Siesta Key

White quartz sand sparkles in the lemony Florida sunshine as jewel-toned waves gently lap the shore and palm trees sway lazily in the balmy breeze. This is Siesta Key, a tropical paradise coveted by sunbathers and spa clientele alike. A barrier island, Siesta Key sits just off the coast of Sarasota, sporting beaches on both Sarasota Bay and the Gulf of Mexico. The shallow, warm waters, perfect climate, gorgeous nature preserves, and pristine playgrounds make this an idyllic place for families, while the vibrant nightlife sings its siren song to those who come alive with the setting sun. The candy-colored sky is often dotted with faraway figures parasailing overhead, the clear water is ideal for jet skiing, and the impeccably manicured parks with picnickers.

Ocean Boulevard runs through the main section of Siesta Key and is lined with an eclectic array of boutiques and bungalows. Little boho-chic huts offer funky beach goods, while posh apparel shops set the tone for coastal elegance. This is where you will find Siesta Key Village, a tree-lined shopping center just blocks from the beach. The wide sidewalks and park benches make this the perfect place to soak up the sun or indulge in the dynamic nightlife. Over near Crescent Beach awaits South Village, another bastion of fresh seafood restaurants and retail, as well as a marina. 

Siesta Key’s dining scene reflects the area’s effortless blend of coastal casualness and refined elegance. Global flavors inform classic New American fare at The Cottage, an upscale seafood restaurant with creative cocktails and a laid-back approach to fine dining. The relaxed coastal atmosphere at Sun Garden Cafe provides an idyllic setting for enjoying the Florida sunshine and balmy ocean breezes. Fresh fruit, gourmet Benedict dishes, and classic breakfast fare delight guests and capture the tropical flavors of island life. 

Perspectives are bent, and minds are blown at the beloved Chalk Festival, where the streets of Sarasota are transformed into works of art. Artists dazzle spectators with colorful scenes and immense talent. The Siesta Key Crystal Classic offers another opportunity to see artists in action. This time, sculptors take to the beach to create stunning statues and scenescapes out of the town’s silky white sands. Siesta Beach Pavillion is the picturesque setting for the beloved Siesta Beach Seafood and Music Festival, a raucous affair with fresh seafood prepared on-site using locally sourced ingredients and sustainable practices. Live music, arts, shopping, and coastal perfection round out the many reasons why this is a local favorite. The Siesta Key Rocktoberfest, held in Downtown Sarasota, kicks off the fall season with a celebration of live music and gourmet cuisine.