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Hop on a small barge-ferry to be whisked out to a larger boat for an unusual dinner on the water. Dine on the covered top deck, if you can snag a table, for an alfresco meal with a glittering night view of Montego Bay’s coast and the Caribbean. The menu is for seafood lovers but has options for everyone. The cozy, warmly lit nautical interior lends a relaxed and intimate vibe. Your fellow diners will most likely be locals, so you can feel like a Jamaica insider—previous passengers on the House Boat have included Steve McQueen, the Duchess of York, and the Beach Boys.

The Lobster Palace scores high on service, seaside ambience, and Caribbean charm. At this northwestern, coastal hotspot, the signature crustaceans are boat-to-bib fresh and served flambéed or pan-fried in massive portions. Note that, when the waves kick up and ground the fishing fleet, the restaurant can sometimes run out of lobster. Never fear, however, as the chef turns out other great dishes like tenderloin, moules frites, and shrimp in coconut sauce that are just as satisfying.

Crashing waves serve as the soundtrack to your stay at Elbow Beach, situated on 50 lush acres along Bermuda’s rose-hued southern coast. Decorated with exposed beams, tiled floors, and neutral color schemes, the spacious cottage-style rooms are the portrait of coastal elegance—think coral-emblazoned throw pillows, wicker benches at the foot of the beds, and ocean or garden views through French doors. Polished-pebble paths lead the way to the spa, which offers treatments inspired by local ingredients, from a ginger-and-coconut scrub to a hibiscus bath. Grab a rum swizzle in the lounge, relax by the curving perimeter of the pool, or snorkel, swim, and kayak at the hotel’s private beach. You might also prefer to hit the pavement: Elbow Beach is mere minutes from the capital of Hamilton, Gibb’s Hill Lighthouse, and four 18-hole championship golf courses.

One of the most recognizable sites in Hawaii, this volcanic ash cone overlooks Waikiki’s coastline—a tectonic memory from an explosion half a million years ago, measuring almost 3,500 feet across. British sailors named it Diamond Head in the 1800s, mistaking calcite crystals in the crater’s soil for jewels. Despite its volcanic grandeur, the ascent takes most hikers an hour or so, clocking in at 560 feet of elevation gain and 1.6 miles round-trip. At the top, on a clear day, you can see all of Oahu’s south shore, from Koko Crater and Waikiki to the mountains of the Wai’anae Range.

The Maria Islands—Maria Major and Maria Minor—off the southeastern coast are among the region’s most pristine environments. You can visit the protected wildlife reserve via a 20-minute boat ride from Pointe Sable. On Maria Major, a verdant trail leads you past a variety of unusual tropical flora and fauna, most notably the habitats of six rare native reptile species. Look for St. Lucia’s whiptail lizard and the racer, a nonvenomous grass snake that might appear from a rock crevice. Snorkeling off the beach is part of the experience, too, as the island’s waters are rich with coral reefs. The reserve, a birder’s paradise most of the year, is closed to the public in the summertime to accommodate the nesting season of migratory birds that flock here from Africa.

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.

While most travelers visit the Cape Winelands in the spring or fall, Delaire Graff is a year-round destination. At the estate’s Wine Lounge, guests can enjoy a glass of wine on the outdoor terrace during the summer, or cozy up by the crackling fire in winter, enjoying the famous view through floor-to-ceiling windows. The wines here range from elegant reds with soft tannins to white wines that capture the freshness of the harvest.

Those craving a more complete experience should know that Delaire is also a Relais & Châteaux property with an on-site spa and six separate lodges. Book a massage and you’ll enjoy full use of the pool, steam room, and sauna as well as a tasting in the Wine Lounge post-treatment, or stay overnight in the Owner’s Suite, which features a heated plunge pool and views of Table Mountain.

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.

Even though Smögen is said to be one of the most popular fishing towns, a Swedish friend of mine tells me it still feels like a secret, even for them. These beautiful cozy and colorful fishing huts line the pier with a rocky coastline in the backdrop. The country’s second largest fish auction is held here, and fishing boats bring their catches to market where you can buy just minutes later, right around the corner. I had an excellent sandwich called landgård here, open-faced with shrimp, crayfish and salmon. All so fresh, I’m not sure I knew what fresh fish was until I had a meal in Smögen. Basking in the sun, diving, swimming, or fishing for sport – it’s an exquisite town for vacationing in the summer. It is the perfect place to slow down.

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.

Build in the XV century, Convento do Espinheiro was since early fascinating because its history, charm and rare beauty. Through centuries was one spot of election by the royal family whenever they moved to Évora. Luxuriously redecorated, the Convento do Espinheiro is today considered a national monument, that works with renown brand Luxury Collection of companyStarwood Hotels & Resorts. This Hotel is inserted in a sumptuous garden of 8 hectares and its interior was brilliantly decor, keeping its character. By booking accommodation in Convento do Espinheiro you begin a collection of unique experiences with a guided tour to the history of this place, as well, a tasting of its magnificent wines from Alentejo that can be found in the Gothic Cellar, escorted by the sommelier.

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).

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.

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.