During the daytime, the hold of the ship contains displays of tea chests and other artefacts. In the evening, the central section is transformed into a 92-seat studio theatre, hosting cabaret, comedy, music and other events.
Among the shows in the new season are Diana Rigg's No Turn Unstoned (17 October), an "insightful and hugely entertaining reflection on the worst theatrical reviews in history."
Also visiting will be Just a Minute host Nicholas Parsons (18 October), broadcaster Andy Kershaw (19 October) and mentalist Matthew Stirling (9 and 10 November).
There will also be an evening dedicated to the shipping forecast care of Charlie Connelly (26 October) and music from artists including Anna Noakes and Gabriella Dall'Olio (1 November).
"The opening fortnight was a huge success with every show a complete sell-out," said Yvette Griffith, the Cutty Sark's theatre programmer.
"We're really excited to welcome another host of famous performers and fresh talent to the ship for the new season, and further developing the Cutty Sark's reputation as a unique arts venue as well as a renowned historic landmark."