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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.

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.

Sometimes called “Milan‘s Sistine Chapel” because of its profusely--and beautifully-- decorated walls and ceilings, San Maurizio al Monastero Maggiore is well worth a visit. The Renaissance paintings commissioned by the Sforza family (the primary sponsors of Leonardo da Vinci), adorn the walls of a cloistered convent founded for noble ladies in the early 16th century. Built on an ancient Roman site, the church was built and decorated in stages over several centuries, every interior wall covered in luminous colors befitting the pomp of Lombard aristocratic taste. In particular, frescoes by Bernardino Luini, student of da Vinci, blend the sacred and the profane, using members of the court as models for portraits of saints. Most of the numerous religious and secular works of the Milanese painter have been lost, so San Maurizio is the best place to see his works. To get the most out of a visit to this little gem of art history, go with a knowledgeable guide. My husband and I toured historical Milan with Ludovic Goudin of Walks of Italy, who offer a variety of tours in Milan. San Maurizio was just one of the fascinating places we visited!.

Gonçalo Alves and his wife, Marta Fonseca, spent eight years turning an abandoned chicken farm on Portugal’s wild Costa de Prata into their dream retreat. “We wanted a big house to share with people,” says Alves. Their hotel, located a 45-minute drive north of Lisbon, is a whimsical escape with a hippie vibe. Each night Alves and Fonseca invite guests to join them for wine and traditional folk music around a bonfire. The architecture is modern, but the interiors have a fashionable flea-market feel. Inside the 10 rooms and four villas you’ll find bedding, rugs, and light fixtures from Morocco and India, driftwood-frame beds, and fireplaces that hang from the ceiling. Doubles from $345. 351/2-6193- 6340. This appeared in the October 2013 issue.

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.

The west coast of Jamaica doesn’t sleep. If it isn’t some daytime live tunes on the beach, or a street party in the wee hours, it’s the evening live Reggae available in multiple seafront venues. At night, the island takes on a different energy and everyone comes out to enjoy the fresh air and the tunes. Almost every other Jamaican seems to have a natural talent for music. It’s no wonder, then, that there are plenty of local acts to go around, often performing covers of Bob Marley, from MoBay to Negril. Recording artists also show up regularly--from Beenie Man to Beres Hammond. Along the highways and neighborhoods streets are the latest posters, flyers or billboards announcing upcoming live Reggae shows. When in doubt, head to Pier One in Montego Bay, or Alfred’s, Bourbon Beach and Jungle Nightclub in Negril. Better yet, ask the locals, who love their music. The sound of Reggae is never too far off.

Skip the shops and the hassle along the tourist-packed “Hip Strip” in Montego Bay and instead, catch a taxi ride to the beautiful Half Moon Resort’s Shopping Village. Just 15 minutes by car from MoBay, this outdoor mall with over 25 shops is open to outside visitors and offers original items, from gorgeous local designer summer wear--don’t miss Staysie’s--to local crafts and duty free items. There are two restaurants and an Irish pub on site, for breaks after all your shopping. If you’ve got extra time, head to The Bob Marley Experience theater to watch a free hourly documentary screening on the life of Bob Marley.

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.

Chill out from the sun at the Blue Hole Mineral Spring, a 50-foot deep turquoise natural pool sitting 20 feet below a cave opening. Jump off the cliff edge like the Jamaican divers on site, if you’re feeling brave. Otherwise, head down slowly on the ladder and let go from a closer distance (like I did). There’s a small entrance fee to this park--located about a half-hour drive south of Negril in the town of Brighton--which includes access to an on site bar and restaurant, as well as an outdoor traditional swimming pool. But my guess is you’ll be too tempted by the underground shimmering and therapeutic fresh water.

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.)

Negril, or the “Capital of Casual” as it’s known in Jamaica, is everyone’s favorite getaway, from locals to the visitors who return year after year. The buzz of activity on Seven Mile Beach’s powdery white sands is tempered by the breathtaking, serene views of the West End’s cliffs towering over the Caribbean. Lots of bars, hotels, and restaurants line Seven Mile Beach, and local eateries and smaller boutique resorts are perched up on the cliffs. While there’s more hustle and bustle and throngs of tourists on this end of Jamaica, the region still offers many secluded spots and unique experiences.

Looking for some peace and quiet? No need to stay in the heart of Seven Mile. Keep walking all the way north of the beach--or hop in a taxi--and end up at Long Bay Beach Park. Past the hotel belt, this stretch offers respite from the chaotic tourist scene. There are picnic benches and changing rooms on site. Adjacent is an excellent beach restaurant, Cosmo’s, in case you have the munchies. Few folks venture here and you’ll be relieved to know that vendors stick to the busier, crowded stretch of Seven Mile. If you’re looking for even more quiet, take a taxi ride to Half Moon Beach, just 10 minutes away--a private, stunning crescent shaped stretch where you can swim and spend the day as long as you’re buying lunch at their excellent, casual on site restaurant serving the fresh catch of the day.

Bourbon Beach, a popular beachfront music venue on Negril’s Seven Mile Beach, hosts local bands, reggae artists, or themed parties on an almost-nightly basis, to the delight of tourists and locals. People-watching at Bourbon Beach is great, the drinks stiff, and you get to dance in the sand to live reggae in Jamaica. The music starts up around 10 p.m. and continues until 2 a.m. Upstairs, a wide-open deck is open for stargazing or getting away from the crowd. Cover charges are only collected on nights when a recording artist performs. Alfred’s, nearby, is another longstanding option, offering live local acts three times a week for a US$5 cover.

Aldeia da Pedralva is more than just a hotel. It’s an actual village hidden away among the wildflowers and beaches of Portugal’s Vicentina Coast. The owner Antonio Ferreira was looking for a career change and when he stumbled upon Pedralva village (at the time no more than a pizza place and abandoned, dilapidated houses) he began to buy them up and rebuild them. It took Ferreira and his wife Filipa more than two years to find the original owners and get permission to buy their homes. Today, Ferreira has turned a former ghost town into a destination eco hotel with a restaurant and grocery shop stocked with produce from the on-site vegetable garden. Each of the 31 restored homes has a rustic charm and was furnished by a designer friend of Ferreira. The best part of staying at Aldeia da Pedralva is that you feel like part of a community. Ferreira’s Newfoundland dog Urso often greets guests. Dinner often features fresh seafood caught that day and plenty of Portuguese wine. A stay here is a lesson in how satisfying simplicity can be.

Home Saaz is an Indian version of Bed, Bath and Beyond. The modern space offers large showrooms and solutions for interior decor. Although many items are contemporary and westernized, the real gems are the bedspreads, duvet covers, tablecloths, pillow coverings, and linens. There is also a line of women’s ethnic wear.