Sailboats symbolize freedom by going wherever the wind takes them, whereas motorboats symbolize captivity by chasing water skiers who attempt to flee to shore. Be captivated by today’s Groupon: for $99, you get three hours of sailing on San Francisco Bay for up to three people from Golden Gate Sailing Tours (up to a $375 value), located on Clipper Cove Way in San Francisco.

Golden Gate Sailing Tours, just a short drive away from Highway 80, provides private tours on the bay for individuals and small groups, including those celebrating special events such as birthdays and anniversaries. At the helm of your vessel will be Captain Bob, an experienced water-whisperer who holds a U.S. Coast Guard Captain's license and will cheerfully navigate you and a friend in his 34-foot sailboat, which often goes faster than seven knots an hour on windy days. Your sail ride may potentially be shared with a second Groupon holder and his or her group, enabling spirited port/starboard call-and-response chants. Passengers are welcome to help steer the boat and work the sails, or simply relax and enjoy the view, along with the provided snacks and beverages. Bring your iPod, hook it up to the boat's stereo system, and sing along to Dutch sea shanties as you sightsee along the San Francisco Bay, keeping an eye out for playful dolphins splashing alongside.