8-Day Eastern Caribbean

Wandering through the city's famous Historic District, you would swear it is a movie set. Dozens of church steeples punctuate the low skyline, and horse-drawn carriages pass centuries-old mansions and town houses, their stately salons offering a crystal-laden and parquet-floored version of Southern comfort. Outside, magnolia-filled gardens overflow with carefully tended heirloom plants. At first glance, the city may resemble a 19th-century etching come to life—but look closer and you'll see that block after block of old structures have been restored. Happily, after three centuries of wars, epidemics, fires, and hurricanes, Charleston has prevailed and is now one of the South's best-preserved cities.Although it’s home to Fort Sumter, where the bloodiest war in the nation's history began, Charleston is also famed for its elegant houses. These handsome mansions are showcases for the "Charleston style," a distinctive look that is reminiscent of the West Indies, and for good reason. Before coming to the Carolinas in the late 17th century, many early British colonists first settled on Barbados and other Caribbean islands. In that warm and humid climate they built homes with high ceilings and rooms opening onto broad "piazzas" (porches) at each level to catch sea breezes. As a result, to quote the words of the Duc de La Rochefoucauld, who visited in 1796, "One does not boast in Charleston of having the most beautiful house, but the coolest."Preserved through the hard times that followed the Civil War and an array of natural disasters, many of Charleston's earliest public and private buildings still stand. Thanks to a rigorous preservation movement and strict architectural guidelines, the city's new structures blend in with the old. In many cases, recycling is the name of the game—antique handmade bricks literally lay the foundation for new homes. But although locals do dwell—on certain literal levels—in the past, the city is very much a town of today.Take, for instance, the internationally heralded Spoleto Festival USA. For 17 days every spring, arts patrons from around the world come to enjoy international concerts, dance performances, operas, and plays at various venues citywide. Day in and day out, diners can feast at upscale restaurants, shoppers can look for museum-quality paintings and antiques, and lovers of the outdoors can explore Charleston's outlying beaches, parks, and waterways. But as cosmopolitan as the city has become, it's still the South, and just beyond the city limits are farm stands cooking up boiled peanuts, the state's official snack.

If you associate Puerto Rico's capital with the colonial streets of Old San Juan, then you know only part of the picture. San Juan is a major metropolis, radiating out from the bay on the Atlantic Ocean that was discovered by Juan Ponce de León. More than a third of the island's nearly 4 million citizens proudly call themselves sanjuaneros. The city may be rooted in the past, but it has its eye on the future. Locals go about their business surrounded by colonial architecture and towering modern structures.By 1508 the explorer Juan Ponce de León had established a colony in an area now known as Caparra, southeast of present-day San Juan. He later moved the settlement north to a more hospitable peninsular location. In 1521, after he became the first colonial governor, Ponce de León switched the name of the island—which was then called San Juan Bautista in honor of St. John the Baptist—with that of the settlement of Puerto Rico ("rich port").Defended by the imposing Castillo San Felipe del Morro (El Morro) and Castillo San Cristóbal, Puerto Rico's administrative and population center remained firmly in Spain's hands until 1898, when it came under U.S. control after the Spanish-American War. Centuries of Spanish rule left an indelible imprint on the city, particularly in the walled area now known as Old San Juan. The area is filled with cobblestone streets and brightly painted, colonial-era structures, and its fortifications have been designated a UNESCO World Heritage Site.Old San Juan is a monument to the past, but most of the rest of the city is planted firmly in the 21st century and draws migrants island-wide and from farther afield to jobs in its businesses and industries. The city captivates residents and visitors alike with its vibrant lifestyle as well as its balmy beaches, pulsing nightclubs, globe-spanning restaurants, and world-class museums. Once you set foot in this city, you may never want to leave.

If you fly to the 32-square-mile (83-square-km) island of St. Thomas, you land at its western end; if you arrive by cruise ship, you come into one of the world's most beautiful harbors. Either way, one of your first sights is the town of Charlotte Amalie. From the harbor you see an idyllic-looking village that spreads into the lower hills. If you were expecting a quiet hamlet with its inhabitants hanging out under palm trees, you've missed that era by about 300 years. Although other islands in the USVI developed plantation economies, St. Thomas cultivated its harbor, and it became a thriving seaport soon after it was settled by the Danish in the 1600s. The success of the naturally perfect harbor was enhanced by the fact that the Danes—who ruled St. Thomas with only a couple of short interruptions from 1666 to 1917—avoided involvement in some 100 years' worth of European wars. Denmark was the only European country with colonies in the Caribbean to stay neutral during the War of the Spanish Succession in the early 1700s. Thus, products of the Dutch, English, and French islands—sugar, cotton, and indigo—were traded through Charlotte Amalie, along with the regular shipments of slaves. When the Spanish wars ended, trade fell off, but by the end of the 1700s Europe was at war again, Denmark again remained neutral, and St. Thomas continued to prosper. Even into the 1800s, while the economies of St. Croix and St. John foundered with the market for sugarcane, St. Thomas's economy remained vigorous. This prosperity led to the development of shipyards, a well-organized banking system, and a large merchant class. In 1845 Charlotte Amalie had 101 large importing houses owned by the English, French, Germans, Haitians, Spaniards, Americans, Sephardim, and Danes. Charlotte Amalie is still one of the world's most active cruise-ship ports. On almost any day at least one and sometimes as many as eight cruise ships are tied to the docks or anchored outside the harbor. Gently rocking in the shadows of these giant floating hotels are just about every other kind of vessel imaginable: sleek sailing catamarans that will take you on a sunset cruise complete with rum punch and a Jimmy Buffett soundtrack, private megayachts for billionaires, and barnacle-bottom sloops—with laundry draped over the lifelines—that are home to world-cruising gypsies. Huge container ships pull up in Sub Base, west of the harbor, bringing in everything from breakfast cereals to tires. Anchored right along the waterfront are down-island barges that ply the waters between the Greater Antilles and the Leeward Islands, transporting goods such as refrigerators, VCRs, and disposable diapers. The waterfront road through Charlotte Amalie was once part of the harbor. Before it was filled in to build the highway, the beach came right up to the back door of the warehouses that now line the thoroughfare. Two hundred years ago those warehouses were filled with indigo, tobacco, and cotton. Today the stone buildings house silk, crystal, and diamonds. Exotic fragrances are still traded, but by island beauty queens in air-conditioned perfume palaces instead of through open market stalls. The pirates of old used St. Thomas as a base from which to raid merchant ships of every nation, though they were particularly fond of the gold- and silver-laden treasure ships heading to Spain. Pirates are still around, but today's versions use St. Thomas as a drop-off for their contraband: illegal immigrants and drugs. To explore outside Charlotte Amalie, rent a car or hire a taxi. Your rental car should come with a good map; if not, pick up the pocket-size "St. Thomas–St. John Road Map" at a tourist information center. Roads are marked with route numbers, but they're confusing and seem to switch numbers suddenly. Roads are also identified by signs bearing the St. Thomas–St. John Hotel and Tourism Association's mascot, Tommy the Starfish. More than 100 of these color-coded signs line the island's main routes. Orange signs trace the route from the airport to Red Hook, green signs identify the road from town to Magens Bay, Tommy's face on a yellow background points from Mafolie to Crown Bay through the north side, red signs lead from Smith Bay to Four Corners via Skyline Drive, and blue signs mark the route from the cruise-ship dock at Havensight to Red Hook. These color-coded routes are not marked on most visitor maps, however. Allow yourself a day to explore, especially if you want to stop to take pictures or to enjoy a light bite or refreshing swim. Most gas stations are on the island's more populated eastern end, so fill up before heading to the north side. And remember to drive on the left!

Wandering through the city's famous Historic District, you would swear it is a movie set. Dozens of church steeples punctuate the low skyline, and horse-drawn carriages pass centuries-old mansions and town houses, their stately salons offering a crystal-laden and parquet-floored version of Southern comfort. Outside, magnolia-filled gardens overflow with carefully tended heirloom plants. At first glance, the city may resemble a 19th-century etching come to life—but look closer and you'll see that block after block of old structures have been restored. Happily, after three centuries of wars, epidemics, fires, and hurricanes, Charleston has prevailed and is now one of the South's best-preserved cities.Although it’s home to Fort Sumter, where the bloodiest war in the nation's history began, Charleston is also famed for its elegant houses. These handsome mansions are showcases for the "Charleston style," a distinctive look that is reminiscent of the West Indies, and for good reason. Before coming to the Carolinas in the late 17th century, many early British colonists first settled on Barbados and other Caribbean islands. In that warm and humid climate they built homes with high ceilings and rooms opening onto broad "piazzas" (porches) at each level to catch sea breezes. As a result, to quote the words of the Duc de La Rochefoucauld, who visited in 1796, "One does not boast in Charleston of having the most beautiful house, but the coolest."Preserved through the hard times that followed the Civil War and an array of natural disasters, many of Charleston's earliest public and private buildings still stand. Thanks to a rigorous preservation movement and strict architectural guidelines, the city's new structures blend in with the old. In many cases, recycling is the name of the game—antique handmade bricks literally lay the foundation for new homes. But although locals do dwell—on certain literal levels—in the past, the city is very much a town of today.Take, for instance, the internationally heralded Spoleto Festival USA. For 17 days every spring, arts patrons from around the world come to enjoy international concerts, dance performances, operas, and plays at various venues citywide. Day in and day out, diners can feast at upscale restaurants, shoppers can look for museum-quality paintings and antiques, and lovers of the outdoors can explore Charleston's outlying beaches, parks, and waterways. But as cosmopolitan as the city has become, it's still the South, and just beyond the city limits are farm stands cooking up boiled peanuts, the state's official snack.