San Clemente, California
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Lovely Spanish Colonial Revival architecture, sandy cliff-backed beaches, and coastal trails are all part of this Orange County town's appealing package. The gorgeous San Clemente coast is a mecca for swimmers, longboarders, campers, and hikers. The town itself has farmers markets, breweries, casual eateries, and an all-around mellow vibe that's a nice contrast to some neighboring Southern California's best beach towns.
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Newport, Rhode Island
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This New England seaport shot to prominence when it became the chosen summer playground for early American titans of industry (think: the Astors, Morgans, and Vanderbilts, whose Newport "cottage" is The Breakers, a 70-room Italian Renaissance estate). Stroll past the legendary home and other historic Gilded-Age mansions on Newport's Cliff Walk as it winds over coastal bluffs. Continue till Easton's Beach, a family-friendly stretch of sand known as First Beach to locals. (Hit the lobster roll stand and the lemonade truck if refreshments are in order.) On the harbor side, brick sidewalks and colonial merchant buildings define Bowen's Wharf, where you can eat oysters to your heart's content. Newport's thriving music scene is anchored by the famous Newport Jazz and Newport Folk festivals.