Boasting a historical dockyard housing Henry VIII’s Mary Rose and Lord Nelson’s HMS Victory, Portsmouth has maritime heritage written all over it. Museums aside, the city still lives and breathes the sea—best exemplified in its nautical spirit, cobbled historic district, and sail-shaped Spinnaker Tower viewpoint.

The Isle of Wight is the perfect place to enjoy some peace, quiet and natural beauty. Except perhaps in the summer, when the Isle of Wight Festival draws visitors from all over the world. In 1970, the Festival was the largest rock-music event ever held. It was called Britain's Woodstock and featured Jimi Hendrix and The Who. (Not so much peace or quiet that week.) The island is also known for its world-famous sailing and lovely resorts, where people have been holiday-making since Victorian times.

Southwest of London is Southampton (Soton to the locals), a metropolitan area centered around the port. However, tucked away on the side streets are ancient gems such as the Tudor House, Mottisfont Abbey, and "God's House," a museum located in a tower in the medieval wall. The ultra-modern Sea City Museum celebrates Southampton's seafaring past and the RMS Titanic. Looking for nightlife? Travelers can dance the hours away with bars, clubs, and live music, all accessible by public transportation.

Gazing over the English Channel, Hastings mixes black-tarred fishing huts with pebbly shores, Victorian architecture, and artsy shops that together draw boho travellers and families in search of seaside holidays. With a maritime museum, castle ruins, and a notable battle site, it’s also rich in history.

From Shoreditch’s swaggering style to Camden’s punky vibe and chic Portobello Road, London is many worlds in one. The city’s energy means that no two days are the same. Explore royal or historic sites, tick off landmarks from your bucket list, eat and drink in exclusive Michelin-starred restaurants, enjoy a pint in a traditional pub, or get lost down winding cobbled streets and see what you stumble across – when it comes to London, the possibilities are endless.

Montreal, c’est si bon! This French-speaking city is considered the cultural capital of Canada, and is a cosmopolitan celebration of Québécois style. A horse-drawn carriage ride around the cobblestone streets and grand buildings of Vieux-Montréal will give you a taste of European flavour. The Basilique Notre-Dame is a confection of stained glass, and the Plateau Mont-Royal district will delight you with its quaint boutiques and cafés. Dig in to a massive plate of poutine to fuel up for a tour of the epic Olympic Park.

Ottawa is a compact, clean, cleverly planned centre of culture and politics. And it's an ideal choice for a weekend getaway. Start downtown at the architecturally stunning National Gallery of Canada, and don't miss the Canadian Nature Museum and the National Aviation Museum. Rideau Canal offers boating in the summer and ice-skating in the winter. Gatineau Park attracts cyclists and walkers, while Byward Market blends old and new Ottawa.

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.

Toronto's neighbour Mississauga has more than 480 parks and woodlands for you to explore. Stroll the Waterfront Trail, rent a boat at the marina or spend a day at the racetrack. It's also called Ontario's shopping capital, with everything from shopping centres and outlet malls to picturesque village-style shopping streets.

A cosmopolitan city known as the "cultural cradle of Canada," Winnipeg is family friendly with plenty of charm. It boasts a dazzling arts, theatre and indie music scene, as well as lip-smacking dining options to tantalize every taste bud. Experience nine acres of shopping and interactive fun at the Forks Market or explore Winnipeg’s diverse neighborhoods like the historic French Quarter and Exchange District or the boho chic Osborne Village.

Named for the sweet berry that grows wild in the region, Saskatoon boasts various cultural festivals, concerts and sporting events throughout the year. Explore the trails and beaches of Beaver Creek and Cranberry Flats, cross-country ski the Meewasin Valley Trail, check out the city's many galleries and museums, and shop for bargains at Midtown Plaza.

As North America’s northernmost large metropolis, Edmonton is a fascinating study in contrasts — a vibrant urban centre in the heart of the wilderness. It’s a city that’s never been afraid to do things a little differently, as visitors discover through close encounters with free-roaming bison, a shopping mall that spans more than 48 city blocks, and a dynamic arts and culture scene that embraces more than 40 annual festivals, including the continent’s biggest and wildest Fringe Theatre Festival.