Get the experience of visiting two island colonies in the same 37 square miles. Saint Maarten/Saint Martin's spicy marriage of Caribbean, French and Dutch cultures matches its physical diversity: the island is both urban and untamed, with rain forest-like landscapes, white beaches, and amazing caves and wildlife.

Christopher Columbus added St Barthelemy, or St Barts, to his collection in 1493, but the French soon stepped in. Today, the chic Caribbean island - officially a department of France - is a popular winter getaway for people from mainland France, the rest of Europe and North America. Keep in shape and walk between attractions, or hire a car to see more of the island. Beachgoers can choose between beaches such as Grand Saline, if nude sunbathing appeals, or shady, isolated Colombier Beach.

There's more than one way to enjoy the spa experience in St. Lucia. One is to book a treatment at any of the luxury spas or resorts on the island. The other is to visit Sulphur Springs, inside the bowl of an extinct volcano, where you're welcome to try a volcanic mud bath or the 31°C/88°F Roman bath.

Jamaica’s most energetic city, Montego Bay is both a raucous spring-break party town and a destination for those seeking a more low-key adventure. Known equally for its duty-free shopping, clear-water snorkeling, diverse nightlife and natural beauty, Montego Bay makes for a perfect Jamaican weekend getaway.

Centrally located near all of Southern California’s major cities, Temecula Valley is the region’s wine country — with 40+ wineries offering everything from tours and events to restaurants and early-morning hot air balloon flights featuring panoramic views. Visitors also enjoy a wide range of outdoor recreational activities; the largest casino in the state at Pechanga Resort Casino; and a historic Old Town featuring wooden boardwalks, artisanal shops and restaurants, and a bustling nightlife.

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.

Amsterdam is truly a biker’s city, although pedaling along the labyrinthine streets can get a little chaotic. Stick to walking and you won’t be disappointed. The gentle canals make a perfect backdrop for exploring the Jordaan and Rembrandtplein square. Pop into the Red Light District if you must—if only so you can say you’ve been there. The Anne Frank House is one of the most moving experiences a traveller can have, and the Van Gogh Museum boasts a sensational collection of works.