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Why we love it: An amenity-filled property that sits near all the action

The Highlights:
- Amenities like four pools, a treetop spa, and an open-air yoga studio
- An on-site diving school and expedition boat
- The sunset views from the Bay View rooms

The Review:
Located near St. George’s University, the all-inclusive True Blue Bay Boutique Resort is also right on a marina and just a five-minute drive from the airport, putting it at the center of all the action. Though it doesn’t have its own beach, it does offer shuttles to Grand Anse, which is a mere 10 minutes away, plus there’s plenty else to do on property. There are four small but well-maintained pools; a spa that uses local ingredients like chocolate and nutmeg for its treatments; an open-air yoga studio with treetop views; and a top-notch dive school that offers quick courses as well as multi-day PADI certifications. Guests already certified to dive can take advantage of four dives per day included in their stay, while landlubbers can opt for rum and chocolate tastings, cooking classes, non-motorized watersports, and fun kids’ activities.

When hunger strikes, head to on-site restaurant Dodgy Dock, which regularly hosts theme nights like Street Food, Romantic BBQ, and Cocoa Thursdays. Should you prefer to cook for yourself, accommodations here, which range from rooms to suites to villas, include kitchenettes and outdoor seating with epic views. Villas can even sleep up to six people and feature private plunge pools for added luxury.

Designed by Oscar de la Renta, who was also a guiding force in the original vision for Puntacana Resort, Tortuga Bay Hotel has 13 freestanding villas comprising 30 suites, each with Frette linens, a kitchenette, and a balcony or terrace with views of the Caribbean or La Cana Golf Club. Hotel guests landing at Punta Cana International receive fast-track passage through customs, pickup by a private driver, personal concierge check-in, and keys to a golf cart for getting to the resort’s Oscar de la Renta Tennis Club, two golf courses, and Six Senses Spa.

This dockside restaurant has a charming historic patina, as it is part of an actual fishing club headquartered in an 18th-century military Cartagena fortress, San Sebastián del Pastelillo. Sit at outdoor tables with views of the city, the bay, and the club’s private marina and pier (some of your fellow patrons arrive by boat!), and dine on freshly caught seafood. On weekends, live music—jazz, bossa nova, and flamenco—animates the scene.

One of the most fascinating aspects of the BVI for beachgoers is the sheer array of sandy shores to explore. On Jost Van Dyke, the sand at White Bay skews more toward the white-gold end of the spectrum and gives way like piles of sugar beneath your bare feet. Hit the Soggy Dollar Bar to try the iconic Painkiller (a mix of rum, orange, and pineapple juices and cream of coconut, sprinkled with freshly grated nutmeg) in the place where it was invented. Just around the headland on the beach at Great Harbour, the sand skews slightly more golden, and the famed Foxy’s Tamarind Bar, another classic BVI watering hole, beckons. And for the most diamond bright, sugar-spun sands in the islands, make your way to Anegada, the northern and easternmost island in the BVI. Here, Cow Wreck Beach is a calm stretch with one mellow bar and a gentle slope of white sand leading to the water’s edge. On the far eastern end of Anegada, Loblolly Bay lures with an enticing crescent strand and a beach bar called Big Bamboo that serves up a mean piña colada, best enjoyed with a plate of conch fritters.

Pier 1’s greatest appeal is its setting: The open-air restaurant and nightclub occupies a pier that extends out into the Caribbean in Montego Bay. By day and into the early evening, the restaurant draws visitors and locals interested in a good meal with a stellar water view. At night, regular parties start late and run into the wee hours of the morning. Skip the noisy chain restaurant-bars down the street and try something more Jamaican, instead.

This modern 11-story hotel, built on the end of the beachside Larvotto strip, is a chic but unpretentious family-friendly resort that attracts travelers for its prime location and the amicable Mediterranean-style village atmosphere. Guests come for the three restaurants, spa, and two pools (one with an artificial sand-bottom lagoon), plus the Bay Casino, jammed with the latest high-tech slot machines. If guests want to relax, chances are they head to the lounge chairs surrounded by the botanical gardens or head down the road to the Monte-Carlo Beach for water sports. The comfortable, sleek, contemporary-style rooms have dark or blond wood furnishings, duvet-covered beds, plasma-screens TVs, and spacious white bathrooms. Another highlight is the sea-view terraces, with a dreamy vista of the illuminated pool, gardens, and the Sporting d’Eté complex. The highly affordable off-season prices are a deal, considering the Principality’s mild climate is reliably sunny, even during the winter.

All across Antigua you can find what may, at first glance, appear to be regular pineapples, but if you pass up on sampling the Antigua Black Pineapples, or just Antigua Blacks for short, you’d be missing what many call the sweetest pineapple on the planet. It’s said that Arawak Indians brought the first pineapples to Antigua’s shores more than 1,000 years ago. Upon cultivation in the island’s unique environment, these early pineapples soon adopted the distinctive flavor, appearance, and make-up of the Antigua Black we know today. The flavor being crisply sweet, not cloying, thanks in part to the Antigua Black’s low acidity. The appearance is so diminutive that you may think these pygmy pineapples aren’t ready for primetime compared to their oversized cousins from Hawaii, but one taste and you’ll change your tune. Check out Cades Bay Agricultural Station down south on Old Road to learn the history and explore the Antigua Black’s cultivation first hand.

Described as serving eco-Bavarian delicacies, Milchhäusl is a rare find. The 100% organic, hearty local specialties at this charming park-side outpost are in high demand. You’ll find them near the main entrance to the English Garden—perfect after you’ve worked up an appetite exploring.

Caps for sale. Since 1946, The Man’s Hat Shop has offered over 4,000 styles of you guessed it, hats. The popular, uber-friendly mainstay caters to a variety of styles (from English barrettes to cowboy hats) and materials (straw to coonskin). Seasoned proprietor Stuart Dunlap and his informed staff dole out advise on size, style and shape (with all budgets in mind). Don’t let the name fool you, women can buy hats too!

Dive bar enthusiasts will appreciate the laissez faire attitude of the Hair of the Dog Pub a short walk from the Tennessee Aquarium. It’s designed like an English pub, but carries a full selection of American craft beers. It’s not a family spot to speak of, as smoking is allowed and you must be 21 years old to enter. The food is equally good, like the Turkey Reuben or the fish and chips.

You’ll love the views you’ll have of the EBMUD Watershed while you’re hiking or mountain biking along Nimitz Way in both Wildcat Canyon Regional Park and Tilden Regional Park. The views really open up once you’re in the area considered the Bay Area Ridge Trail and the East Bay Skyline National Trail. I’d encourage you to grab one of the printed maps you’ll find at every trailhead in the park that is next to a parking lot. If you park in the Inspiration Point parking lot, you’ll end up exiting the lot and turning right on the Nimitz Trail. It’s a lovely, rolling, paved path that turns into the East Bay Skyline Trail. It’s up to you how far you’d like to go and whether you’d like to create a loop or do an out-and-back hike. With map in hand you can easily descend by taking a left off the Nimitz Way at several different points, such as Laurel Canyon, Wildcat Peak Trail, or Conlon Trail. Just know that your return back up to Inspiration Point via the Meadows Canyon Trail or the Curran Trail means you have some beautiful uphill terrain. If you’re a trail runner, a dog walker, or just someone that values a long walk in a beautiful spot to clear the cobwebs, Tilden Regional Park should be your go-to place in the East Bay. Happy hiking!

Just next door to crowded Doctor’s Cave Beach in Montego Bay is a quiet and spacious stretch known as Cornwall Beach. You won’t see more than a couple of people at a time here during the week. Late afternoons and weekends attract a few locals who come to relax and enjoy the restaurant and bar. A small entry fee—under US$5—covers the on-site facilities, including lounge chairs and snorkel gear. Cornwall Beach occasionally hosts a sunset beach party on Sunday afternoons with a “bottomless” Appleton mug option (that is, all-you-can-drink rum).

With its domed greenhouses of epic proportions dotted across some 100 hectares (250 acres), the sustainable Gardens by the Bay are educational and fun. The Cloud Forest is a misty, 42-meter-high (138-foot-high) “mountain” that re-creates tropical highlands; visitors use ramps to explore around and through them. A biosphere of Mediterranean and desert plants, including huge baobab trees, makes up the Flower Dome. Outdoors, guests walk on suspended walkways between steel-frame “Supertrees” that are covered in solar-powered lights.

The Inn at Perry Cabin, a Belmond property, offers understated elegance on the Chesapeake Bay. Located in the postcard-perfect town of Saint Michaels, MD, less than 2 hours from Washington DC the resort has long been a popular getaway for polticos escaping the frantic pace of the beltway. With the serenity of the Chesapeake Bay at it’s doorstep the recently renovated colonial manor is easily one of the most beautiful resorts on the east coast, even serving as a filming location for the movie Wedding Crashers. Eschewing a grand lobby in favor of intimate nooks and hideaways, thoughtful design marries the Chesapeake Bay’s nautical heritage with modern touches throughout the inn. The spacious rooms are casually luxurious in calming shades of white and blue; when combined with Belmond’s unparalleled service makes for a truly relaxing getaway. Spend the day on the water with the resort’s fleet of Alerion yachts before sinking into a waterfront Adirondack chair with a glass of wine in hand to watch the sunset over the bay.

Restaurateur Brooks Reitz built his name with this chicken-and-oyster joint that feels old-school despite its carefully crafted ambiance. On a first visit, it’s sinful not to order the perfectly salted, crispy/juicy fried chicken amalgam shellacked with a glaze of Old Bay and cayenne suspended in melted lard. That necessitates a second visit to gorge on the poached char-grilled lobster and sausage, or the Leon’s Fish Fry, a platter of shrimp, oysters and catfish. Leon’s was the first to open way-Upper King, now the restaurant hotbed, and it’s held onto its cool status thanks to its thoughtful buildout in a restored auto body shop, retaining the exposed rafters and a rollup garage door that opens to a patio out front.