Providencia

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The site of a Puritan colony established in 1629, Providencia is a remote gem of striking topography, golden beaches and turquoise blue waters. Pirate Henry Morgan made this his base to raid the Spanish empire, and treasure is rumored to be buried here. Far from the Colombian mainland, the island feels more Caribbean than Colombian and more English than Spanish, as Creole is spoken and road signs have English town names.

Jost Van Dyke

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Of the four main British Virgin Islands, Jost Van Dyke is the smallest. Fewer than 300 residents call its three square miles home, but they extend a warm welcome to the sailors and yachtsmen who drop anchor in Great Harbour and White Bay throughout the year. Life here revolves around the surrounding seas – swimming, snorkeling, fishing and diving – and communing over a tropical cocktail and a freshly caught meal at one of Jost Van Dyke’s legendary beach bars and restaurants. The island’s rugged terrain is crossed with trails.

Charlottetown, Prince Edward Island, Canada

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A vibrant seaside capital city, Charlottetown takes pride in its past while carrying forward the tradition of hospitality that Prince Edward Island province is noted for. The centrally planned downtown is lined with Victorian-era houses and buildings, and the spires of St. Dunstan's Basilica tower above the skyline. Picturesque Queen Street and Victoria Row are home to historic shops as well as the Confederation Centre of the Arts, a showcase of the best in Canadian visual and performing arts.

La Romana

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Surrounded by rugged terrain and lush vegetation, La Romana is home to crystalline waters, white sand beaches and impressive coral reef life. It's a gateway to charming villages such as Bayahibe, ecological trails and numerous golf resorts. In the town center is El Obelisco, painted with images of local Dominican life. Nearby Altos de Chavon is a replica 16th-century village and cultural center featuring artist studios, galleries, an archaeological museum and sweeping views of the Chavon River.

The Shore Collection - Charlestown, St. Kitts and Nevis

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Discover curated experiences designed to ensure each moment ashore is uniquely rewarding. No matter which you choose, each excursion has been created to provide an exceptional travel experience. For those who prefer the freedom and flexibility of independent travel, the Concierge Ashore can transform tours into a private experience or craft an entire bespoke event just for you.

Charlestown, St. Kitts and Nevis

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Covered in rainforest and ringed with beaches, Nevis offers the quintessential Caribbean experience in a quiet, relaxing environment. Throughout the island, the ancient volcano of Nevis Peak forms the scenic backdrop, its upper reaches often shrouded in clouds. The capital of Charlestown is a delight to explore on foot, its streets lined with 18th- and 19th-century Georgian-style architecture that includes the Museum of Nevis History, housed in the birthplace of U.S. founding father Alexander Hamilton.

Le Marin

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The yachting capital of Martinique, Le Marin sits at the head of a deep bay and has one of the largest marinas in the Caribbean. At the center of town is one of the area’s few historic sights, the 18th-century stone church of Église Saint-Étienne, whose design suggests an overturned ship’s hull. Businesses in Le Marin are oriented to sailors and yachtsmen, who enjoy the lively ambience in the waterfront bars and clubs. The nearby peninsula of Sainte-Anne is home to the island’s best beaches, the celebrated Grande Anse des Salines among them.

Charleston, South Carolina, USA

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Lying below the steeple-rich skyline of Charleston is an architecture buff's dream. Founded in 1670, the port is now host to eight distinct building styles. It also claims the country’s first museum and the harbor where the first shots of the American Civil War were fired from Fort Sumter, accessible via a pleasant ferry ride. Antebellum history is revealed at Boone Hall Plantation, famous for its stunning avenue overarched with moss-draped live oak trees more than two centuries old.

Lipari

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With seas as clear as those in the Bahamas and landscapes worthy of a film set, the gorgeous Aeolian Islands were obviously favored by the gods. There are eight islands in all with a variety of volcanic landscapes and local color, and each with its own unique character. Lipari is the largest with a lively Old Town of narrow streets clustered beneath an ancient citadel.