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.

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 quaint town shops and quiet beaches, to honky tonk arcades and carousels, the York area is guaranteed to entertain the whole family. Old York, run by the local historical society, contains nine different restored buildings, including "The Old Gaol," the oldest jail in America. The beautiful coastline provides cliff walks with views of an authentic Maine lighthouse. Head to nearby York Beach and visit York's Wild Kingdom, an amusement park and zoo that is home to Rewa, a White Bengal tiger.

Portimao is a sailor’s delight, thanks to its calm waters and beautiful conditions. Plenty of elite international competitions happen here, but you don’t have to be a professional to set sail. Cruising the coast on the double-masted Santa Bernarda pirate ship is a family favorite. On dry land, you can wander the lovely Alvor boardwalk, enjoy a succulent seafood meal or zip around the go-kart track at the Autódromo Internacional do Algarve.

A busy, lived-in feel makes Salerno a refreshing contrast to touristy destinations on the nearby Amalfi Coast. With open-air cafés, a working waterfront that commands a gorgeous stretch of water, and medieval landmarks, there’s plenty to reward travellers who linger.