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  • The hike up the Mayfield River to the waterfall nicknamed the Washing Machine requires walking in the river itself at times, and at one point, swimming through a tunnel. Along the way, you’ll be surrounded by lush fern trees and bamboo. You’ll need water shoes, a swimsuit, and a sense of adventure to take part in this, one of the best ways to see Jamaica‘s verdant interior. The trailhed is an hour’s drive from from Negril, and you’ll find lockers and a small restaurant there. Guides are always on hand to show you the way—you won’t make it without them, they know all the right places to place your foot. (Be generous with your tips—they may be having a great time, but this is their job.) The reward at the end of your hike? Two waterfalls. Swim underneath and feel the refreshing force of nature.
  • Jamaica
    Have you ever had a drink while standing at the top of a 1,700-foot vertical drop, as the sun sets into the ocean? That’s what you get at Lovers’ Leap, less than a half-hour’s drive from Treasure Beach. Pay a small entrance fee and walk through the bar to reach the balcony with the jaw-dropping view. Of course, there’s a legend to go with the name of the cliff: Two enslaved lovers jumped together from this spot to their deaths to escape from their colonial master who wanted the girl for himself. A wood carving of the lovers stands just outside the entrance. The sunset panorama here is arguably the most stunning view in all of Jamaica.
  • Alice Eldemire Drive, Montego Bay, Jamaica
    More than any other of the luxury beach-colonies that opened in Jamaica in the 1950s, Tryall has retained the feel of a private club. Yet this 2,200-acre property, with 87 villas, almost all having views that sweep down to the Caribbean, is Jamaica’s largest all-villa resort, and home to one of the Caribbean’s finest golf courses. Created by a group of Texas investors that included a future governor (John Connally) and future senator (Lloyd Bentsen), the resort, backing its own private beach just west of Montego Bay, continues to add villas notable for their luxury and individuality, one with a gallery devoted to Jamaican art, another with its own basketball court. Each villa has a dedicated staff, including a chef, housekeeper, butler, laundress, and gardener. And although each villa is essentially self-contained, the resort’s restored 1834 Georgian Great House, with its restaurant and bar, where events such as the manager’s cocktail party are held, serves as focal point for guests who want to “get out” without leaving the property.
  • Jamaica’s interior beauty includes several botanical gardens. Shaw Park, located in Ocho Rios’ surrounding hillside at up to 800 feet above sea level, is a great stop for families, with a large waterfall cascading through, gorgeous flower gardens and plenty of picnic space. When you want to get away from the heat and chaos of downtown Ocho Rios, head up to the hills and relax here. It’s a US$10 entrance fee and the park is open during regular business hours.
  • Manchioneal, Jamaica
    Reach Falls is an off-the-beaten-path delight. Located up in the John Crow Mountains on Jamaica’s east coast, this 30-foot jade-colored cascade tumbles into several pools in the surrounding rain forest. You’ll need a bathing suit and a waterproof camera to capture the natural splendor. Local guides are available to help you make your way across the swimming holes and levels, and show you the best spots. Or you can explore it solo. Because of its distance from tourism spots, there are no crowds, no harassment, just an entrance fee to your very own Garden of Eden. On-site changing rooms are available as you exit by the parking lot. Small fun fact: The falls play a minor role in the 1988 Tom Cruise movie Cocktail.

  • Shop #10, 26, Hope Rd, Kingston 10, Jamaica
    When in Kingston, make time for a stop at Devon House, a grand 1891 Georgian mansion that was built for George Stiebel, Jamaica‘s first non-white millionaire. The lovely upright house and its 11 surrounding acres are now protected as a National Heritage Site, but that doesn’t mean that there’s not fun to be had. The sprawling grounds include shops, restaurants, a bakery, and a popular ice-cream shop, I-Scream. House tours can be arranged, but the grounds, landscaped with stately palms and fountains, are the highlight—it’s a great spot to take a stroll, read, shop, or dine. The mansion and its manicured lawns are also used for weddings and lavish events.

  • Treasure Beach, Jamaica
    Along the southern coast, Treasure Beach is about as peaceful as Jamaican beaches get. A few well-known guesthouses and resorts are located in this fishing community, but you’ll probably see more locals than tourists around, especially when compared with the rest of the island. The black-sand beaches, teeming with shorebirds, are attractive, and happily there’s not much to do but catch the breeze, mingle with local families, and enjoy fresh seafood.
  • Treasure Beach, Jamaica
    A delightful peach-colored villa set directly on Treasure Beach, this Jamaican-owned guesthouse is a gem, and feels more like a vacation home than a hotel. There are six spacious guest rooms and two larger suites, each with their own patios or balcony with a glorious sea view. The interior is intricately decorated with carefully chosen African-themed paintings and sculptures, and the owner—who returned after many years in the US—takes pride in providing true Jamaican hospitality. There’s a bar and no restaurant on site, but that doesn’t prevent the large kitchen and staff cook from taking your daily orders for breakfast and dinner, dishing out excellent local specialties that are served poolside with the sea in front of you. It’s one of my favorite places to stay and get away from it all.
  • New Hope, Jamaica
    An often overlooked fishing village located just 10 miles south of Negril, Little Bay’s small, crescent-shaped shores and white sands will tug at your inner beach bum. There are a couple of local guesthouse options in these parts, and not much else happening within walking distance—except a slice of daily Jamaican life and some sea activities such as kayaking and snorkeling off the nearby reef. Bob Marley loved Little Bay so much, he had a house here and wrote lyrics from this beach. It’s an easy day trip from Negril and a nice spot for shutterbugs.
  • Blue Hole Rd
    You’ll more than likely gasp when you first glimpse this 180-foot-deep, jade- and sapphire-colored body of water surrounded by verdant rain forest. Though you can spot it from the road as you drive along Port Antonio’s east coast, the Blue Lagoon is best appreciated while gliding across it on a bamboo raft. The entire scene looks straight out of the movies, which is why locals would probably tell you that it was a location for the eponymous 1980 movie starring Brooke Shields (which, in fact, was filmed in Fiji). Even if you don’t hop on a raft for a float, at least get out of the car to take in the stunning view. (An on-site restaurant and deck were closed for renovation some years back and still haven’t reopened.)
  • Sunset Drive
    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.
  • Morgans Pass, Jamaica
    This 12-cottage luxury hotel, 3,100 feet up in the Blue Mountains, is Jamaica without the beaches. It is the Jamaica of misty mornings, cool, cuddle-worthy evenings, and a musical heritage recognized worldwide. First as a private estate belonging to music producer Chris Blackwell and then as part of his Island Outpost collection of hotels, Strawberry Hill has been a creative refuge for performers including Bob Marley, the Rolling Stones, and Willy Nelson. After Hurricane Gilbert destroyed the estate’s great house in 1988, Blackwell commissioned Jamaican architect Ann Hodges, who specializes in historic reconstructions, to build the cottages, a restaurant, and a pool, which were opened in 1994. Yet despite the rock and roll history, and the hanging with like-minded souls up in the mountain mists, what guests seem to remember most is the far-below views of Kingston, especially at night, when the lights glow and sparkle from what must certainly be another world.
  • Frenchman's Cove beach, Jamaica
    Frenchman’s Cove is more than a beach. It’s an idyllic escape. After paying a small entrance fee—used to preserve the grounds—you’ll hike about five minutes through verdant gardens flanked by an emerald river stream, before the views open onto a glorious beach and the Caribbean Sea. This cove was once a favorite romantic escape for Elizabeth Taylor and Burt Reynolds, and it’s not hard to see why. When you tire of the beach and waves, hop over to the river and swing from the vines into the fresh water. It’s an ideal spot to spend the day, for couples or for families.
  • Negril, Jamaica
    No hotel in Jamaica blends better with its surroundings than the aptly named Rockhouse, a string of villas clinging to the top of a sea cliff at the western tip of the island. Local stone, timber, and thatch are the building materials, and a harmony of design and setting is the result. The feel is rustic, but not rough (the showers might be outdoors, but the rooms are air-conditioned), and the feeling carries over to the pool, which sits on a rock platform halfway down the cliff face, from where sunbathers can don snorkel and mask and clamber down into a usually calm Caribbean. Even the restaurant hangs over the water, adding emphasis to the promise of dishes being fresh from the sea.

    As does practically every hotel in Jamaica, Rockhouse has its celebrity stories, going back to the early ‘70s when Bob Marley, Bob Dylan, and the Rolling Stones added their names to the guest register. But it wasn’t until 1994, when a group of Australian owners took over, that Rockhouse began to evolve its reputation as one of the most Jamaican of Jamaican hotels. It happened in part because Rockhouse has none of the formality that some of the island’s best-known hotels, with their British colonial roots, still possess. And in part because of its active role in funding local education projects, it’s a valued, and popular, part of the community. That, and the restaurant’s homemade jerk sausage is legendary.
  • A1
    Negril’s Kool Runnings Water Park is a nice addition to a town where the beach is otherwise the main attraction. Ten varied theme slides of up to 40 feet in height—try the “Bolt lightning”—keep everyone having fun in the water. There’s even a lazy river, ideal for the smaller kids, and three restaurants. It’s a fun place for everyone. Check their website and social media pages for group specials.