Siesta Key sits adjacent to the glittering Gulf of Mexico and its Siesta Public Beach has been named the nation’s best — twice. This “casual”, quaint yet quirky 8-mile-long island offers shopping, resorts, dining, and nightlife. Most restaurants are outdoor dining where bathing suits and flip flops are the “in” attire for dinner. Siesta Key is a romantic getaway for lovers, a family vacation destination, and a playground for active sports enthusiasts. Direct flight from Dallas.