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Crandon Park’s beautiful two-mile beach on Key Biscayne is known for its pristine sand and calm waters, as well as its mangroves, coastal dunes, and sea grass beds. There’s also an amusement center as well as a nature center where you can see exotic plants and rare fish and animals, and best of all for families, Crandon’s famous offshore sandbar protects swimmers from crashing surf. Sunseekers can rent cabanas at the south end of the beach.

Less than an hour’s drive north of Boston, you can find the building that graces more canvases and paper than probably any other in the world. Located on Bearskin Neck wharf, it’s a central location for exploring the cultural center of this small quintessential New England town. An easy walk will take you thru galleries, shops and restaurants, as well as leading to the harbor that provides coastal vistas the area is known for.

History, natural beauty, rare wildlife, and luxurious digs are among the charms of Maria Island, a few miles off Tasmania’s east coast. You’ll experience them all during this four-day, three-night excursion across 25 miles of pristine scenery—and fueled by gourmet candlelit dining and fine Tasmanian wines. During the leisurely walk you’ll explore Darlington, a UNESCO heritage-listed convict settlement that once housed 600 prisoners; stroll pristine white-sand beaches; and view the unusual wildlife that calls the island home. At the end of each day, bunk down in one of two secluded wilderness camps, close to clearwater beaches ideal for swimming, and on the last night enjoy the comforts of a restored, heritage-listed home, where you’ll have a celebratory champagne lunch before boarding the boat back to the mainland.

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.

First thing you need to know about Cache Cache is that you need a reservation. This is one of the more popular restaurants in town. Of course you can always try your luck with the bar menu, which is first come first serve and an excellent option. Cache Cache serves a flavorful French and Provencal cuisine. Chris and Jodi, the co-owners pride themselves on the complete experience from start to finish and I think that is why people come back time after time with such loyalty. They create a culinary wonder. Their bar is also a hot spot, typically hosting three people deep at the bar and every seat spoken for around the bar on the weekends. The large white U-shaped bar and the transparent wall that looks into the wine room with bright blue lights highlighting the wines sets the modern, stylish tone.

Athens is an incredible city to visit but can feel busy and overwhelming, especially during peak tourist season. Escape the hustle and bustle with a visit to the resort town of Vouliagmeni on the Attica coast. I took this photo from a café right on the beach. We spent an entire afternoon drinking coffee, eating fresh seafood, and watching surfers in the sea.

This lovely state park stretches along the rugged volcanic shoreline of western Maui, three miles from Hana. It’s best explored on the 2.2-mile hike that starts at the black-sand beach and follows the dramatic coast, passing lava tubes, rock arches, blowholes, and Polynesia’s largest heiau (an ancient Hawaiian temple) along the way. Avoid standing too close to the geysers as well as the lava benches near the ocean, which can crumble easily, and watch out for high surf. If you’re looking to cool down after your trek, take the loop trail to the park’s freshwater caves, where you can explore two separate chambers (the first tends to be clearer and more inviting).

It hardly seems like Hawaii could be a part of the United States without its own brewing company. The most popular brewery is the Kona Brewing Company on the Big Island. With its year-round beers including Longboard Island Lager, Firerock Pale Ale, and Big Wave Golden Ale, the brewery sells mostly within the Islands, though its year-round beers can be found elsewhere. Kona Brewing Company also produces three seasonal “Aloha Series” beers that include Koko Brown Ale, Wailua Wheat, and Pipeline Porter. Along with their selection of five “Island Only” beers, connoisseurs will have plenty to taste and may need an extra visit or two to the Brewery! Tours of the brewery can be booked from 10:30am to 3pm daily.

Located next to the old offices of the Danish National Public Radio and Broadcasting, Restaurant Radio takes on a very locavore approach and incorporates many ideals from Claus Meyer’s New Nordic Food Movement (not surprisingly, Meyer is a co-founder of Restaurant Radio). You’ll enjoy a set menu food and wine pairing, with dishes playing with unique flavor combinations and textures for a meal that is both delicious and entertaining. Bonus: The wait staff, chefs, and sommeliers are all extremely attractive.

At this rooftop bar on the South Coast Highway, guests can pair breathtaking ocean views with well-made cocktails and delicious bites. There’s also nightly live music and plenty of high-def TVs throughout the space, making this the perfect place to party the night away or simply catch a game. Drinks range from craft beers and 22 wines by the glass to specialty cocktails like cucumber-jalapeño margaritas, while the food leans Southern, with options like gumbo, butter brisket, and jambalaya. Check the website before you go to see who’s playing that night; it could be anyone from a local DJ to a ’90s rock cover band.

Few venture this far east in Jamaica, but those who do will find one of the most authentic sides of the island, and the most secluded of getaways. A charming fishing village about thirty minutes past Port Antonio, Long Bay is as peaceful and scenic as it gets, with just a handful of affordable, casual guesthouses perched atop dramatic cliffs and overlooking a long stretch of deserted beach. No frills here, just nature and culture. The fresh ocean air, the roadside fresh seafood shacks and friendly locals will have you staying longer than you planned. Be sure to drive along the coastal highway and head as far as Manchioneal, another stunning fishing village that feels thousands of miles away from the touristy side of Jamaica.

Located in South Walton—roughly in between Panama City and Destin on Florida’s scenic coastal route, 30A—Rosemary Beach’s perfect white sand and clear turquoise waters are as close to the Caribbean as Florida comes. Unless there’s a storm a brewing, the Gulf of Mexico waters are delightfully calm and very nearly lake-like, making the beach a favorite for families with young children as well as those who love paddleboarding and kayaking (you can rent gear nearby). And classic Gulf of Mexico sunsets, as you might imagine, are another Rosemary Beach specialty.

You can find all sorts of shipyard treasures at Nautical Antiques in Galveston. They have ship lanterns, wheels, flags, glass floats, and figureheads—plenty to choose from for a cool souvenir to represent your time on the Texas coast. Photo via Nautical Antiques Facebook page

Watching the sun set on Jamaica‘s west coast is a bona fide activity. The island’s red skies are a sight to behold. I have yet to experience a better Caribbean sunset than in Jamaica. From Montego Bay all the way to Negril--famous for having the best--to Whitehouse, get your camera and Red Stripe ready for the last hours of daylight. You won’t lack for choice of seafront bars or scenic spots--from the trendy Pier One in Montego Bay to the wooden shack watering holes along Negril’s West End cliffs. Wherever you end up, there’s a very good chance you’ll get hooked on this daily sunset viewing routine.

Located right on the Pacific Coast Highway, Watermarc is a people-watcher’s dream, with an oversize front patio and large windows overlooking Peppertree Lane. Grab a window seat if you can, then dive deep into the extensive wine list, which features 239 varietals perfect for pairing with the wide range of “grazing plates” on offer at dinner. Order dishes like sizzling shrimp, cod-and-potato croquettes, ahi watermelon skewers, and charred octopus to share with the table, then pick an entrée like day-boat scallops with lobster risotto for yourself. The menu here goes well beyond seafood, but while you’re staring at the ocean, you might as well try her delicious offerings.