| Date | Grid | Clue | Author | Editor |
| Thu, Dec 14, 2023 | 40D | Wine from Tuscany | Esha Datta | Shortz |
| Mon, Apr 15, 2019 | 45D | Italian red wine | Patrick Blindauer and Samuel A. Donaldson | Shortz |
| Sun, Jan 13, 2019 | 89A | Wine from central Tuscany | Andy Kravis | Shortz |
| Sat, Sep 29, 2018 | 57A | Major Tuscan export | David Steinberg | Shortz |
| Wed, Mar 04, 2015 | 26D | Wine traditionally sold in a fiasco | Jeff Stillman | Shortz |
| Fri, Oct 10, 2014 | 24A | Italian red | David Steinberg | Shortz |
| Sun, Jan 13, 2013 | 31D | Tuscan export | Elizabeth C. Gorski | Shortz |
| Mon, Dec 31, 2012 | 35A | Hannibal Lecter's choice of wine | Jeffrey Harris | Shortz |
| Sat, May 19, 2012 | 20D | Pasta go-with | Patrick Berry | Shortz |
| Thu, Sep 15, 2011 | 18A | Italian red | Samuel A. Donaldson | Shortz |
| Sat, Mar 26, 2011 | 1D | Italian red | Brad Wilber | Shortz |
| Sat, Apr 19, 2008 | 37D | It could end up in a fiasco | Bob Klahn | Shortz |
| Thu, Oct 07, 2004 | 50A | Certain red | Patrick Merrell | Shortz |
| Sat, Nov 17, 2001 | 26D | Tuscany export | Bob Peoples | Shortz |
| Fri, Jul 30, 1999 | 37D | Trattoria potable | John Wolting | Shortz |
| Sun, May 16, 1999 | 9D | Pasta go-with, perhaps | Nancy Nicholson Joline | Shortz |
| Sat, Dec 07, 1996 | 15A | Product of the mountains of Italy | R. H. Burns | Shortz |
| Thu, Feb 23, 1995 | 28A | Wine in a straw-covered bottle | Daniel R. Stark | Shortz |