Nestled between the shrub-covered slopes of the Santa Ynez Mountains and the clear blue shores of the Pacific Ocean, Santa Barbara is California at its best. Mission Santa Barbara is an example of 18th-century religious architecture, boasting beautiful grounds and a wonderfully detailed interior. Work up an appetite with a walk through Shoreline Park, then dine above the water on Stearns Wharf. Fig trees, parks, waterfalls, and botanical gardens round out Santa Barbara’s natural beauty.

Who cares about a little fog (okay, a lot of fog) when there’s so much to do in San Francisco? By day, explore Fisherman’s Wharf and the Aquarium of the Bay, ride a cable car, and stroll around the Presidio; by night, have a fabulous dinner (at a Michelin-starred restaurant or a tiny place in Chinatown), then hit some of the best clubs on the West Coast.

Seattle's petite downtown area and many attractions make it possible to pack a week’s experience into a weekend. Grab a latte and start at the world-famous Pike Place Market. Watch the fish fly and then head to the Space Needle for a dramatic view of the city and its surrounding waters. Return to earth and jump aboard a moonlit dinner cruise to Blake Island or canoe through the arbouretum.

It's still one of the most British cities in North America, but there's more to Victoria than tearooms, antique shops and galleries (though there are plenty of those). Driven by the younger generation, the city has sprouted a collection of cool shops, authentic coffee bars and unique restaurants. It also has more cycling routes than any other Canadian city, providing a great way to explore the picturesque location (and avoid an afternoon of antique shopping).

What happens when a "gassy" Englishman rows into town feeling thirsty? A pub is born. And from that a city—in this case Vancouver. Though the pubs are plentiful, food and drink aren’t the only things to take in during your trip. In its 150 years, Vancouver has grown into a cosmopolitan city nestled in the great outdoors. Enjoy the snow-capped mountains, waterfront forests, cityside beaches, Olympic history and the world’s highest suspension bridge. Hipsters welcome. (Don’t worry, they don’t bite.)

It's true: you can surf in Canada. And Tofino, on the west coast of Vancouver Island, is where you'll find exceptional surfing, Canadian-style. Busiest in summer, Tofino also fills up in winter when storm watchers descend upon this tiny town. Stay at an upscale inn and enjoy the town that affectionately calls itself The Tree Loving Capital of the World.

We've heard Toronto described as "New York City run by the Swiss," and it's true—you can find world-class theatre, shopping and restaurants here, but the sidewalks are clean and the people are friendly. The best place to start is literally at the top—the CN Tower, the tallest freestanding structure in the Western Hemisphere.