- Carolina in My Mind#1 The Essential James Taylor
- Everyday#2 That's Why I'm HereBuddy Holly cover
- Line 'Em Up#3 Hourglass
- Wasn't That a Mighty Storm#4 Other Covers[traditional] cover
- Mexico / Hit the Road, Jack!#5 Alive - My Soundtrack (Deluxe)Mash-up
- Jump Up Behind Me#6 Hourglass
- Fire and Rain#7 Sweet Baby James (2019 Remaster)
- Up on the Roof#8 James Taylor LiveCarole King cover
- Shower the People#9 The Essential James Taylor
- Not Fade Away#10 CoversThe Crickets cover
- Walking Man#11 James Taylor Live
- Never Die Young#12 Never Die Young
- Handy Man#13 JTJimmy Jones cover Replayed song
- Country Road#14 Sweet Baby James (2019 Remaster)
- You've Got a Friend#15 The Essential James TaylorCarole King cover
- Your Smiling Face#16 JTReplayed song
- Secret o' Life#17 JT
- How Sweet It Is (To Be Loved by You)#18 The Essential James TaylorMarvin Gaye cover Replayed song
- Steamroller#19 Grey Days Rolling, Pittsburgh '76 [WDVE Broadcast (Remastered)]
- Sweet Baby James#20 Sweet Baby James (2019 Remaster)
- Get a Job#21 Other CoversThe Silhouettes cover
- Honey Don't Leave L.A.#22 JT
- Mexico#23 Gorilla (2019 Remaster)
- Handy Man#24 JTJimmy Jones cover Replayed song
- How Sweet It Is (To Be Loved by You)#25 The Essential James TaylorMarvin Gaye cover Replayed song
- Rainy Day Man#26 James Taylor
- Your Smiling Face#27 JTReplayed song
Concert Resume
- Artist
- James Taylor
- Festival
- Roma Live Festival 1999 edition from Roma Live Festival
- Played with
- Deep Purple
- Covers
- [traditional], Buddy Holly, Carole King, Jimmy Jones, Marvin Gaye, Percy Mayfield, The Crickets and The Silhouettes
- Date
- July 20, 1999
- Concert duration
- 01 hour, 39 minutes, 36 seconds, +00:27:31 longer than expected
- Address
- Quadrato della Concordia, 3, 00144 Roma RM, Italy
- SetlistFM
- Concert setlists on SetlistFM
- Resume
- 27 Songs 10 Covers 3 replayed songs
- James Taylor next setlist
- Our Predictions
Albums Played
- JT#1 position, with 6 Songs, %22.22
- The Essential James Taylor#2 position, with 5 Songs, %18.52
- Sweet Baby James (2019 Remaster)#3 position, with 3 Songs, %11.11
- Hourglass#4 position, with 2 Songs, %7.41
- Other Covers#5 position, with 2 Songs, %7.41
- James Taylor Live#6 position, with 2 Songs, %7.41
- That's Why I'm Here#7 position, with 1 Song, %3.7
- Alive - My Soundtrack (Deluxe)#8 position, with 1 Song, %3.7
- Covers#9 position, with 1 Song, %3.7
- Never Die Young#10 position, with 1 Song, %3.7
- Grey Days Rolling, Pittsburgh '76 [WDVE Broadcast (Remastered)]#11 position, with 1 Song, %3.7
- Gorilla (2019 Remaster)#12 position, with 1 Song, %3.7
- James Taylor#13 position, with 1 Song, %3.7