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Epic might be an understated description for this collection of thatched-roof bungalows built on stilts over the crystalline waters of the Bora Bora lagoon. This luxury resort is nestled in the dreamiest of settings—wooden walkways link palm-dotted islets fringed with white sand, while the craggy green peaks of Mount Otemanu loom in the distance. Guests can alternate between the beach and the infinity pool, lined with oversized cabanas, or sample activities like stand-up-paddleboard yoga, shark feeding, and snorkeling with the resident marine biologist. Also on offer is a luxurious spa, offering an extensive menu of treatments based on native ingredients like monoï and vanilla. As for the bungalows, Polynesian touches pepper the chic, honey-hued interiors, while indulgent soaking tubs sit beneath shuttered picture windows that open onto the sea. Large decks with swoon-worthy views have stepladders down to the water—a good way to test out the provided snorkeling gear. Airy beachfront villas are also available for those who prefer to stay on land.

A fairly new addition to the Waikiki waterfront, the seven-year-old Modern was a dream come true for those young urbanites who never quite felt at home in the more traditional Hawaiian resorts. It’s not directly on the beach—the closest is the lagoon and expansive beach in front of the Hilton Hawaiian Village, a quick walk on the hotel’s ramp—and instead overlooks the picturesque Ala Wai Boat Harbor, where many of the island’s boating excursions depart. Designed by George Yabu and Glenn Pushelberg, celebrities in the world of fashionable hotels, the look is warmly modern, all whites and creams and luxurious wood, and some striking art pieces, including a large surfboard installation in the lobby (titled “Wreck-tangles”). There’s a fun nightclub and some seriously good restaurants, though the real scene is out on the Instagram-worthy two-tiered teak pool deck, lined with lots of cushy chaises and shady corners to curl up. Upstairs is the adults-only pool—less a pool than a shallow water prop for frequent DJ-hosted dance parties. But for as much as the Modern is a hipster haven, the service is surprisingly good at making sure guests never feel like they’re crashing someone else’s party.

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.

For an amazing three-day tropical escape from NYC, look no further than San Juan, PR. A clean, comfortable, and affordable option within striking distance of the airport (no car rental required) is the Marriott Isla Verde. Great long board/SUP surf break right off the beach, quick access to Old San Juan, and a relaxed vibe make for a family/couple-friendly escape from NYC. Stay a half-mile down the beach at the Ritz Carlton for the full poolbar/glam scene or just pop in there for a great lunch. Either way, this is a gorgeous stretch of beach with easy and close access to any major airport in the continental US and a great place to get away, without any passport or other hassles.

Wine is an integral part of life on the Dalmatian Coast, a region with many indigenous varietals; a visit to Dubrovnik shouldn’t go by without a glass of local wine. Tucked away on Palmotićeva Street off the main Stradun, D’Vino offers cozy interiors as well as atmospheric seating at tables set on the narrow thoroughfare outside. Try a glass of something new from the impressive selection of local producers—the knowledgeable staff can help guide you in choosing one. D’Vino features several tasting experiences that highlight the region’s star wines: the Konavle Valley’s refreshing Malvazija, potent Plavac Mali reds from the Pelješac Peninsula, and Korčula Island’s fruity Pošip whites. Pair the wines with a platter of prosciutto and Croatian cheeses for a wonderful welcome to Dubrovnik and its wine region.

An hour south of Hambantota, bustling Tangalle is the center of commerce in this part of the island. Every Wednesday and Saturday, vendors flock to its covered market to sell their wares—everything from pots of buffalo curd to fruits and vegetables to handwoven baskets and ayurvedic potions. The town’s main drag is also home to a procession of clothes and souvenir shops where you can spend some of your rupees.

Haleakala, a huge and dormant shield volcano, forms more than 75 percent of Maui’s landmass. As such, it pretty much demands you ascend its slopes and peer into its crater—the island’s very soul. Legend claims the demigod Maui snared the sun here, freeing it only after it swore to inch more slowly across the sky.

The 38-mile, two-and-a-half-hour drive up Haleakala climbs from sea level to 10,023 feet through several different ecological zones. One of the most popular ways to experience the volcano remains cycling down from the summit at sunrise. Do it yourself if you’re confident, or join a guided tour (Skyline Eco-Adventures offers one that includes a zip-line ride). Once you’ve mastered the motion—and the 21 switchbacks along the road—effortless downhill freewheeling rewards you with unsurpassed views of the island. If you’d rather savor the vistas from a lofty perch, drive to the top for the sunset or book an overnight at one of the park’s wilderness cabins, accessible only by hiking trail.

While most of the Grenadines’ most luxurious hotels cater to the one percent, Salt Whistle Bay, on Mayreau, offers a blissfully pared back—though no less exclusive—experience. You’ll feel like a modern-day Robinson Crusoe when holed up in one of the 22-acre property’s eco-friendly bell tents or stone bungalows, each outfitted with colorful rugs, fans, and plush linens, and positioned to capture ocean breezes. By day, swim with sea turtles, sting rays, and tropical fish in the surrounding reef-filled waters—snorkeling masks are free to guests, as are stand-up paddleboards—or try kiteboarding on the resort’s designated beach. By night, share those adventures over a dinner of grilled lobster at the on-site restaurant and bar.

A shopping mecca, this downtown street is lined with malls and flea markets. On Oranjestad’s main pier, across from one of the larger malls, you’ll find the site of Aruba’s first public market. Once a clearinghouse for local fruits, vegetables, and fish, the space now features open-air stalls hawking Aruban art, crafts, leather goods, and other souvenirs. Look out for hand-milled aloe soaps and creams as well as watercolors by local artists. Bargaining is expected, so don’t settle for the first price you hear.

The Antigua Yacht Club is the center of so much of Antigua’s world-class sailing experience. Right in the heart of English Harbour, this prestigious yacht club has been serving the island for over 40 years. It hosts the Classic Yacht Regatta, the RORC Caribbean 600, Sailing Week, the National Sailing Academy that serves the community with free watersports education, and even the Caribbean Dingy Championships. This is the place to stock up on last-minute supplies at the shop, or grab a bite at Cloggy’s or Club Sushi. Yeah, The Antigua Yacht Club is a hub for sailors of all stripes to talk shop whether coming in or leaving for some time on the water.

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.

This museum is dedicated to Norwegian explorer Thor Heyerdahl (1914-2002), who gained worldwide fame when he crossed the Pacific Ocean on Kon-Tiki (a raft made from balsa wood) in 1947. After his return, Heyerdahl worked on a documentary of the journey, which won an Academy Award in 1951 (this movie is screened every day at the museum). The museum also houses several permanent exhibitions on his other journeys, including the expeditions on the reed boats Ra and Tigris, as well as his excavations on Easter Island and Fatu-Hiva. The archives of Thor Heyerdahl have now been included in UNESCO’s Memory of the World register. The museum is located on Bygdøy, an area ripe with museums and interesting highlights.

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 on the northwest point of the island, Aruba’s only golf course offers views across the ocean and desert. It’s also independent, meaning guests at any resort can use the championship greens, which were designed by Robert Trent Jones II. Visitors to the course have access to club rentals as well as a putting green, a chipping area, and swing tutorials with a high-tech simulator. Note: Aruba’s constant trade winds present a challenge to even the most experienced golfers, so prepare for a somewhat frustrating game.

Need a break from the hot weather at the beach? Want to unwind and relax in the lap of luxury? Look no further than the beautiful cliff-side Royal Isabela resort. The fresh rum punch is delightful here. It’s one of my favorites on the island (each place has a distinct version). I didn’t ask for the recipe but I’d rather keep it a secret—to keep me coming back to this beautiful place. The resort has a breathtaking view, with private villas and a golf course. I come here to take in the beauty of the Caribbean away from all the crowds and parties. It’s serene and lush.