Sailboats need regular excursions to prevent forced retirements as decorative bottle fillers or set dressing in pirate-themed carnival rides. Save ships from shuttered fates with today's Groupon: for $750, you get a four-hour sailboat charter for two with lunch from Annapolis Bay Charters, operating out of Port Annapolis Marina (a $1,497 value).
Annapolis Bay Charters' seasoned skippers guide guests through the peaceful waters of the Chesapeake Bay on a fleet of first-class sailboats. Seafarers will spend a sea-kissed morning or afternoon observing the lush forestry, historic architecture, and oligarchic crab communities dotting the Maryland coastline. Charters take place on one of the company's Jeanneau ships, each stretching at least 40 feet long to provide ample room to enjoy the included boxed lunch and soft drinks. During the voyage, the captain will introduce his guests to the art of nautical navigation, allowing each guest to helm the ship or lead the daring raid of a poorly protected East India Trading Company barge.
The tours seat up to six, so one or two other couples may accompany your voyage, or small sailing parties can make a group reservation before taking to the liquidy landscape. Charters will depart Friday through Sunday during the summer at 9 a.m. and 2 p.m. to view landscapes either spotlit by the rising sun or dozing during their post-lunch naps. More dates will be added through November.