Ogunquit's three-mile stretch of beach is one of the longest in Maine, and also one of the least rocky. The water may never warm up, but it's pristine, and this quaint New England town's attractions make it a perfect, picturesque seaside destination.

From ornate mansions to ocean views, this charming city - the largest in Maine - will enchant you. Saunter down the brick sidewalks and cobblestone streets of the revitalized Old Port District, where you can browse through bookstores, explore craft shops and eat to your heart's content. Visit the Portland Head Light, which dates back to 1791, and is the oldest lighthouse still in continuous use in the U.S. The great poet Henry Wadsworth Longfellow is the city's native son, and you can visit his childhood home, the Wadsworth-Longfellow House. With kids in hand, enjoy the highly interactive Children's Museum of Maine. And then go next door to the calmer Portland Museum of Art, a small, but eclectic museum with Impressionist works, Maine landscapes by Homer and Wyeth and other collections. Land or sea is an option here, so if you're tired of the street life, take one of the popular scenic cruises or whale watches, or hop on a ferry to the islands in Casco Bay. At the end of the day, and without kids in hand, unwind and rest your tired feet at one of the city's brewpubs.

Sitting at the southernmost corner of Maine, Kittery is a charming small town and one of the most historic communities in the state. First settled in 1623, Kittery features some of the oldest architecture in Maine, including the John Bray House, built back in 1662. Nearby Fort McClary has been guarding the entrance to the Piscataqua River for over 275 years, having been manned through five wars. Another nearby attraction is York's Wild Kingdom, the state's largest zoo and amusement park.

Cape Ann, just 30 miles from Boston Logan Airport, includes four communities: Gloucester, Rockport, Essex and Manchester-by-the-Sea. The picturesque area that spans the coastline was founded by Pilgrims in 1623 who named it after England's Queen Anne. Today, it's home to fishermen and artists, merchants and writers.

Steel and coal may have built this city, and you'll see the names "Mellon" and "Carnegie" on an awful lot of things, but Pittsburgh has come a long way from its gritty, industrial past. The Waterfront Complex, a collection of shops, restaurants, a cinema and even a water park, was recently built on the site of the former Bethlehem Steel Works, and two new professional sports stadiums have opened downtown in just the past two years. However, history buffs will delight in a visit to sites like the Point State Park (home of the Fort Pitt Museum) and the Duquesne Incline, where you can ride an antique cable car and browse displays about this unique form of transport. If you don't mind the extra drive, a trip to Frank Lloyd Wright's Fallingwater makes a rewarding detour.