The best SUP trip for wildlife in the Florida Keys is between Stock Island and Key West, the two westernmost flecks of land in the 822-island chain. The mile-long Cowkey Channel tunnels through mangrove forest interwoven with hundreds of tidal creeks and passageways just wide enough to paddle through. Expect to see barracudas, octopus, rays, manatees, and more birds than you'll believe. Rent boards and take a two-hour guided tour with Lazy Dog ($40/person; lazydog.com), launching from their dock in Hurricane Hole Marina.
Escape your daily grind with Outside’s best getaways.