Bermuda’s capital is a lively port town where two-story pastel-colored Victorian buildings line the seafront. But it would be a mistake to assume that Hamilton’s economy depends on tourism. The city is also Bermuda’s epicenter of politics and commerce, where people go to conduct business and power-lunch. At once quaint and cosmopolitan, Hamilton offers travelers an enjoyable variety of activities. An abundance of restaurants from delightful cafes to impeccable fine-dining establishments beckon. In fact, half of all Bermuda’s dining spots are located in Hamilton. On certain summer nights, waterfront streets close to traffic for boisterous Harbour Nights parties. Other recreational opportunities include golfing, shopping, exploring the mysteries of the sea at Bermuda Underwater Exploration Institute, or paying a visit to Bacardi’s headquarters.

While at sea, take advantage of the multitude of opportunities aboard the Wind Star. Relax in the luxury of your private stateroom while listening to music on the state of the art sound systems. Let the ocean breezes carry away tension as you stroll the teak decks. Pamper yourself in the expansive WindSpa.

As the largest place in the Azores and capital of São Miguel since 1522, Ponta Delgada is a flat town that stretches along a bay on the island's south coast. Boasting many impressive churches, convents and majestic white houses, visitors are constantly reminded of its wealthy and illustrious past, when the port was a crucial staging post between Europe and the New World during the Age of Discovery in the 15th and 16th centuries. Ready for exploring, the town’s rich heritage includes the parish church of São Sebastião. Founded in 1533, it is notable for its Manueline facade and two outstanding Baroque doorways, as well as an impressive high altar of carved cedar wood. Occupying the former monastery of Santo André, the Carlos Machado Museum portrays the development of the region's fishing and farming industries over the centuries. A short drive northwest of the city is the spectacular setting of Caldeira das Sete Cidades, an extinct volcano that holds two adjoining lakes.

Continue your journey eastward, and enjoy the numerous amenities on board your ship.

One of Europe’s smallest capital cities, Lisbon is for many, one of it most beguiling – an easily accessible mix of new and old worlds. Elegant outdoor cafés line Lisbon’s mosaic cobblestone sidewalks along grand 18th-century boulevards. Turn-of-the-century funiculars dot its steep hills. Two-thirds of the city was leveled in a 1755 earthquake, but in its churches, peeling buildings, tiny alleyways and hidden squares, you can still feel the glorious past.