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On the still-bucolic site of a former coconut plantation just west of Montego Bay, Round Hill is another of the legendary hotels created in the early 1950s to accommodate wealthy Brits and Americans who were discovering the pleasures of a Jamaican winter. Since then, it has evolved into a thoroughly modern resort that manages to retain its original, exclusive, clublike spirit. In the beginning, Round Hill consisted of a group of shareholders (British playwright Noel Coward was one) who rented out their private villas when they were absent. That’s how it still works, although the celebrity shareholder most mentioned these days is designer Ralph Lauren, who rents neither of his two villas. Along with 27 other villas, which can be divided into 86 suites, there’s the Pineapple House, a seafront block of 36 rooms, all decorated, predominantly white on white, by Lauren. The ambience is quiet luxury, the service is relatively formal (the doorman wears white), and the children among the guests are treated as the heirs and future holiday decision makers that they are. Almost every villa has a story, whether it has to do with Coward, the Kennedys, or How Stella Got Her Groove Back. And Montego Bay, whose city lights can be seen only from the highest villa (#28), is still another world away.

Ever wonder what the bottom of the Bay of Fundy looks like? Just wait a few hours and you’ll find out at the Hopewell Rocks. Check the tide timetable and follow the trail to the lookout point. Head down the stairs and soon you’ll be walking on the bottom of the Bay of Fundy. Slightly muddy, but it’s worth it to walk through the archways of the eroded rocks also called Flower Pots. Sure, you can do this anywhere along the Bay of Fundy during low tide, but the tidal change is especially evident when gauging it against the backdrop of the unique weathered Flower Pots.

Skip the shops and the hassle along the tourist-packed “Hip Strip” in Montego Bay and instead, catch a taxi ride to the beautiful Half Moon Resort’s Shopping Village. Just 15 minutes by car from MoBay, this outdoor mall with over 25 shops is open to outside visitors and offers original items, from gorgeous local designer summer wear--don’t miss Staysie’s--to local crafts and duty free items. There are two restaurants and an Irish pub on site, for breaks after all your shopping. If you’ve got extra time, head to The Bob Marley Experience theater to watch a free hourly documentary screening on the life of Bob Marley.

With five locations and a well-organized in-store digital database, the friendly staff of family-run Fair’s Fair used bookstore can easily find what you’re looking for, and they have the best selection of popular and hard-to-find books in the city. The cavernous basement of the Ninth Avenue location is for anyone who’s more interested in the journey than destination. They also offer cash for books you want to sell, or twice as much as in-store credit.

English Harbour is one of Antigua‘s crown jewels, so it should be no surprise that Fort Berkeley was erected to protect this excellent protected bay. Placed on the peninsula on the western entrance, this fort has been enforcing entry to the anchorage for nearly 300 years. Today, the fort is mostly ruins, but it still supplies visitors with stunning views of the harbor. From Nelson’s Dockyard it’s a fairly short 10-minute stroll to the ramparts and well worth the walk. From here you can see the dockyard’s waterfront, every boat that enters the bay, and beautiful Galleon Beach on the opposite shore.

Almost any time of day, the Sea Point Promenade is filled with walkers and joggers, many of them residents from the apartments nearby. Though named after Sea Point, the best known of the areas the walkway fronts, the three-mile promenade begins in Granger Bay, closer to the city, then goes past the red-and-white-striped lighthouse of Mouille Point and continues to Sea Point itself (don’t miss the Art Deco Pavilion, site of many international fashion shoots), before curving around to dramatic, Riviera-like Bantry Bay. A path high above the cliffside apartments of Clifton extends for several more miles to Camps Bay. All along the promenade’s way (except along the fairly long Clifton stretch), there are restaurants and coffee shops.

Even if you’re in Miami for a short amount of time, it’s important to get out on the water. Take a 90-minute sightseeing cruise departing from downtown Miami and you’ll cruise past Brickell Key, Fisher Island, and the stretch known as Millionaire’s Row on Miami Beach, as well as get a great view of the Miami skyline and the big cruise ships steaming out of the Port of Miami. The tour passes the homes of Shaquille O’Neal, Gloria Estefan, Julio Iglesias, and Al Capone, the house where Scarface was filmed, and more.

For a taste of Miami by way of St. Lucia, look no further than Sugar Beach. Set on a white-sand crescent between the Piton mountains—within a 100-acre former sugar plantation studded with shady palm trees—the resort’s white-on-white cottages have all the amenities worthy of a five-star retreat, from sumptuous Egyptian cotton linens to butler service and access to a private chef. (No wonder Gwyneth Paltrow and Matt Damon have stayed here.) But don’t linger too long in your room. The coral reefs in the bay are home to triggerfish, turtles, and exotic sponges that can be viewed on an instructor-led dive or snorkel trip, and whale-watching, waterfall hikes through the rain forest, and adventure tours on ATVs await. If you have more leisurely pursuits in mind, the tree-house spa offers treatments using locally sourced ingredients for the ultimate in relaxation.

If you are a fan of the old-fashioned brick-and-mortar bookstore, then you’ll be in heaven at the Strand, on Broadway at 12th Street. The store boasts that it has 2.5 million books, or 18 miles of them. While we aren’t sure how they measured books in miles, if you are looking for something to read, you are sure to find it here on one of the emporium’s two levels. Most of the goods here are used, though the Strand also has new copies of all the latest popular releases. There is also a separate rare-book room for serious collectors in the building next door (ask at the information desk for directions). The Strand also hosts regular signings and readings.

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.

At Sewall’s Point in the Harbour Bay Plaza on S.E. Ocean Blvd. (3720 ), you can dine in an authentic Italian restaurant on fresh, tasty fare. Renato’s has been in this location for 18 years pleasing their regular customers and many newcomers each year. This is a family owned restaurant that is run by Renato & Josephine Maira whose roots are Sicilian. Josephine makes sure to stop by each table and chat with the diners. She is friendly and cheerful. The staff is helpful and professional. The restaurant’s decor is all Italian from the authentic Sicilian hand painted donkey cart to the murals of different cities and towns in Italy. Family recipes from grandparents and parents are successfully used in Renato’s. The food is well prepared and tasty. Try the Antipasto Misto, Chicken Scarparello, or Linguine Vongole. Don’t forget expresso and desert. The wine list is excellent and extensive. There is outdoor patio seating as well as the indoor dining rooms. On Friday and Saturday evenings, Zoltan Racz entertains with international accordion music. Try Renato’s Italian Ristorante & Grill. You won’t be disappointed if you like authentic Italian food. Another plus: they accept reservations. (772) 219-9600

A stunning combination of rock formations, pristine beaches, sloping mountains, and the glittering East Vietnam Sea surround this dreamy resort—so it’s no surprise that many of its key activities revolve around nature. Depending on the season, scuba diving, mountain hiking, and sailing are big draws, but you can enjoy sunset cruises, kayaking, beach yoga, and early-morning fishing excursions with the chef any time of year. Excursions to Nha Trang, the countryside, the Cai River mud baths, and more can also be arranged, but there’s plenty on property to keep guests occupied—not least the spacious villas, many of which are set along the cliff tops or beach and feature private pools. The Six Senses brand (which also oversees a sister Vietnamese property in the Con Dao marine park) highlights wellness, holistic living, and sustainability, and you’ll find plenty of evidence of that here, from the local organic produce used in the restaurants and bars to the traditional therapies and integrated wellness programming offered at the spa. Other can’t-miss activities include a private dinner in the mountain-set wine cave and an aerial yoga session—but maybe not in that order.

If you’re looking for a unique fine-dining experience under the stars, away from tourists and with gorgeous night skyline views, look no further than Robbie Joseph’s Seahorse Grill. Tucked on the grounds of the Montego Bay Yacht Club, this restaurant is popular among expats and residents and remains a best-kept secret. Classy yet unpretentious, it offers outdoor, waterfront dock, and terrace seating and “global cuisine with a twist of West Indian flair.” From a juicy steak night—hard to find in Jamaica—to pastas and Jamaican seafood specialties, you’ll be talking about that dinner under the stars for a while to come. The cocktails are pretty fabulous, too. This restaurant is a west coast gem.

An iconic name in Portland retail—as well as among readers who have never been to the city—Powell’s has multiple locations on both sides of the Willamette. The downtown store remains the one best suited for visitors to explore, with miles of used reads, a tightly curated selection of books from the knowledgeable staff, and every Portland-themed book you could hope to find under one roof. A renovation in 2014 opened up the space and made it feel less like a warehouse of dusty stacks, an improvement that bodes well for the future of the business. Author appearances, even those at the satellite branches, are some of Portland’s best events for interesting discussions.

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.