Thursday, December 30, 1999
Big Cypress Campground, Big Cypress, FLCheck: Jam, Ginseng Sullivan, What's the Use, The Ballad of Curtis Loew, Jam, Timber (Jerry)!, Quinn the Eskimo
Set I: Water in the Sky, Light Up or Leave Me Alone, Suzy Greenberg, Corinne Corrina, Limb By Limb, Che Hun Ta Mao, Big Alligator Song, Possum, Farmhouse, Ghost, Ya Mar, Character Zero
Set II: Wilson, The Curtain > Tweezer -> Taste, Meat, Golgi Apparatus, Wolfman's Brother, Gotta Jibboo, Harry Hood, Good Times Bad Times
Set III: Chalk Dust Torture, The Moma Dance, Run Like an Antelope, The Sloth, When The Circus Comes, Mike's Song > Simple -> I am Hydrogen > Weekapaug Groove
Encore: Boogie On Reggae Woman > Tweezer Reprise
Show Notes: Light Up was played for the first time since July 25, 1988 (1,009 shows) and included Jibboo teases from Mike; Corinna was subsequently played for the first time since February 18, 1989 (982 shows). GTBT was played for the first time since December 28, 1998 (66 shows). Seminole Indian Chief Jim Billie guested on lead vocals and guitar, along with John McEuen on mandolin and Raiford Starke on guitar, on Che Hun Ta Mo and Big Alligator Song. Mike's Song included an Immigrant Song tease and Weekapaug included a Light Up tease and an Auld Lang Syne tease at midnight.
Friday, December 31, 1999
Big Cypress Campground, Big Cypress, FLSet I: Runaway Jim, Funky Bitch, Tube, I Didn't Know, Punch You in the Eye, Bouncing Around the Room, Poor Heart, Roggae, Split Open and Melt -> Catapult, Back on the Train, Horn, Guyute, After Midnight
Set II: "THE SHOW": Meatstick -> Auld Lang Syne, Down with Disease -> Llama, Bathtub Gin, Heavy Things, Twist -> Prince Caspian > Rock and Roll, You Enjoy Myself, Crosseyed and Painless, The Inlaw Josie Wales, Sand -> Quadrophonic Toppling, Slave to the Traffic Light, Albuquerque, Reba, Axilla, Uncle Pen, David Bowie, My Soul, Drowned -> After Midnight Reprise, The Horse > Silent in the Morning, Bittersweet Motel, Piper -> Free, Lawn Boy, HYHU > Love You > HYHU, Roses are Free, Bug, Also Sprach Zarathustra > Wading in the Velvet Sea, Meatstick
Show Notes: After Midnight debuted at this show. During the Jim opener, fans participated in marshmallow and tortilla wars while also releasing many balloons. I Didn't Know featured Fishman (introduced as 'Soda Jerk') on vacuum. SOAM was unfinished. After the ensuing Catapult, Trey remarked that they could only get away with playing a song like that at the largest concert in the world. The late set, also known as "The Show," began at around 11:35. Father Time was on stage, pedaling on an exercise bike that powered a large clock. The sounds of the clock's gears could be heard through the sound system. About ten minutes before midnight, Father Time collapsed from exhaustion and the clock stopped. Then, a large fan boat entered the concert field and approached the stage. Early in its journey, the fan boat exploded away and revealed the hot dog used in the 1994 New Year's stunt. While the band rode the hot dog to the stage, an instrumental version of Meatstick began to play over the PA. The band reached the stage and fed several meatsticks to Father Time, reviving him so that the clock could continue moving toward midnight. The band then took the stage and played Meatstick to begin The Show. Heavy Things was recorded live and rebroadcast as part of ABC television's New Year's Eve coverage. In a humorous effort to confuse the home audience, Trey instructed the crowd to chant the word "cheesecake" in lieu of cheering at the end of the song. Trey then introduced the band for the rebroadcast and offered a message of peace and harmony for the world where he reminded people to drive in the right lane unless passing another vehicle. Meatstick was subsequently teased as the New Year approached in the central time zone. Sand included a My Soul tease from Mike and Crosseyed included a DEG tease. YEM included a vocal jam based around the word "cheesecake" and Trey altered the lyrics to Axilla and Albuquerque to reference the word. Quadrophonic Toppling debuted, albeit with different music than on The Siket Disc. Rock and Roll included an After Midnight tease. Love You included band introductions; Fishman introduced Page before the song and Mike and Trey afterwards, and the band as Phish 2000 (see November 2, 1990). ASZ began with the signature Hood drum roll. After the show closed with yet another version of Meatstick, the Beatles song Here Comes the Sun was piped through the crowd at sunrise. Several breakouts were played: Albuquerque (first since December 28, 1998, or 67 shows), Crosseyed and Painless (first since August 13, 1997, or 158 shows), and Love You (first since July 5, 1997, or 178 shows).