Don’t be fooled by Bermuda’s small size; this 21-square-mile Atlantic island is big on history, personality and charm, from pink-sand beaches to historic forts. It’s known for aquatic adventures like shipwreck scuba diving, cliff jumping and deep-sea fishing. On land you’ll find an eclectic island culture of vibrant neighbourhoods, brightly coloured shorts and delicious fish chowder.

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 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).

Romance and adventure are in the air on this lush West Indian island in the Caribbean, depending on your coast. To the west, you'll find calm waters and good swimming. To the east, there are massive, competition-caliber waves. Wherever you stay, expect turquoise waters, fine soft sand beaches, catamaran cruises and delicious island fare.

San Diego embodies laid-back California culture, complete with a Boardwalk, surfing communities, and outstanding Mexican food. Breathe in the fresh ocean air at Sunset Cliffs Natural Park, then gobble down a fresh fish taco at a La Jolla seafood joint. The naval aircrafts at the USS Midway Museum will have you standing at attention. A free Sunday concert at the Spreckels Organ Pavilion is the perfect way to unwind after a Saturday night bar-hop in the thumping Gaslamp Quarter.

Meaning “place of divers,” Bucerias on Mexico’s Pacific Coast is a charming antidote to the hustle and bustle of nearby Puerto Vallarta. You’ll meet the friendly locals and enjoy beautiful beaches, fantastic dining, outdoor activities and art galleries. Locals congregate in the small plaza in the centre of town or head for the beach for some sun and unfettered mountain and bay views. Beyond the beaches of Bucerias, you’ll find superb dining, flea markets laden with special treasures, art galleries, and pubs. Once you’ve tired of the sun, meander through the flea market off the main plaza and tour the residential side of Bucerias, complete with boutique shopping and quality restaurants like La Quinta di Francesco and Adriatico. Some of the best art galleries in town include Splurge Art Gallery, showcasing emerging local artists and designer pewter. On Thursday evenings, participate in the local art walk, and on Sundays, visit the authentic Mexican market. From Bucerias, explore other Riviera Nayarit locations such as Savulita, Punta Mita and San Francisco – they’re all accessible by cheap, frequent bus service.

You've probably heard that Guinness tastes better in Dublin (fresh from the factory), but what you may not know is that Dublin is a perfect destination for the whole family. No, we're not suggesting you let the kiddies drink a pint. Instead, take them to the Dublin Zoo, to feed the ducks in Stephen's Green or on a picnic in Phoenix Park. Scholars enjoy walking in the literary footsteps of such writers as Yeats and Joyce, while discerning shoppers have their pick of designer boutiques.

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.

Everyone’s heard the Doors of Paradise, the Duomo, and Michelangelo’s David are captivating, but in Florence, beauty can sneak up on a traveller unexpectedly. You’ll duck into a random church to escape the heat only to spend two hours staring at an impossibly pure blue in a fresco. Or you’ll consider writing a sonnet about pear gelato. It’s just that kind of place. Don't miss the sunset over the Arno and the famous wines of the Chianti region just south of town.

It’s nicknamed the Eternal City for a reason. In Rome, you can drink from a street fountain fed by an ancient aqueduct. Or see the same profile on a statue in the Capitoline Museum and the guy making your cappuccino. (Which, of course, you know never to order after 11 am.) Rome is also a city of contrasts—what other place on earth could be home to both the Vatican and La Dolce Vita?