As the gateway to Costa del Sol, Torremolinos is a modern city preserving the great charms of the Andalusian tradition. Here visitors enjoy more than 300 sunny days every year, comfortable temperatures (avg. 19ºC/66ºF) and 7km of beaches along the sparkling Mediterranean. Away from the sea and sand, travellers can explore the old fisherman’s district of “La Carihuela,” or sample the city’s cuisine – including regional favourite Pescalto Frito (fried fish) – in hundreds of restaurants and bars.

In the chic, sun-drenched Costa del Sol town of Marbella, hints of its former Moorish occupation mingle with modern-day resort amenities. Bask on the sands of famous La Fontanilla beach or ricochet among the area's family-oriented water, wildlife and theme parks. Experience the Andalusian charm of the historic quarter, filled with whitewashed buildings, remnants of a ninth-century Arab fortress and fragrant orange trees. End a relaxing day with a dish of the cold almond soup ajoblanco and some of the region's excellent dessert wine.

Malaga, Pablo Picasso's birthplace and the gateway to the Costa del Sol, is a hectic, sometimes unruly city of 550,000. An impressive number of museums and monuments, including the 11th-century Alcazaba fort and Museu Picasso Malaga, provide plenty of diversions for those who opt not to spend all their time on the coast's famed beaches and in their accompanying bars. The old city bustles with taverns and bistros. The generous Paseo del Parque offers a delightful stroll past banana trees and fountains.

The Costa del Sol juxtaposes gorgeous Mediterranean old towns and inland national parks with developed beach resorts. Famed for being the birthplace of Picasso, Malaga serves as a gateway to family-favourite stops such as Benidorm and Fuengirola.

Unlike many of its coastal neighbours, cultural tradition remains strong in Estepona. With more than 12 miles (20 kilometres) of palm-fringed coastline and a historic old town famously decorated with bright blooms, this harbour town is undoubtedly one of the prettiest on Spain’s Costa del Sol.

Distinctive architecture, sun-drenched resorts and eclectic small towns dot Andalusia, a dry, mountainous region of southern Spain that maintains echoes of its Moorish occupation. Spring and fall bring balmy temperatures, ideal for visiting Seville's cathedral, the world's largest Gothic structure, and the 1200-year-old mosque in Córdoba. Romantics love Granada, home to the Alhambra fortress and an inspiration to the late poet Federico García Lorca. Don't miss a dip in the sea along the Costa del Sol.

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?

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.

The first time you go to New York, go ahead and be a sight-seer—everyone should visit the Statue of Liberty, the Met, Times Square, etc. But on a return trip, pick a neighbourhood and go deep. You’ll find hole-in-the-wall bars, great delis, quirky shops… exploring the non-touristy side of New York is an incredibly rewarding experience for a traveller.

Known for its markets and its striking 19th-century limestone architecture, Kingston is a great base for exploring the Thousand Islands and the St. Lawrence River and its national park. Visit Wolfe Island on the free ferry, or hunt for antiques in nearby villages.

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.

Among the best golf destinations in the world, Punta Cana is the very picture of leisure. Several of the courses have been designed by professional golfers, making for the perfect sort of kicked-back challenge that you want on a golfing vacation. The beaches here are simply perfect: calm, warm waters that gently lap at stretches of fine white sand. Thrill yourself with a zip-line adventure, clap along with traditional Dominican music at a cultural performance, or explore the magical lagoons of the Indigenous Eyes Ecological Park.

The Dominican Republic lies in the same waters as Cuba and Puerto Rico, taking up the eastern two-thirds of the island it shares with Haiti. Offering a lush interior with a mix of caves, Victorian gingerbread houses and the lore of pirates, plus 900 miles of coastline along its brim, island highlights include riding a cable car up Mount Isabel de Torres and basking on stunning Saona Island. Oh, and did we mention the D.R. is family-friendly, has just about perfect weather and is affordable?