region

One of Europe's favorite playgrounds, Ibiza boasts more than 100 miles of coastline frosted with exquisite beaches. It's a hub of sun worship, white sand, beach bars and clubs that buzz all night. And there's history too. The fortified Old Town, known as Dalt Vila, is a UNESCO World Heritage site and a spectacular example of Renaissance military architecture. Carrer del Calvari leads to Portal Nou, the entrance through the old city walls, and a walk up the hill reveals panoramic views of the city.

Just south of La Romana is an island paradise that gives an idea of what these environs were like back in 1698 when pirate William Kidd anchored his ship offshore and fled his English pursuers. While less than six square miles in size, Isla Catalina supports diverse ecosystems including sand dunes, mangrove forests and impressive coral reefs. The entire island is a national park and rich in wildlife with numerous species of birds and tropical fish. Catalina is a haven for diving and snorkeling, and equipment can easily be rented.

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.

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.

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 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.

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.

Montserrat represents a unique opportunity to experience the forces of nature – both destructive and creative – that have forged the mountainous idylls of the Caribbean. After decades of dormancy, the island’s Soufrière Hills volcano erupted in 1995, causing widespread devastation. Ongoing explosions and other volcanic activity turned more than half the land into an “Exclusion Zone.” Incredibly, the northern half was largely untouched, its rugged landscape still as lush and green as the historic nickname of “the Emerald Isle” – also a nod to the many Irish who settled here – would suggest.

Medieval hilltop towns spread out across the undulating countryside where tall, slender cypresses march like sentinels past rolling vineyards. Iconic names like Chianti, Brunello and Vino Nobile are celebrated the world over, but the art and architecture of Tuscany may be the region’s biggest draw. Just a few hours from Livorno, you can visit Florence: the cradle of the Renaissance, beloved by great thinkers like Dante and Galileo, and utterly captivating.

The approach to Menorca reveals white houses clinging to rocks with a historic town rising above one of the world's largest natural harbors, used as a port since the 3rd century BC. King Island floats halfway in, featuring ruins of a 6th-century basilica. The streets of Menorca present an interesting blend of ancient treasures, such as the medieval wall of San Roque Arch and the relics in the Museu de Menorca, and more recent gems, including the grand Georgian homes that remain from the British occupation of the island. The city's rich history is also reflected in its varied cuisine.