New York to Portsmouth

From Wall Street's skyscrapers to the neon of Times Square to Central Park's leafy paths, New York City pulses with an irrepressible energy. History meets hipness in this global center of entertainment, fashion, media, and finance. World-class museums like MoMA and unforgettable icons like the Statue of Liberty beckon, but discovering the subtler strains of New York's vast ambition is equally rewarding: ethnic enclaves and shops, historic streets of dignified brownstones, and trendy bars and eateries all add to the urban buzz.

Established in 1639 by a small band of religious dissenters led by William Coddington and Nicholas Easton, the city by the sea became a haven for those who believed in religious freedom. Newport’s deepwater harbor at the mouth of Narragansett Bay ensured its success as a leading Colonial port, and a building boom produced hundreds of houses and many landmarks that still survive today. These include the Wanton-Lyman-Hazard House and the White Horse Tavern, both built during the 17th century, plus Trinity Church, Touro Synagogue, the Colony House, and the Redwood Library, all built in the 18th century.British troops occupied Newport from 1776–1779, causing half the city’s population to flee and ending a golden age of prosperity. The economic downturn that followed may not have been so great for its citizens but it certainly was for preserving Newport’s architectural heritage, as few had the capital to raze buildings and replace them with bigger and better ones. By the mid-19th century the city had gained a reputation as the summer playground for the very wealthy, who built enormous mansions overlooking the Atlantic. These so-called "summer cottages," occupied for only six to eight weeks a year by the Vanderbilts, Berwinds, Astors, and Belmonts, helped establish the best young American architects. The presence of these wealthy families also brought the New York Yacht Club, which made Newport the venue for the America’s Cup races beginning in 1930 until the 1983 loss to the Australians.The Gilded Age mansions of Bellevue Avenue are what many people associate most with Newport. These late-19th-century homes are almost obscenely grand, laden with ornate rococo detail and designed with a determined one-upmanship.Pedestrian-friendly Newport has so much else to offer in a relatively small geographical area— beaches, seafood restaurants, galleries, shopping, and cultural life. Summer can be crowded, but fall and spring are increasingly popular times of the year to visit.

There’s history and culture around every bend in Boston—skyscrapers nestle next to historic hotels while modern marketplaces line the antique cobblestone streets. But to Bostonians, living in a city that blends yesterday and today is just another day in beloved Beantown.

Surrounded by natural treasures and glorious seascapes, Halifax is an attractive and vibrant hub with noteworthy historic and modern architecture, great dining and shopping, and a lively nightlife and festival scene. The old city manages to feel both hip and historic. Previous generations had the foresight to preserve the cultural and architectural integrity of the city, yet students from five local universities keep it lively and current. It's a perfect starting point to any tour of the Atlantic provinces, but even if you don't venture beyond its boundaries, you will get a real taste of the region.It was Halifax’s natural harbor—the second largest in the world after Sydney, Australia’s—that first drew the British here in 1749, and today most major sites are conveniently located either along it or on the Citadel-crowned hill overlooking it. That’s good news for visitors because this city actually covers quite a bit of ground.Since amalgamating with Dartmouth (directly across the harbor) and several suburbs in 1996, Halifax has been absorbed into the Halifax Regional Municipality, and the HRM, as it is known, has around 415,000 residents. That may not sound like a lot by U.S. standards, but it makes Nova Scotia’s capital the most significant Canadian urban center east of Montréal.There's easy access to the water, and despite being the focal point of a busy commercial port, Halifax Harbour doubles as a playground, with one of the world's longest downtown boardwalks. It's a place where container ships, commuter ferries, cruise ships, and tour boats compete for space, and where workaday tugs and fishing vessels tie up beside glitzy yachts. Like Halifax as a whole, the harbor represents a blend of the traditional and the contemporary.

If you come directly to Cape Breton via plane, ferry, or cruise ship, Sydney is where you’ll land. If you’re seeking anything resembling an urban experience, it’s also where you’ll want to stay: after all, this is the island’s sole city. Admittedly, it is not the booming center it was a century ago when the continent’s largest steel plant was located here (that era is evoked in Fall on Your Knees, an Oprah Book Club pick penned by Cape Bretoner Anne-Marie MacDonald). However, Sydney has a revitalized waterfront and smattering of Loyalist-era buildings that appeal to visitors. Moreover, it offers convenient access to popular attractions in the region—like the Miner’s Museum in nearby Glace Bay (named for the glace, or ice, that filled its harbor in winter), the Fortress at Louisbourg, and beautiful Bras d'Or Lake.

Old meets new in the province's capital (metro-area population a little more than 200,000), with modern office buildings surrounded by heritage shops and colorful row houses. St. John's mixes English and Irish influences, Victorian architecture and modern convenience, and traditional music and rock and roll into a heady brew. The arts scene is lively, but overall the city moves at a relaxed pace.For centuries, Newfoundland was the largest supplier of salt cod in the world, and St. John's Harbour was the center of the trade. As early as 1627, the merchants of Water Street—then known as the Lower Path—were doing a thriving business buying fish, selling goods, and supplying alcohol to soldiers and sailors.

Cork City's nearby harbor district has seen plenty of history. Cork Harbour's draws include Fota Island—with an arboretum, a wildlife park, and the Fota House ancestral estate—and the fishing port of Cobh.

Best known as the port from which Sir Francis Drake and the port which the Pilgrim Fathers set sail from, Plymouth is awash with history. Walk down its cobbled streets, step back in time and discover the historical landmarks and sites.

Portsmouth is one of the most densely populated cities in Southern England, and is unusual as most of its built-up area occupies Portsea Island, linked to the mainland by road and rail bridges. Although there is a Roman fort at nearby Portchester, occupied later by the Saxons and Normans, there was no settlement on the site of Portsmouth at the time of the 1086 Domesday Book. The town developed in medieval times and received its first charter in 1194 from King Richard I; soon afterwards it became a major naval base. It has the world’s oldest dry dock, and is home to several famous ships, including HMS Victory, HMS Warrior and the Mary Rose, raised from the Solent in 1982. Portsmouth remains an important naval base and is home to a large proportion of the British service fleet. The waterfront area is now dominated by the Spinnaker Tower, 560 feet high, the United Kingdom’s tallest building outside London. Other things to see in the city include the house where Charles Dickens was born, and the City Museum, which contains a permanent exhibition devoted to another famous writer, Sir Arthur Conan Doyle, who lived in the town.