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Mount Dora Colorful Mount Dora's downtown area, a popular tourist destination, via Jillian Cain Photography / Though all of the lodging options are a popular choice, the Anna Maria Island Inn is a no-fuss, quaint yet luxurious hotel that is highly recommended. The best time to visit is between January and March, when the weather is cooler and there are less tourists. A wooden pier built in 1911 is only a stone's throw away and is a reminder of the continuity of the past blending with the present-day shops and boutiques. The Anna Maria Island Historical Society Museum includes a cottage built in 1920. Inland is a resort town with upscale shopping and historical buildings. Editorial credit: Noah Densmore / Īnna Maria Island is a barrier island on Florida's west coast and is best known for its jaw-dropping beaches. Anna Maria Island Drone view of Bean Point Beach on Anna Maria Island. This luxurious beachfront hotel and spa offers rooms, suites, and villas along with a fine dining restaurant, La Casita. If you want to add luxury to your weekend, staying at the Cheeca is the best bet. On land there are attractions like the Theatre of the Sea and a unique diving museum that elaborates on the connection of underwater exploration and the beautiful village. There is also ample snorkeling, paddleboarding, and kayaking.

Islamorada has the best coral reefs and shipwrecks in the US, and is a scuba diver's paradise. The small village of Islamorada encompasses six of the Florida Keys and is a world-class sport fishing destination. Islamorada Aerial view of Islamorada, Florida

To really get the feel of the town, staying in a historic bed and breakfast like the St. The best way to absorb all you can on a weekend is to plan out the trip ahead of time. Though the town is perfect for a weekend getaway, it takes multiple trips to experience all that St. Castillo de San Marcos in St Augustine, FloridaĪmong the famous sites are the country's oldest schoolhouse, the oldest jail, and the Fountain of Youth. George Street and this is the central focal point of must-see historical sites. The heart of the historic district is St. As the nation's oldest incorporated town, the town is replete with history and unique attractions. When discussing idyllic small Florida towns, no list is complete without mentioning St. George Street in Saint Augustine, Florida, via Andriy Blokhin / More in Florida Discover 13 of the most scenic towns in Florida.

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