As those who don't learn from history are doomed to repeat it, it's important to practice broadsword combat and always know the conversion rate between a bolt of Chinese silk and a pound of spices from the East Indies. Take a trip through time with today’s Groupon: for $99, you get a private walking tour for two through historic downtown Charleston from Red Fox Tours, leaving daily from St. Philip’s Church (a $200 total value).

One of the newest walking tours through one of America’s oldest cities, Red Fox’s downtown tour whisks two lucky looky-loos through more than 300 years of Charleston’s political, social, and architectural heritage. Pairs led by peerless guides wander through the city’s vintage downtown, stopping here and there to gander at period architecture, discuss significant events, and pick curious apples from some of Charleston’s most notable family trees. Covering cultural and historic sites like Rainbow Row, the Dock Street Theatre, the High Battery, the Old Exchange Building, and the French Huguenot Church, as well as some of Charleston’s oldest homes and gardens, Red Fox Tours makes the past present for its explorers. During the tour, duos can reflect upon the twenty-first century relevance of Civil War sieges, Revolutionary privateers, and dueling in pantaloons.

Red Fox’s private walking tours last for about 2.5 hours and cover about one mile of distance, ideal for working up an appetite before dinner or stretching out a particularly persistent charley horse. Private tour times are very flexible, though a reservation is required at least 24 hours in advance.