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  • Rose Hall Road, Rose Hall, Montego Bay, Jamaica
    While Jamaica has several “great houses"—former plantation houses—the Rose Hall Great House, outside Montego Bay, is one of its most visited. Set on beautiful grounds towering over the Caribbean, this 18th-century Georgian home was once owned by Annie Palmer. While touring, you’ll hear the legend that tour guides like to tell—that Palmer, nicknamed the “White Witch of Rose Hall,” was a cruel slave owner who tortured and killed many of her workers, some of whom were her lovers, before eventually being murdered in her sleep. There’s no truth to that story, but it adds to the eerie atmosphere of the property. In fact, haunted house night tours of Rose Hall Great House are offered.
  • Black River, Jamaica
    If you’ve ever longed for a ride down a river to spot crocodiles—and who among us hasn’t? [editor’s note: me!]—you can do just that on the Black River in southern Jamaica. The river cruises are a popular tourist attraction, but they never feel overrun. Enjoy an hour-long cruise past tall mangroves and ferns, spotting tropical birds and stopping when the guides greet crocodiles. The enormous reptiles swim right up and even open their jaws while passengers cringe and wonder if the guide’s hand is about to disappear. Don’t miss this fun chance to see some of Jamaica’s wildest interior.
  • Dr Nicholas Liverpool Hwy, Dominica
    For a refreshing swim, head to this deep mountain pool, which shines turquoise in the afternoon sun. On the upper reaches of the Hampstead River, the swimming hole even has a natural waterslide, fashioned from smooth, chafe-free rock. Pack and picnic and wear shoes suitable for the moderate rain forest hike in (1–2 hours roundtrip, depending on your route).
  • Paillotte Road
    An easy, 10-minute trail leads to these paired cascades on the west side of the mammoth Morne Trois Pitons National Park—the higher, lefthand fall is known as Father (279 feet) and the smaller as Mother (131 feet). While the path stops at the viewing platform, visitors often descend and bathe in the pools, moving cautiously over the slippery rocks.
  • Discovery Bay, Jamaica
    Directly off the northern highway is Columbus Park, overlooking the scenic harbor at Discovery Bay, where Columbus was thought to have first anchored—although recent indications are that he sailed there from St. Ann’s Bay. The park is the only open-air museum in Jamaica, displaying artifacts dating back to Arawak times. Take in the glorious views, ideal for a photo op, and step back into a slice of Jamaica’s history.
  • 81 Knutsford Blvd, Kingston 5, Jamaica
    Outside of Carnival time, you’ll find very little in the Caribbean that’s actually open 24/7. Major hotels and resorts are the exception, of course, though even they don’t usually offer much of anything to eat that doesn’t come by way of room service.

    Not so at the Jamaica Pegasus. One of Kingston’s leading business hotels, the Pegasus is where I found the 24 Seven Cafe.

    It was ungodly late... Saturday night... the jerk chicken I’d devoured earlier in the evening a distant memory.

    24 Seven Cafe to the rescue! Sandwiches, muffins, sweets, and what must be some of Kingston’s finest ice cream are all on offer here anytime, day or night.

    Drink selections range from coffee, tea, sodas headlined by the local fave Ting to Red Stripe and a few other beers for those who want to keep the party going. 24 Seven Cafe is located in the lobby of the Jamaica Pegasus hotel. Night owls won’t want to miss it.
  • Jamaica
    You haven’t quite experienced the most authentic Reggae concert in Jamaica until you’ve been to Rebel Salute. While Sumfest gets all the press and is more commercialized, Rebel Salute—held every January—is Jamaica’s largest strictly-Reggae all-night show, headlining every single big Reggae music name you can think of. Now held on the north coast, on the picturesque grounds of Grizzly’s Plantation Cove, this well organized, alcohol-free event welcomes everyone from families to couples. Camp out by bringing your lawn chairs and blankets to indulge in the best of Reggae all night long, under the starry nights of the south. Food and soft drink vendors are present, of course, as are souvenir sellers. Tour operators do arrange group round trips to the event—inquire with Clive’s Transport--and hotels near the venue offer deals.
  • A3, Ocho Rios, Jamaica
    One of the most romantic drives in Jamaica takes you just outside Ocho Rios and onto the A3 highway, through “Fern Gully": a stunning three-mile gorge surrounded by sky-scraping, 30-foot fern trees. You’ll feel as if you’re on a completely different island as you pass through this natural, green tunnel, once a riverbed. Pull off to the side where possible to stop and take in the views, and even a walk. Because this is a road often taken by visitors and is one of Jamaica’s natural wonders, there are vendors lining up the road, but not so many that it spoils the view. Keep an eye on the road at all times—there might be a man on leaf-adorned stilts appearing before you. Never a dull moment in Jamaica.
  • Dominica
    Named after a famous escaped slave, this steep staircase carves into a high plateau. On your way up, stop at the farmhouse and donate $5 per person to the local family that maintains the vertiginous track, or hire a guide to enrich your experience. At the bottom, you can cool off in a tributary, then walk along the Layou River. Once you reach the Bells Schoolhouse, head left to the road where the hike began.
  • Ocho Rios, Jamaica
    If you’re looking for a break from the beach and the noise, head to Konoko Falls Park (formerly known as Coyaba River Garden) for a quiet picnic, swim, and nature walk through beautifully manicured gardens. The Mahoe tiered waterfalls—a smaller, just-as-picturesque version of Dunn’s River Falls but rarely crowded—cascade through the park, and an on-site museum showcases the history of Jamaica’s first inhabitants, the Taino. The park offers gorgeous views of Ocho Rios’s bay below. Climbing and swimming in the falls, at your own pace, is great fun.
  • Emerald Pool Trail, Dominica
    Stroll 15 minutes through a lush rainforest to this gorgeous 40-foot waterfall grotto, located deep within the World Heritage site of Morne Trois Pitons National Park. Railings and a broad, well-maintained trail make the trip accessible even to non-hikers, though the tree-fringed pool—which is open to swimmers—gets unpleasantly packed when cruise ships pull into port. Serious photographers should haul along tripods and cable or remote shutter releases to capture the low-light, but oh-so-lovely scenery, which has become one of Dominica’s top attractions.
  • Port Antonio, Jamaica
    Stroll inside the Errol Flynn Marina, located right in Port Antonio town, for a waterfront respite along manicured lawns and sailboats. Enjoy an afternoon “I-Scream” cone from the on-site Devon House, a household name in Jamaica. There are public benches by the water, as well as bars and restaurants. If you can, stay long enough to enjoy the sunset.
  • 6, 56 Hope Rd, Kingston, Jamaica
    Though few tourists venture to Kingston, the capital and hub on the eastern coast of Jamaica, music fans should make the day trip to visit Bob Marley’s former home, now a museum dedicated to Marley’s life and impact on the world. A guided tour of this museum takes about an hour and a half and includes a 20-minute video presentation. Even devoted reggae fans will likely learn more about Bob than they ever knew. Exhibits include multiple awards, guitars, and his bed with an engraved headboard depicting a lion.
  • 234 Hereford St, Christchurch Central, Christchurch 8011, New Zealand
    Following a powerful earthquake in February 2011, the Christchurch Cathedral was severely damaged, and while there is an ongoing ideological and economic debate over whether or not the Gothic-style church can, or should be, repaired, the Anglican parishioners of New Zealand‘s second-largest city can now worship in this fascinating edifice made of, among other things, 96 giant cardboard tubes. Designed by Shigeru Ban, a Japanese architect who specializes in building temporary structures following natural disasters, the Cardboard Cathedral (formerly called Christchurch’s Transitional Cathedral), was erected in less than a year. Its excellent acoustics are also regularly utilized for concerts and events.
  • 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.