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An hour’s cross-island drive takes you to Kalinago Territory, officially established in 1903 as the Caribbean’s only autonomous enclave for indigenous people. The settlement covers six square miles, and many of its 3,000 inhabitants live in traditional wooden huts. Guests are welcome at a model village, where they can watch dance performances and shop for reed baskets and other crafts.

I generally have a thing against beaches next to the road. Usually, they’re unfortunate victims to automotive pollution: obnoxious noises, exhaust fumes, and sneaky greases seeping into everything. Darkwood Beach is different. Sure, it’s right on the road on the southwest coast of Antigua, but somehow it escapes the usual woes of roadside sands. Maybe it’s because the road is fairly quiet. Or maybe it’s the persistent onshore trade winds. Or maybe it’s because people care enough to keep the beach clean. Regardless, what you, the traveler, get is a great beach with good swimming and snorkeling, plus a beach bar serving rum and traditional West Indian eats — complete with white plastic chairs in the sand.

Blue Waters is luxury and elegance made manifest and placed with love amid 17 acres of lush Caribbean gardens in the northwestern corner of Antigua. What could you hope for from a resort like Blue Waters? Spacious, well-appointed bedrooms? Of course. Romantic cliffside dining that supplies stunning views of Caribbean sunsets? A soothing, bougainvillea-wrapped spa stocked with Elemis products—the leading British luxury skincare brand? How about not one, not two, but three secluded beaches at your disposal? Or maybe you’d prefer an immaculate infinity pool that juts practically right out into the Caribbean Sea? If you’ve dreamed it, Blue Waters likely has it... Or better.

All across Antigua you can find what may, at first glance, appear to be regular pineapples, but if you pass up on sampling the Antigua Black Pineapples, or just Antigua Blacks for short, you’d be missing what many call the sweetest pineapple on the planet. It’s said that Arawak Indians brought the first pineapples to Antigua’s shores more than 1,000 years ago. Upon cultivation in the island’s unique environment, these early pineapples soon adopted the distinctive flavor, appearance, and make-up of the Antigua Black we know today. The flavor being crisply sweet, not cloying, thanks in part to the Antigua Black’s low acidity. The appearance is so diminutive that you may think these pygmy pineapples aren’t ready for primetime compared to their oversized cousins from Hawaii, but one taste and you’ll change your tune. Check out Cades Bay Agricultural Station down south on Old Road to learn the history and explore the Antigua Black’s cultivation first hand.

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.

Surrounded by bold artwork inside and magnificent ocean views outside, guests are never quite sure where to direct their gaze when they arrive at Ellerman House. A stay here is a bit like visiting an elegant and attentive friend, starting with the complimentary airport pickup straight through all the thoughtful, personalized touches (guests might find a bottle of their favorite vodka already stocked in their room). The hotel owner is a well-known aficionado of South African art, and his private collection graces the walls of the guestrooms and public spaces. True art fans should be sure to visit the on-site gallery to view masterpieces by Louis Maqhubela, Wayne Barker, and Angus Taylor. If it’s not occupied, also sneak a peek at the breathtaking wine gallery, which features a wall made of soil from the Cape Winelands and a spiral-shaped wine rack modeled after a corkscrew.

Sitting on the edge of a cliff, this luxuriously appointed hotel makes for one of the best spots in Cape Town for a sundowner. Have a cocktail on the terrace while watching the fiery African sun meet the tumultuous Atlantic waves.

Hotelier powerhouse Ian Schrager is behind this Lower East Side concept, which is located near some of downtown Manhattan’s coolest shops, restaurants, and nightlife. The hotel itself is also home to some dining and drinking gems, however, including all-day café and market Louis, restaurant Public Kitchen, and The Roof, where the cocktails are as elevated as the surroundings. Swiss architecture firm Herzog & de Meuron is responsible for the property’s clean, utilitarian design across 367 rooms, each of which comes with all of the high-tech creature comforts of home (electronic blackout shades, 50-inch Samsung flat-screen smart TVs, intelligent in-room systems for lighting and temperature control, and Bose wireless Bluetooth speakers). After dinner at Public Kitchen (and at least one order of chef Jean-Georges Vongerichten’s popcorn-cheddar frico), guests can set a wake-up call for rooftop yoga the next morning—a series of sun salutations overlooking Manhattan.

One of Bordeaux’s more ancient edifices, this UNESCO World Heritage site features a Romanesque wall from as far back as 1096. It’s also where 13-year-old Eleanor of Aquitaine married her first husband, King Louis VII, in 1137, and where fodder was stored during the French Revolution.

The Roman Catholic church was first constructed in the 11th century, though little of the original structure remains. While the Royal Gate dates to the 13th century, the cathedral that stands today wasn’t built until the 14th and 15th centuries. Visit this Gothic-style masterpiece to admire the exquisite masonry and important art collection, which features everything from paintings and statues to silver objects, ornaments, and liturgical vestments. Then be sure to climb the 160-foot bell tower for some of the best views of the city—and, better still, the church’s famously expressive gargoyles.

When the Hôtel du Vieux-Québec poured nearly $3 million into renovating what was once an 18th-century nunnery in 2014, it was already recognized for its green leadership and sustainability: it’s the only carbon-neutral hotel in the province and the only one in Canada to use 100 percent biofuels. Today this boutique property on Rue Saint-Jean, convenient to all old-city attractions, furthers its ecocommitment with features like rooftop gardens that not only grow organic produce for its clients and employees but help with cooling. The hotel keeps five beehives as part of the Urban Honey Project, which helps pollinate city gardens, and the honey is used at the hotel restaurant. All of the 45 rooms and six apartments are unfussy yet comfortable, and even standard rooms have mini-fridges and a work desk. Guests are particularly fond of the continental breakfast basket that’s hung from your door each morning (so long as you book directly through the hotel) and the espresso maker and fresh fruit available anytime in the lounge.

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.

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.

I’ve had so many great dining experiences in Belgium, it’s hard to choose a favourite. I can say, without reservation, La Buvette is in my top five. La Buvette is warm and classy without feeling overly stuffy or formal. The concept is simple – one menu, 8 courses, drinks optional. The ingredients are local, organic, and seasonal. The food is, without a word of exaggeration, divine. The presentations are artistic and beautiful and the flavour profiles are complex without being confusing. Each and every ingredient shines through. The best part - the menu is €45. Are you making reservations yet? See photos of my entire menu here: http://cheeseweb.eu/2013/11/la-buvette-slow-food-restaurant-brussels/

Krug is an important winery for a couple of reasons: Founded in 1872, it is one of the oldest wineries in Napa Valley and it is here that Robert and Peter Mondavi had their infamous disagreement that led to Robert leaving and starting his eponymous winery. Peter and Robert’s parents, Rosa and Cesare Mondavi, originally made their money shipping zinfandel grapes to other Italian immigrants on the East Coast during Prohibition. In 1943, with the money they made, they purchased Krug. The Mondavi family recently renovated the original redwood cellar—lining the walls with staves from the original redwood casks. Now one of the oldest family-owned wine companies in Napa Valley, Krug and its line of C. Mondavi wines is a must visit.

Martinique’s Route Des Rhums is something of the ultimate single island rum tour. The big reason for this being there are 10 different distilleries spread across Martinique’s 425 square miles! TEN! Two of the best are Distillerie Neisson and Plantations Saint James Martinique. All of them produce what’s called rhum agricole, but all you need to know is Martinique rums are the only rums in the world that have been granted the prestigious Appellation d’Origine Contrôlée (AOC) designation. Awarded by the French government agency Institut National des Appellations d’Origine (INAO) in recognition of the finest agricultural products (wines, cheeses, butters, etc), the AOC designation is an incomparable stamp of excellence in the culinary and spirits world.