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St. Vincent has a long, rather tumultuous history, during which English and French colonists fought tooth and nail with local Carib Indians—and then with one another. Today, everyone gets along just fine, but visiting the island’s historical sites helps put things in perspective.

Musicians Aimee Mann, Joe Henry, and Loudon Wainwright III gather in Louisville to indulge in raw oysters, dry martinis, and unscripted conversation.

Shopping in Guadeloupe is a thrill. On the one hand you get the best of French goods, from perfumes and beauty products to trendy beach apparel, and on the other you get Guadeloupean arts and crafts. On Grande Terre, Sainte-Anne’s artisanal fabrics will have you renewing your beach closet, while the colorful markets of Pointe-a-Pitre are ideal for stocking up on cooking spices. Guadeloupean rhum—which also comes in delicious fruit flavors—and cacao are sold island-wide, while the shopping malls house French designer brands. The best packing advice for Guadeloupe is to save plenty of luggage space.

A miniature volcanic archipelago made up of seven idyllic islands, only two of which are inhabited, Îles des Saintes (commonly known as Les Saintes) is one of Guadeloupe’s crown jewels. This reef-hugged set of isles offers French sophistication mixed with a funky, laid-back Caribbean lifestyle. Take a day-trip via daily ferry to Terre-de-Haut, the archipelago’s main island, and enjoy the white-sand beaches, sailing, and snorkeling in the bay or head up to Fort Napoleon on foot or by rental scooter for panoramic views. Make sure to dine at one of the French and Creole bistros along the water, and to try a local tourment d’amour—a crusty-edged, soft-centered tart flavored with guava, pineapple, or coconut.

AFAR chose a destination at random—by literally spinning a globe—and sent Chris Colin on a spontaneous journey to Iceland.

AFAR chose a destination at random—by literally spinning a globe—and sent comedian Jorma Taccone on a spontaneous journey to Nairobi, Kenya.

A refugee-turned-doctor takes the trip of a lifetime, tracking gorillas through the wilds of Bwindi Impenetrable National Park.

Technically part of Tahaa in French Polynesia, Vahine Private Island Resort is an escape from reality. The hotel features three beach bungalows, three self-contained beach suites and three overwater bungalows, all with beach views and designed using only natural materials in such a way as to make you feel like you’re in a traditional Polynesian home. Moreover, the resort is set on a 23-acre private island lush with coconut trees and white sand beach.

Snorkel in their vibrant coral gardens, kayak to nearby motus or to natural sting-ray pools, take in a coconut show, learn how to tie a pareo or weave palm leaves, paddle a traditional Polynesian outrigger canoe or take an excursion to the nearby mainland of Tahaa (the “Vanilla Island”) or a private motu. Guests love their food and beverage program, with French dishes crafted using local cuisine and cocktails infused with local fruits and juices.

Tip: Don’t leave without having a traditional massage with scented Monoi oil on your deck, where you’ll hear nothing but the billowing palms and gentle crashing of waves.

Split! Eight Quirky Border Towns

At a working cattle ranch in Northern Patagonia, visitors can ride horseback, eat traditional Argentine asado, and yes, stay the night.

A sommelier travels to the birthplace of wine.

From a lakeside view, Afar writer reviews the first five-star hotel to open on Lake Como in a century.

AFAR chose a destination at random—by literally spinning a globe—and sent writer Jonathan Gold on a spontaneous journey to Prague with just 24 hours’ notice.

Encompassing 35 private villas on the Motu Onetahi coast of Marlon Brando’s very own French Polynesian island, Tetiaroa, The Brando is arguably the most luxurious place to stay in the entire South Pacific country. All of the villas at this all-inclusive resort have their own private pools along with direct beach access, and there’s a gorgeous spa offering a range of healing modalities, including traditional Polynesian taurumi massage. For those who want to add a bit of activity to their stay, there’s plenty to do on the island and in its surrounding waters, from snorkeling and scuba diving to discovering the flora and fauna of the surrounding landscape under the tutelage of a research scientist. Travelers with an interest in Polynesian culture may also want to try their hand at the traditional outrigger canoe, perhaps taking a trip out to one of the surrounding private islets that share an atoll with the Brando.

Bermuda’s restaurants reflects the island’s character with British pub food, Contiental classics, and the bounty of the sea prominently featured on menus; choose from casual beach shacks to fine-dining restaurants and everything in between.