America's Best Small Beach Towns You've Never Heard Of

25. Bokeelia, Florida – Pine Island’s Laid-Back Hideaway

At the northern tip of Pine Island lies Bokeelia, a sleepy fishing village surrounded by mangroves and peaceful waters. This is Old Florida at its finest—no high-rises, no pretension, just breezy docks, pastel cottages, and an abundance of oysters. The calm waters of Pine Island Sound are perfect for kayaking, fishing, and watching dolphins glide by. Locals still wave to each other, and time moves with the tides. If you're craving a barefoot kind of escape—one with killer sunsets and no crowds—Bokeelia is the spot you didn’t know you were missing.