At the center of Trois Vallees, the world’s largest ski area, Meribel gives easy access to the entire vicinity and its more than 400 miles of pistes. Within Meribel itself, the Altiport is for beginners while Saulire and Tougnète are mixed use, and Mont du Vallon serves up long, steep advanced runs against a gorgeous backdrop.

When you think of quaint mountain villages in the French Alps, something like Bourg-Saint Maurice might come to mind. Narrow, cobblestoned streets lined with colourful buildings offer a glimpse into the past with local shops serving Savoyard specialties. In the colder months, skiers arrive en masse for some of the best skiing in the area. And when everything finally thaws, there’s a whole new world to discover: rich green mountains ripe for hiking and crystal-clear rivers perfect for kayaking or whitewater rafting.

As host of the first Winter Olympics in 1924, Chamonix will always have a place in the history books. Its main attractions are Mont-Blanc (Western Europe's tallest mountain) and the many ski areas that face the Chamonix Valley. Steep slopes and extreme weather conditions suit advanced skiers best, but there are also runs for beginners. Just make sure everyone in your party knows a green circle from a black diamond. Oh, and another note for the history books—Pierce Brosnan was here (filming a James Bond movie, The World Is Not Enough).

With its gondolas, canals, amazing restaurants, and unforgettable romantic ambiance, Venice is definitely a city for one's bucket list. Waterfront palazzos, palaces, and churches make drifting down the Grand Canal feel like cruising through a painting. To really experience Venice you must go to the opera or to a classical music performance, nibble fresh pasta and pastries, and linger in the exhibit halls of an art gallery. Label lovers will drool over the high-end shopping in Piazza San Marco.

Everyone who visits Paris for the first time probably has the same punchlist of major attractions to hit: The Louvre, Notre Dame, The Eiffel Tower, etc. Just make sure you leave some time to wander the city’s grand boulevards and eat in as many cafes, bistros and brasseries as possible. And don’t forget the shopping—whether your tastes run to Louis Vuitton or Les Puces (the flea market), you can find it here.

Hit the beautiful beaches of Weymouth to soak up the surprisingly powerful U.K. sun—there are plenty of waterfront options to pick from. The quaint harbor of Weymouth bobs merrily with fishing boats, and, downtown, Hope Square and Brewers Quay bustle with shoppers and merrymakers.

Windswept beaches, sand dunes, blinking lighthouses and a charming pace of life await on this 50-square mile island. The world's former top whaling port is now designated a National Historic District. Leave the car and take the shuttle or bike around. Seaside cottages, old whaling captains' mansions and historic harbours contain quaint inns, boutique stores, chowder shacks and upscale dining delights. Swim, surf or load up the tackle for Nantucket's excellent striper, bluefish and bonito fishing.

Philipsburg is the capital of Dutch St Maarten, a Caribbean island divided into Dutch and French (Saint Martin) sides. Bargain hunters flock to the duty-free and sales-tax-free stores of Philipsburg's mile-long commercial district. Visitors also enjoy the city's art galleries, historic forts, casinos and zoo, as well as Great Bay Beach and its boardwalk. Offshore, on the 12 Metre Challenge, guests can work as part of the crew on one of five boats that sailed in the 1987 America's Cup competition.

Once an important center for sugar production, Puerto Rico's fourth largest city's current fortunes come from its factories. Intriguing nicknames for the city of nearly 200,000 include The Land of Giants and Arm Hackers Town. Situated on the island's north shore, this Atlantic city is considered part of the metropolitan San Juan area. Popular attractions include Carolina Beach, Casa Escute art gallery, Caribbean Raceway Park and Isla Verde Mall. To make the most of your visit, consider renting a car.