Steeped in history, Vancouver is the oldest city in Washington. Once the largest western outpost of the British Hudson's Bay Company, where supplies and food were bartered in the 1800s, it was closed in 1860 as Americans took over commerce. The outpost was later recreated as the Fort Vancouver National Historic Site. For more history, check out the Pearson Air Field, the oldest operating airfield in the West, where vintage aircraft are displayed at the Pearson Air Museum. If adventure is your bag, Vancouver is the perfect base for day trips to the Columbia River Gorge, the breathtakingly beautiful 70-mile river stretch that cuts through the Cascade Mountains, or Mount St. Helens, the site of the famous volcano, both of which offer a slew of outdoor activities. For calmer pastimes, cruise the picturesque river in the Columbia Gorge riverboat, or visit Beacon Rock, the world's second largest monolith, where a walking trail leads to spectacular panoramic views.

With the distinctive Haystack Rock and Needles marking its shoreline, Cannon Beach is one of Oregon's quaintest and most picturesque destinations. Nine miles of beach make a perfect setting for strolling along the seaside, watching diverse wildlife in its natural habitat and building a sand castle in the annual sand castle building contest. With strict regulations in place limiting the infiltration of large chain stores or restaurants, Cannon Beach retains its small town charm.

The Okanagan Valley, in the interior of British Columbia, is a popular Canadian vacation destination known for skiing in the winter and watersports in the summer. The area's quaint towns and lush vineyards are connected by a network of clear blue lakes and rivers and surrounded by rolling, sun-dappled hills. Head to Kelowna for one of several wine festivals or to Penticton for the sugary summer Peach Festival. To the south is Osoyoos, home to an arid desert filled with rare plants and animals.

Jamaica is a melting pot of African, Asian, European and Middle Eastern cultures. You'll experience this diversity in its strong crafts tradition, performing arts and distinctive dining options, like ackee and saltfish with roast breadfruit. Take your holiday to new heights at famed cliff jumping spot, Negril Cliffs. Jamaica offers long beaches, protected coves, rugged mountains, waterfalls, caves and sunshine and chances to play in the surf, ride horses and swim with dolphins. Jump in!

Sosua is everything you want a beach town to be. Clear waters teem with coral, perfect for snorkeling and diving. Above sea level you’ll find multicolored sands lined with beach shacks. This small enclave of the Dominican Republic was once a haven for Jewish refugees. Historic sites and synagogues offer great perspective on Sosua’s postwar identity. On a lighter note, a community of ex-pats helps fuel a boisterous, international nightlife scene.

Life just moves a little bit slower on Virgin Gorda, so named because this British Virgin Island resembles a large reclining lady. The laid-back pace of the island is the perfect excuse to take your time, whether you’re wading along the granite grottoes of The Baths, doing some casual snorkeling in Devil’s Bay, or exploring the stone ruins of a 19th century Copper Mine. Hanging out in the hammock at Mad Dog while you sip a Painkiller is the ultimate in Virgin Gorda relaxation.