28-Day Eastern Caribbean & Panama Canal

Like many southeast Florida neighbors, Fort Lauderdale has long been revitalizing. In a state where gaudy tourist zones often stand aloof from workaday downtowns, Fort Lauderdale exhibits consistency at both ends of the 2-mile Las Olas corridor. The sparkling look results from upgrades both downtown and on the beachfront. Matching the downtown's innovative arts district, cafés, and boutiques is an equally inventive beach area, with hotels, cafés, and shops facing an undeveloped shoreline, and new resort-style hotels replacing faded icons of yesteryear. Despite wariness of pretentious overdevelopment, city leaders have allowed a striking number of glittering high-rises. Nostalgic locals and frequent visitors fret over the diminishing vision of sailboats bobbing in waters near downtown; however, Fort Lauderdale remains the yachting capital of the world, and the water toys don’t seem to be going anywhere.

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!

The Half Moon Caye is a natural monument situated at the southeast corner of Lighthouse Reef Atoll. The crescent-shaped caye is a protected marine reserve that was established as a World Heritage Site in 1996. The pristine caye has breath-taking walk-in snorkelling from the beach, idyllic sandy beaches and magnificent wildlife both in the sea and within the littoral forest.

Like many southeast Florida neighbors, Fort Lauderdale has long been revitalizing. In a state where gaudy tourist zones often stand aloof from workaday downtowns, Fort Lauderdale exhibits consistency at both ends of the 2-mile Las Olas corridor. The sparkling look results from upgrades both downtown and on the beachfront. Matching the downtown's innovative arts district, cafés, and boutiques is an equally inventive beach area, with hotels, cafés, and shops facing an undeveloped shoreline, and new resort-style hotels replacing faded icons of yesteryear. Despite wariness of pretentious overdevelopment, city leaders have allowed a striking number of glittering high-rises. Nostalgic locals and frequent visitors fret over the diminishing vision of sailboats bobbing in waters near downtown; however, Fort Lauderdale remains the yachting capital of the world, and the water toys don’t seem to be going anywhere.

Just 7 miles (11 km) long and a little more than 1 mile (1½ km) wide, this island, the capital and seat of the Turks and Caicos government, has been a longtime favorite destination for divers eager to explore the 7,000-foot-deep pristine coral walls that drop down only 300 yards out to sea. On shore, the tiny, quiet island is home to white-sand beaches, the National Museum, and a small population of wild horses and donkeys, which leisurely meander past the white-walled courtyards, pretty churches, and bougainvillea-covered colonial inns on their daily commute into town. But things aren't entirely sleepy: a cruise-ship complex at the southern end of the island brings about 600,000 visitors per year. That said, the dock is self-contained and is about 3 miles (5 km) from the tranquil, small hotels of Cockburn Town, Pillory Beach, and the Ridge and far from most of the western-shore dive sites. Pristine beaches with vistas of turquoise waters, small local settlements, historic ruins, and native flora and fauna are among the sights on Grand Turk. Fewer than 4,000 people live on this 7½-square-mile (19-square-km) island, and it's hard to get lost, as there aren't many roads.

Cartagena's magnificent city walls and fortresses, now a UNESCO World Heritage Site, enclose a well-restored historic center (the Cuidad Amurallada, or walled city) with plazas, churches, museums, and shops that have made it a lively coastal vacation spot for South Americans and others. New hotels and restaurants make the walled city a desirable place to stay, and the formerly down-at-the-heels Getsemaní neighborhood attracts those seeking a bohemian buzz. The historic center is a small section of Cartagena; many hotels are in the Bocagrande district, an elongated peninsula where high-rise hotels overlook a long, gray-sand beach.When it was founded in 1533 by Spanish conquistador Pedro de Heredia, Cartagena was the only port on the South American mainland. Gold and silver looted from indigenous peoples passed through here en route to Spain and attracted pirates, including Sir Francis Drake, who in 1586 torched 200 buildings. Cartagena's walls protected the city's riches as well as the New World's most important African slave market.

This town is not on the Nicoya Peninsula, but rather on Costa Rica's mainland. It is best known as a cruise-ship port and launching pad for ferries heading southeast to the coast of the Nicoya Peninsula and for cruises sailing out on the Gulf of Nicoya. Puntarenas is also a major fishing port with a lively fish market. The town’s reputation suffers from the unimpressive parts you see from your car as you roll through town on the way to the ferry dock. But the town has a lot of character off the main drag, thanks to its illustrious past as an affluent port town and principal vacation spot for San José's wealthy, who arrived by train in the last century. Once the port was moved and roads opened to other beaches, Puntarenas's economy crashed, but it's making a comeback. Sitting on a narrow spit of sand—punta de arenas literally means "point of sand"—that protrudes into the Gulf of Nicoya, the town boasts a beautifully groomed, wide Blue Flag beach with views of the Nicoya Peninsula and spectacular sunsets, along with a public swimming pool, the San Lucas Beach Club, and a marine-life museum. Ticos arrive by bus and car to enjoy the beach and stroll the Paseo de los Turistas, a beachfront promenade lined with tree-shaded concrete benches and seafood restaurants. Crowds of locals, called porteños, cruise by on bicycles, the town’s most popular form of transport.

Puerto Vallarta is a resort town on Mexico’s Pacific coast, in Jalisco state. It is known for its beaches, water sports and nightlife scene. Its cobblestone center is home to the ornate Nuestra Señora de Guadalupe church, boutique shops and a range of restaurants and bars. El Malecón is a beachside promenade with contemporary sculptures, as well as bars, lounges and nightclubs.

Cabo San Lucas, a resort city on the southern tip of Mexico’s Baja California peninsula, is known for its beaches, water-based activities and nightlife. Playa El Médano is Cabo’s main beach, with outdoor restaurants and numerous bars. Past the marina is Land's End promontory, site of Playa del Amor (Lover's Beach) and El Arco, a natural archway in the seacliffs.

San Diego is a vacationer's paradise, with year-round temperatures in the seventies and near-constant sunshine. One of America's most family-friendly cities, San Diego is home to LEGOLAND, the New Children's Museum, and the famous San Diego Zoo. Sunbathers and surfers are guaranteed to find their perfect beach, and foodies find delights in artisanal breweries, local bistros, and gourmet restaurants. From the Broadway excitement of La Jolla Playhouse to the European feel of Little Italy to the nouveau-chic of the Gaslamp Quarter, San Diego has something for everyone.

Victoria, the capital of a province whose license plates brazenly label it "The Best Place on Earth," is a walkable, livable seaside city of fragrant gardens, waterfront paths, engaging museums, and beautifully restored 19th-century architecture. In summer, the Inner Harbour—Victoria's social and cultural center—buzzes with visiting yachts, horse-and-carriage rides, street entertainers, and excursion boats heading out to visit pods of friendly local whales. Yes, it might be a bit touristy, but Victoria's good looks, gracious pace, and manageable size are instantly beguiling, especially if you stand back to admire the mountains and ocean beyond. At the southern tip of Vancouver Island, Victoria dips slightly below the 49th parallel. That puts it farther south than most of Canada, giving it the mildest climate in the country, with virtually no snow and less than half the rain of Vancouver. The city's geography, or at least its place names, can cause confusion. Just to clarify: the city of Victoria is on Vancouver Island (not Victoria Island). The city of Vancouver is on the British Columbia mainland, not on Vancouver Island. At any rate, that upstart city of Vancouver didn't even exist in 1843 when Victoria, then called Fort Victoria, was founded as the westernmost trading post of the British-owned Hudson's Bay Company. Victoria was the first European settlement on Vancouver Island, and in 1868 it became the capital of British Columbia. The British weren't here alone, of course. The local First Nations people—the Songhees, the Saanich, and the Sooke—had already lived in the areas for thousands of years before anyone else arrived. Their art and culture are visible throughout southern Vancouver Island. You can see this in private and public galleries, in the totems at Thunderbird Park, in the striking collections at the Royal British Columbia Museum, and at the Quw'utsun'Cultural and Conference Centre in nearby Duncan. Spanish explorers were the first foreigners to explore the area, although they left little more than place names (Galiano Island and Cordova Bay, for example). The thousands of Chinese immigrants drawn by the gold rushes of the late 19th century had a much greater impact, founding Canada's oldest Chinatown and adding an Asian influence that's still quite pronounced in Victoria's multicultural mix. Despite its role as the provincial capital, Victoria was largely eclipsed, economically, by Vancouver throughout the 20th century. This, as it turns out, was all to the good, helping to preserve Victoria's historic downtown and keeping the city largely free of skyscrapers and highways. For much of the 20th century, Victoria was marketed to tourists as "The Most British City in Canada," and it still has more than its share of Anglo-themed pubs, tea shops, and double-decker buses. These days, however, Victorians prefer to celebrate their combined indigenous, Asian, and European heritage, and the city's stunning wilderness backdrop. Locals do often venture out for afternoon tea, but they're just as likely to nosh on dim sum or tapas. Decades-old shops sell imported linens and tweeds, but newer upstarts offer local designs in hemp and organic cotton. And let's not forget that fabric prevalent among locals: Gore-Tex. The outdoors is ever present here. You can hike, bike, kayak, sail, or whale-watch straight from the city center, and forests, beaches, offshore islands, and wilderness parklands lie just minutes away. A little farther afield, there's surfing near Sooke, wine touring in the Cowichan Valley, and kayaking among the Gulf Islands.

Vancouver is a delicious juxtaposition of urban sophistication and on-your-doorstep wilderness adventure. The mountains and seascape make the city an outdoor playground for hiking, skiing, kayaking, cycling, and sailing—and so much more—while the cuisine and arts scenes are equally diverse, reflecting the makeup of Vancouver's ethnic (predominantly Asian) mosaic. Vancouver is consistently ranked as one of the world's most livable cities, and it's easy for visitors to see why. It's beautiful, it's outdoorsy, and there's a laidback West Coast vibe. On the one hand, there's easy access to a variety of outdoor activities, a fabulous variety of beaches, and amazing parks. At the same time, the city has a multicultural vitality and cosmopolitan flair. The attraction is as much in the range of food choices—the fresh seafood and local produce are some of North America's best—as it is in the museums, shopping, and nightlife.Vancouver's landscaping also adds to the city's walking appeal. In spring, flowerbeds spill over with tulips and daffodils while sea breezes scatter scented cherry blossoms throughout Downtown; in summer office workers take to the beaches, parks, and urban courtyards for picnic lunches and laptop meetings. More than 8 million visitors each year come to Vancouver, Canada's third-largest metropolitan area. Because of its peninsula location, traffic flow is a contentious issue. Thankfully, Vancouver is wonderfully walkable, especially in the downtown core. The North Shore is a scoot across the harbor, and the rapid-transit system to Richmond and the airport means that staying in the more affordable ’burbs doesn't have to be synonymous with sacrificing convenience. The mild climate, exquisite natural scenery, and relaxed outdoor lifestyle keep attracting residents, and the number of visitors is increasing for the same reasons. People often get their first glimpse of Vancouver when catching an Alaskan cruise, and many return at some point to spend more time here.