Simple Sailing Charters, LLC, St. Petersburg

Charter one of Simple Sailing Charters, LLC's sailboats, and take a relaxing trip to Tampa Bay, Sarasota, or Egmont Key. You can gauge just how relaxing the trip will be by the boats' names—_The Simplicity_, The Miracle, and The Dream, to name a few—and their amenities. The Simplicity, for example, boasts three cozy cabins for downtime, and their fleet of wind-powered catamarans means there's not a noisy motor in sight. Even the company's three electric powerboats are unobtrusive, gliding through the water silently unless passengers choose to use the onboard iPod docks to play their favorite tunes or whale songs.

The fleet isn't just good for vacations, though. The company doubles as an ASA-certified sailing school, where sailors can hit the decks for lessons that introduce beginners to the sailing world. Other sessions cover specialized topics such as coastal cruising or navigating by the stars instead of just following the most confident-looking bird.