapes, fresh dill, and champagne cream. Certainly impressive names, but perhaps the most impressive is the name of the restaurant itself. You see, when the then unnamed restaurant was being built in 2008, employees overwhelmingly suggested it should be named after one of their own: Ms. Ismay Mason. Ismay had been with Galley Bay for 45 years at that time during which she’d never called in sick and was a steadfast member of the team and community at large. Five years later, when Ismay finally retired, the tribute to her contribution toward the exceptional vibe of Galley Bay continued with the formation of The Ismay’s Foundation which provides for further career training and education within the community. Incidentally, I had the grilled beef mignon and sauté of shrimp, fondant potato, lemon, parsley and white wine emulsion.

Descended from horses brought over in the 16th century by Spanish conquistadors, hundreds of wild horses rule the little island of Vieques. The horses, an attraction in their own right, dot the landscape wherever you go. With every encounter, I couldn’t help but slow down and admire their beauty. They are naturally intelligent and curious, so don’t be surprised if they approach you or your vehicle looking for little treats. For a guaranteed encounter, look no further than Sun Bay—where I snapped this picture. Here, they graze, take frequent sand baths, and (if you’re lucky) cool their hooves in the blue waters of the Caribbean.

If you were to picture the perfect Caribbean beach, it would probably look something like Salt Whistle Bay on Mayreau. Here, clear, turquoise waters lap at 2.5 miles of sparkling white sand, while palm trees, seagrape plants, and flowering bushes provide shady spots for lounging. At one end, you can walk the few yards of land that separate the Caribbean and Atlantic sides of the island. The only catch is that you’ll need a boat to reach the beach, so rent your own or book a day sail to Mayreau.