The best time to go to Longboat Key is from December to May, when the weather is at its most pleasant.During these months, you'll experience warm temperatures, typically ranging from 20°C to 28°C, with lower humidity and less chance of rain. This makes it ideal for enjoying the beaches, outdoor dining, and water activities like kayaking or paddleboarding. It's superb for couples looking for a relaxing escape or families wanting to enjoy the sunshine without the intense heat and humidity of summer.Travellers looking for a quieter experience might consider the shoulder months of May and early December. The weather is still excellent, but there are fewer crowds, and you might find slightly better value on accommodations and flights.