Gypsy of the Year 1990: City of Angels Gypsy Shogun A Chorus Line Once on this Island Oh, Kay! Lettuce and Lovage Aspects of Love Grand Hotel Buddy Fiddler on the Roof Nunsense Gypsy of the Year 1991: Return to the Forbidden Planet Grand Hotel Once on this Island Pageant/Forever Plaid City of Angels Nick & Nora And the World Goes Round The Secret Garden Nunsense Will Rogers Follies Maureen McGovern Gypsy of the Year 1992: Blue Man Group Crazy for You Ruthless! Forever Plaid Jelly s Last Jam Anyone Can Whistle Will Rogers Follies Five Guys Named Moe Guys and Dolls Secret Garden Gypsy of the Year 1993: Joseph... Crazy for You Sisters Rosensweig Cyrano She Loves Me Nunsense Guys and Dolls Forever Plaid Kiss of the Spider Woman Whoop-De-Doo Tommy Annie Warbucks Petula Clark/Blood Brothers
Gypsy of the Year 1994: Carousel Guys and Dolls Nunsense 2 Damn Yankees Crazy for You Showboat Passion Tommy Kiss of the Spider Woman Blood Brothers (Carol King) Karen Mason Gypsy of the Year 1995: Smokey Joe s Cafe Hello Dolly Tony & Tina s Wedding Sunset Boulevard Showboat Sylvia Victor/Victoria How to Succeed... The Tempest Crazy for You Anne Runolfsson Gypsy of the Year 1996: Showboat Tony & Tina s Wedding Sunset Boulevard The King and I Victor/Victoria The New Bozina Cowgirls When Pigs Fly Bring in da Noise Smokey Joe s Cafe Gypsy of the Year 1997: Tony & Tina s Wedding Smokey Joe s Cafe Bring in Da Noise Titanic The Last Session When Pigs Fly The King and I The Life Side Show Scarlet Pimpernel A Christmas Carol Broadway Gospel
Gypsy of the Year 1998: Little Me Sound of Music Nunsense: Ah Men! Footloose Ute Lemper Swan Lake Lea Delaria Ragtime Titanic Jekyll & Hyde Scarlet Pimpernel Bring in Da Noise Broadway Gospel Choir Gypsy of the Year 1999: Kat and the Kings Mary Testa Scarlet Pimpernel Saturday Night Fever Kiss Me Kate Dame Edna The Countess Annie Get Your Gun Smokey Joe s Cafe Broadway Gospel Choir Gypsy of the Year 2000: A Chorus Line - Original Cast Kiss Me Kate Saturday Night Fever Swing Four Guys Names Jose Annie Get Your Gun Seussical Berlin to Broadway End of the World Party/Aida Fosse The Music Man Forbidden Broadway Gypsy of the Year 2001: By Jeeves Kiss Me Kate Kinsey Six Aida The Producers 42nd Street Thou Shalt Not
Gypsy of the Year 2002: Thoroughly Modern Millie Movin Out Flower Drum Song 42nd Street The Producers Oklahoma! Betty Aida Metamorphosis Hollywood Arms Gypsy of the Year 2004: Slava s Snow Show Bombay Dreams Menopause, The Musical Dame Edna Fiddler on the Roof Wonderful Town Seth Rudetsky 42nd Street Gypsy of the Year 2003: The Producers Little Shop of Horrors 42nd Street Aida Lypsinka! Gypsy Taboo Boy from Oz Violet Hour Listen To My Heart Gypsy of the Year 2005: Peter Pan Sweeney Todd Great American Trailer Park Musical Fiddler on the Roof Putnam County Spelling Bee Menopause: the Musical In My Life Chitty Chitty Bang Bang Movin Out
Gypsy of the Year 2006: A Chorus Line Tarzan Putnam County Spelling Bee Fame Becomes Me Times they are a Changin Spamalot The Drowsy Chaperone The Fantasticks Little Dog Laughed The Color Purple Gypsy of the Year 2007: West Side Story Reunion Curtains Frankenstein Dancers Responding to AIDS A Chorus Line Stompadu Spelling Bee The Color Purple The Ritz Legally Blonde Somewhere Gypsy of the Year 2008: Gypsy Seth Rudetsky The Little Mermaid The Marvelous Wonderettes August: Osage County Spamalot In The Heights South Pacific Equus 13 Lockstock and Sally Title Of Show Gypsy of the Year 2009: Newsical Jersey Boys Dancers Responding to AIDS Classical Action Christine Pedi Seth Rudetsky Hair Bye Bye Birdie Superior Donuts In The Heights/ West Side Story
Gypsy of the Year 2010: Jersey Boys My Big Gay Italian Wedding Seth Rudetsky The Addams Family Fela! Bloody, Bloody Andrew Jackson La Cage Aux Folles Billy Elliot Promises, Promises Women on the Verge... In The Heights Gypsy of the Year 2011: Reunion Newsical Seth Rudetsky Spider-Man: Turn Off The Dark Follies Silence! The Musical Memphis How to Succeed... Awesome 80s Prom Anything Goes The Addams Family Sister Act Billy Elliot Gypsy of the Year 2012: Newsies Once NEWsical The Musical Evita Bring It On: The Musical Rebecca Lion King Tribute to Fred Ebb Gypsy of the Year 2013: Dancers Responding to AIDS Once Kinky Boots Spider-Man: Turn Off The Dark After Midnight First Date Victor/Victoria (1995) How to Succeed...(1995) Twelfth Night/Richard III Disaster! Newsies Pippin (2002)
Gypsy of the Year 2014: The Wiz Anniversary Reunion Aladdin Mamma Mia Pippin Cinderella LUV TXTX Once Motown Kinky Boots Lillias White Gypsy of the Year 2015: Fun Home Trip of Love Laura Michelle Kelly Finding Neverland Company XIV Kinky Boots (with Wayne Brady, Christopher Jackson & Lin-Manuel Miranda) On Your Feet! (Andrea Burns) An American in Paris The King and I Hamilton The Book of Mormon Gypsy of the Year 2016: Opening with Baayork Lee, Donna McKechnie & Margo Sappington Les Ballets Trocadero On Your Feet! Fiddler on the Roof School of Rock Waitress Paramour The Color Purple Hamilton Jersey Boys Gypsy of the Year 2017: Opening Number School of Rock / Chase Brock Experience/DRA Hamilton Afterglow Aladdin Charlotte d Amboise /Jersey Boys Chorus Semper, Dance Forever Charlie and the Chocolate Factory Come From Away
Red Bucket Follies 2018: Opening Number Dancers Responding to AIDS Frozen NEWSical The Musical Fiddler on the Roof - in Yiddish Kinky Boots Red Bucket Tribute Hamilton