24-Day Atlantic Crossing: Halifax To South America

Surrounded by natural treasures and glorious seascapes, Halifax is an attractive and vibrant hub with noteworthy historic and modern architecture, great dining and shopping, and a lively nightlife and festival scene. The old city manages to feel both hip and historic. Previous generations had the foresight to preserve the cultural and architectural integrity of the city, yet students from five local universities keep it lively and current. It's a perfect starting point to any tour of the Atlantic provinces, but even if you don't venture beyond its boundaries, you will get a real taste of the region.It was Halifax’s natural harbor—the second largest in the world after Sydney, Australia’s—that first drew the British here in 1749, and today most major sites are conveniently located either along it or on the Citadel-crowned hill overlooking it. That’s good news for visitors because this city actually covers quite a bit of ground.Since amalgamating with Dartmouth (directly across the harbor) and several suburbs in 1996, Halifax has been absorbed into the Halifax Regional Municipality, and the HRM, as it is known, has around 415,000 residents. That may not sound like a lot by U.S. standards, but it makes Nova Scotia’s capital the most significant Canadian urban center east of Montréal.There's easy access to the water, and despite being the focal point of a busy commercial port, Halifax Harbour doubles as a playground, with one of the world's longest downtown boardwalks. It's a place where container ships, commuter ferries, cruise ships, and tour boats compete for space, and where workaday tugs and fishing vessels tie up beside glitzy yachts. Like Halifax as a whole, the harbor represents a blend of the traditional and the contemporary.

With a permanent resident population of 1,500 households, Hamilton doesn't qualify as a major metropolis. Yet it has enough stores, restaurants, and offices to amp up the island’s energy level. Moreover, it has a thriving international business community (centered on financial and investment services, insurance, telecommunications, global management of intellectual property, shipping, and aircraft and ship registration), which lends it a degree of sophistication seldom found in so small a center. The central parishes cover the large area of Paget, Warwick, and Devonshire. These parishes are much sleepier than Hamilton and provide great nature and beach respites when you tire of city life. Convenient bus and ferry connections connect the parishes, so trips outside of Hamilton are easy and a fun way to get off the tourist track.

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.

Aruba, known as “One Happy Island,” is a sun-soaked paradise in the southern Caribbean, famous for its pristine white-sand beaches and crystal-clear turquoise waters. Visitors flock to Palm Beach and Eagle Beach for swimming, sunbathing, and water sports, while adventurous travelers can explore the island’s rugged interior at Arikok National Park, home to unique rock formations, caves, and native wildlife. The capital, Oranjestad, charms with its colorful Dutch colonial architecture, lively markets, and waterfront dining. Aruba’s warm, dry climate and steady trade winds make it perfect for sailing, windsurfing, and kiteboarding year-round. The island also boasts vibrant local culture, with a mix of Caribbean, Dutch, African, and indigenous influences celebrated in music, festivals, and cuisine. Friendly locals, luxury resorts, and a variety of attractions—from snorkeling and scuba diving to casinos and nightlife—ensure every traveler finds something to enjoy. Aruba truly offers a blend of relaxation, adventure, and cultural experiences.

The second major jumping off point for the Galapagos Islands after Quito, this is a little city with a big heart. A sea port first and foremost, the city’s personality has been founded on that, and all the better it is for it too. Almost Caribbean in feeling, the clement climate coupled with the intermingling rhythms floating from the windows and abundance of fresh seafood make this a very tropical destination. Once not even considered by the travel books as a potential destination in its own right, the city has undergone something of a resurgence in the past few years. Proud Guayaquileños will not hestitate to point out the Malecón or the exciting new riverfront promenade, once a no-go area after dark, now happily (and hippily) lined with museums, restaurants, shops, and ongoing entertainment. The new airport and urban transportation network are also lauded to the happy tourists who find themselves here. As the largest and most populous city in Ecuador as well as being the commercial centre, it would only be natural that the city would have some kind of modern architecture, but it is the colourful favelas, or to use their real name guasmos, that cling to the side of the hillside like limpets that really catch your eye. A blend of old and new, the first inhabitants can be traced back to 1948 when the government cleared the area for affordable housing, these shanty towns are witness to the social and political particularities that Guayaquil has faced in the past.

When people discuss great South American cities, Lima is often overlooked. But Peru's capital can hold its own against its neighbors. It has an oceanfront setting, colonial-era splendor, sophisticated dining, and nonstop nightlife.It's true that the city—clogged with traffic and choked with fumes—doesn't make a good first impression, especially since the airport is in an industrial neighborhood. But wander around the regal edifices surrounding the Plaza de Armas, among the gnarled olive trees of San Isidro's Parque El Olivar, or along the winding lanes in the coastal community of Barranco, and you'll find yourself charmed.In 1535 Francisco Pizarro found the perfect place for the capital of Spain's colonial empire. On a natural port, the so-called Ciudad de los Reyes (City of Kings) allowed Spain to ship home all the gold the conquistador plundered from the Inca. Lima served as the capital of Spain's South American empire for 300 years, and it's safe to say that no other colonial city enjoyed such power and prestige during this period.When Peru declared its independence from Spain in 1821, the declaration was read in the square that Pizarro had so carefully designed. Many of the colonial-era buildings around the Plaza de Armas are standing today. Walk a few blocks in any direction for churches and elegant houses that reveal just how wealthy this city once was. But the poor state of most buildings attests to the fact that the country's wealthy families have moved to neighborhoods to the south over the past century.The walls that surrounded the city were demolished in 1870, making way for unprecedented growth. A former hacienda became the graceful residential neighborhood of San Isidro. In the early 1920s the construction of tree-lined Avenida Arequipa heralded the development of neighborhoods such as bustling Miraflores and bohemian Barranco.Almost a third of the country's population of 29 million lives in the metropolitan area, many of them in relatively poor conos: newer neighborhoods on the outskirts of the city. Most residents of those neighborhoods moved there from mountain villages during the political violence and poverty that marked the 1980s and ’90s, when crime increased dramatically. During the past decade the country has enjoyed peace and steady economic growth, which have been accompanied by many improvements and refurbishment in the city. Residents who used to steer clear of the historic center now stroll along its streets. And many travelers who once would have avoided the city altogether now plan to spend a day here and end up staying two or three.

When people discuss great South American cities, Lima is often overlooked. But Peru's capital can hold its own against its neighbors. It has an oceanfront setting, colonial-era splendor, sophisticated dining, and nonstop nightlife.It's true that the city—clogged with traffic and choked with fumes—doesn't make a good first impression, especially since the airport is in an industrial neighborhood. But wander around the regal edifices surrounding the Plaza de Armas, among the gnarled olive trees of San Isidro's Parque El Olivar, or along the winding lanes in the coastal community of Barranco, and you'll find yourself charmed.In 1535 Francisco Pizarro found the perfect place for the capital of Spain's colonial empire. On a natural port, the so-called Ciudad de los Reyes (City of Kings) allowed Spain to ship home all the gold the conquistador plundered from the Inca. Lima served as the capital of Spain's South American empire for 300 years, and it's safe to say that no other colonial city enjoyed such power and prestige during this period.When Peru declared its independence from Spain in 1821, the declaration was read in the square that Pizarro had so carefully designed. Many of the colonial-era buildings around the Plaza de Armas are standing today. Walk a few blocks in any direction for churches and elegant houses that reveal just how wealthy this city once was. But the poor state of most buildings attests to the fact that the country's wealthy families have moved to neighborhoods to the south over the past century.The walls that surrounded the city were demolished in 1870, making way for unprecedented growth. A former hacienda became the graceful residential neighborhood of San Isidro. In the early 1920s the construction of tree-lined Avenida Arequipa heralded the development of neighborhoods such as bustling Miraflores and bohemian Barranco.Almost a third of the country's population of 29 million lives in the metropolitan area, many of them in relatively poor conos: newer neighborhoods on the outskirts of the city. Most residents of those neighborhoods moved there from mountain villages during the political violence and poverty that marked the 1980s and ’90s, when crime increased dramatically. During the past decade the country has enjoyed peace and steady economic growth, which have been accompanied by many improvements and refurbishment in the city. Residents who used to steer clear of the historic center now stroll along its streets. And many travelers who once would have avoided the city altogether now plan to spend a day here and end up staying two or three.

Valparaíso's dramatic topography—45 cerros, or hills, overlooking the ocean—requires the use of winding pathways and wooden ascensores (funiculars) to get up many of the grades. The slopes are covered by candy-color houses—there are almost no apartments in the city—most of which have exteriors of corrugated metal peeled from shipping containers decades ago. Valparaíso has served as Santiago's port for centuries. Before the Panama Canal opened, Valparaíso was the busiest port in South America. Harsh realities—changing trade routes, industrial decline—have diminished its importance, but it remains Chile's principal port. Most shops, banks, restaurants, bars, and other businesses cluster along the handful of streets called El Plan (the flat area) that are closest to the shoreline. Porteños (which means "the residents of the port") live in the surrounding hills in an undulating array of colorful abodes. At the top of any of the dozens of stairways, the paseos (promenades) have spectacular views; many are named after prominent Yugoslavian, Basque, and German immigrants. Neighborhoods are named for the hills they cover. With the jumble of power lines overhead and the hundreds of buses that slow down—but never completely stop—to pick up agile riders, it's hard to forget you're in a city. Still, walking is the best way to experience Valparaíso. Be careful where you step, though—locals aren't very conscientious about curbing their dogs.