Ships in the harbor rock in the breeze, their masts gesturing into the sunny sky as patrons slip across the water from Wayward Captain Watersports. The wave-top transports, which originated on tropical islands, measure up to 12-feet long and sport a special hull that boosts stability and speed. From 10 a.m. until dusk, riders mount the floatables and learn basics in lessons or rent paddleboards, kayaks, and boats to cruise out onto the harbor to see the piles of water that form during low tide. As the sky’s palette fades into pinks and oranges on sunset tours, paddles splash gently against the water’s surface and races launch fleets of riders out onto the waves.