The real beauty of New York’s Jamaica Bay is that it’s a 90-minute subway ride from Times Square. That you can paddle between grass islands and estuaries within sight of the NYC skyline is just a great bonus. Call Ed Lindh, the owner of New York’s only SUP-specific shop, and book a three-mile loop out of Marina 59. Afterwards, stop at Rockaway Beach’s Elegante Restaurant for a slice of New-York style pepperoni pizza. ($100/person, nysupshop.com).