Sitting at the northernmost corner of Virginia in the Shenandoah Valley, Winchester offers visitors the chance to explore historical sites, museums, vineyards, farmers' markets, and tree-lined Old Town streets once wandered by the likes of George Washington and Stonewall Jackson. The fruitful fields of the surrounding Frederick County have earned the area the title "apple capital of the world," with the city hosting the Shenandoah Apple Blossom Festival annually for almost a century.

Known for walkable urban villages like Crystal City, Rosslyn and Ballston, Arlington was part of the "10 miles square" surveyed in 1791 to be the United States capital. Just across the Potomac from Washington, Arlington is home to the Pentagon, Arlington National Cemetery, the Marine Corps War Memorial (Iwo Jima), Air Force Memorial and Pentagon Memorial. With 11 Metro stops, Arlington is car-optional and offers visitors everything from eclectic theatre to Bohemian cafes.

From the National Mall’s monuments and memorials to vibrant neighbourhoods filled with character and charm, DC is a world-class destination featuring breathtaking views, award-winning hotels and hundreds of free things to do. Experience outstanding performing arts at acclaimed theatres, shop in historic Georgetown, hear great live music at legendary venues, enjoy sporting entertainment from six professional franchises and be dazzled by a flourishing dining scene with Michelin-starred restaurants.

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.

The Out Islands are synonymous with sport, from the depths of the Gulf Stream that yield big game fish to the coral reefs just off shore that are catnip to scuba divers. Sailing, kayaking and beach-combing add action to lazy days in the sun, while resident pink flamingos and rare Bahama parrots colour local hikes.

Antigua has hundreds of beaches, from the bustling Pigeon Point to the kitesurfing paradise of Jabberwock Beach. It's fun to mix it up—a day spent in a secluded cove, another spent people-watching at a tourist magnet. When you’re tired of sun and sand you can shoot ‘em up at Reservoir Range, where archery and air pistols are a fun way to work out any lingering pre-holiday stress. A tour of the Antigua Distillery is a spirited way to experience a true taste of the island.