Vancouver to New York

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.

With its myriad hills and spectacular bay, San Francisco beguiles with natural beauty, vibrant neighborhoods, and contagious energy. From the hipster Mission District to the sassy Castro, from bustling Union Square to enduring Chinatown, this dynamic town thrives on variety. The city makes it wonderfully easy to tap into the good life, too: between San Francisco’s hot arts scene, tempting boutiques, parks perfect for jogging or biking, and all those stellar locavore restaurants and cocktail bars, it’s the ultimate destination for relaxed self-indulgence.

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.

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.

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.

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.

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.

Port Antonio, on the Northeast coast of Jamaica, is the islands third largest port, mainly for bananas and coconuts. It is also an important tourist destination. In fact, it has been featured as a model of paradise in several famous Hollywood films such as Club Paradise and Cocktail. Port Antonio was a sleepy coastal town until the 1880s, when Lorenzo Dow Baker, an American businessman, started the banana trade in Jamaica and promoted Port Antonio as a vacation spot for wealthy Americans. “Portie”, as it is nicknamed, became a boom town. Even the movie star Errol Flynn was enamoured and ended up buying property here after his yacht washed ashore in 1946. Today it is still a major destination with plenty to do and see, from stunning scenery, creative arts and crafts, and cultural and historical sites.

One of Jamaica’s largest resort cities, Montego Bay offers a range of activities bound to interest an array of visitors, from arts enthusiasts to the more adventurous type.

Begin exploring the capital by strolling along the waterfront Harbour Drive to Elmslie Memorial United Church, named after the first Presbyterian missionary to serve in Cayman. Its vaulted ceiling, wooden arches, and sedate nave reflect the religious nature of island residents. In front of the court building, in the center of town, names of influential Caymanians are inscribed on the Wall of History, which commemorates the islands’ quincentennial in 2003. Across the street is the Cayman Islands Legislative Assembly Building, next door to the 1919 Peace Memorial Building. In the middle of the financial district is the General Post Office, built in 1939. Let the kids pet the big blue iguana statues.

Miami is one of the world’s most popular holiday spots. It has so much to offer; from its countless beach areas, to culture and museums, from spa and shopping days out, to endless cuban restaurants and cafes. Miami is a multicultural city that has something to offer to everyone.

Widely known for the Kennedy Space Center, Port Canaveral is located in the city of Cape Canaveral, home to beautiful beaches and Brevard Zoo.

Like many other old Southern towns, Norfolk has undergone a renaissance, one that’s especially visible in the charming shops and cafés in the historic village of Ghent. There’s plenty to see in this old navy town.

From Wall Street’s skyscrapers to the neon of Times Square to Central Park’s leafy paths, New York City pulses with an irrepressible energy. History meets hipness in this global center of entertainment, fashion, media, and finance. World-class museums like MoMA and unforgettable icons like the Statue of Liberty beckon, but discovering the subtler strains of New York’s vast ambition is equally rewarding: ethnic enclaves and shops, historic streets of dignified brownstones, and trendy bars and eateries all add to the urban buzz.