The best time to visit Anna Maria Island is during the spring and fall months, from March to May and September to November. During these periods, the weather is warm but not overly hot, with temperatures ranging between 24°C and 29°C (75°F to 85°F), making it perfect for enjoying the beach, outdoor dining, and water activities without the summer crowds. Spring brings beautiful blooming flowers and calm waters, while fall offers lower accommodation rates and a more relaxed atmosphere.

Winter (December to February) is also a popular time, especially for those seeking to escape the cold up north. Temperatures remain mild, ranging from 16°C to 23°C (60°F to 75°F), and the island feels more tranquil. However, this is peak tourist season, so prices for lodging and activities may be higher.
Summer (June to August) is the hottest and wettest season, with temperatures reaching up to 32°C (90°F). While the island is beautiful, the humidity and frequent afternoon thunderstorms may deter some visitors, although this is also when you’ll find great deals on accommodations.