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.

Refer to Vancouver Island as Victoria Island and risk a chorus of eye-rolls from the otherwise-friendly locals. Yes, Victoria is the main city on the island, but there are many distinct flavours to its logging and fishing settlements. Food and wine enthusiasts flock to the Comox Valley farm region, while the more outdoorsy types get their fix along the remote, forested beaches of North Vancouver Island. Visit the UNESCO Biosphere Reserve at Clayoquot Sound and you’ll return full of cocktail-party factoids.

Saint Paul has been called the last city of the East primarily because early developers built it to fit Eastern standards: city squares or parks, towers and turrets, lofty arches, Baroque domes and elaborate adornments abound. Ideal for families and those who like to explore on foot, the capital of Minnesota offers big city attractions with small town manageability. It's an easy and scenic stroll along the banks of the Mississippi River from the Children's Museum to the Science Museum. The kids (and the young at heart) will love them both. Nearby are the grandiose State Capitol, designed by esteemed architect Cass Gilbert and the historic Como Park, which includes lovely picnic areas, a zoo and a conservatory. Also in the mix are modern museums, stately old mansions, interesting natural wonders and unique shops to browse around. Be sure to check out the stellar collection of contemporary works by local artists at the Minnesota Museum of American Art. From four-star luxury to affordable and family-friendly, Saint Paul offers a variety of lodging and dining possibilities making it a great destination for all tastes and budgets.

Sitting at the northernmost corner of Virginia in the Shenandoah Valley, Winchester offers visitors the chance to explore historical sites, museums, vineyards, farmers' markets, and tree-lined Old Town streets once wandered by the likes of George Washington and Stonewall Jackson. The fruitful fields of the surrounding Frederick County have earned the area the title "apple capital of the world," with the city hosting the Shenandoah Apple Blossom Festival annually for almost a century.

The Cayman Islands are made up of three islands: Grand Cayman, Cayman Brac and Little Cayman. The largest, Grand Cayman has a cosmopolitan vibe, gourmet restaurants, world-class diving and the famous Seven Mile Beach. Cayman Brac is a nature lover's heaven of stunning diving and breathtaking walks along the rocky bluff. The smallest island, Little Cayman is home to just 150 people. Visitors enjoy the relaxed atmosphere and diving, especially Bloody Bay Wall, considered one of the world's best wall dives.