Released 20 years ago
Bolton Swings Sinatra – The Second Time Around
Michael Bolton · 2006
41 min · 12 tracks · pop rock
A lush collection of classic standards infused with Michael Bolton's powerful vocal delivery and romantic flair.
Top tracks — play these first
-
→
You Go to My Head Start here — establishes the sonic palette early
-
→
Fly Me to the Moon (In Other Words) — Bolton's rendition captures the timeless romanticism of the original while infusing it with his signature powerful vocals, making it a standout track.
-
→
My Funny Valentine — This track highlights Bolton’s emotional depth and vocal range, delivering a poignant interpretation that resonates with the song's themes of love and longing.
-
→
The Second Time Around (feat. Nicollette Sheridan) — Featuring Nicollette Sheridan, this duet showcases Bolton's ability to blend his voice with another artist while maintaining an intimate feel, reflecting on themes of love rekindled.
Elevation
Our rating, out of 100 — and why.
AI-generated from five scored dimensions. An opinion, not a measurement.
The album showcases solid arrangements and performances but lacks standout compositions or unique elements.
What we noticed
- The album features lush orchestral arrangements that complement Bolton's vocal delivery, with strings and brass prominently used throughout.
- Bolton's vocal performances often include dramatic crescendos and sustained notes, emphasizing the romantic themes of the standards.
- Composition 25% of the score
-
6/10
- Craft 20% of the score
-
7/10
- Durability 25% of the score
-
5/10
- Distinctiveness 18% of the score
-
5/10
- Sequencing 12% of the score
-
6/10
the writing — melody, harmony, structure, lyrics
production, performance, arrangement
whether it rewards returning to it
whether it sounds like itself
running order, pacing, length
Little footprint beyond its audience. Reported but not counted — how far a record travelled describes its reception rather than the record, and a newer release has had less time to travel than an older one.
Is this for you?
Good fit if you like
- emotive vocal interpretations
- intimate late-night listening
- nostalgic romantic moments
- smooth, flowing melodies
Where this album fits
- In the catalog
- Deep Cut — A solid entry showcasing Bolton's vocal strength in standards, but not a major shift or breakthrough.
- Career context
- Released in 2006, Bolton Swings Sinatra – The Second Time Around marks Michael Bolton's return to the standards genre after his prior successes in pop rock. This album follows a period of commercial peaks for Bolton, solidifying his position as a versatile vocalist capable of crossing genres and appealing to both traditional and contemporary audiences.
- Stylistic neighbors
- Kenny Rogers· Richard Marx· Bryan Adams
Tracklist
- 1 You Go to My Head Start here 4:05
- 2 Fly Me to the Moon (In Other Words) 3:00
- 3 For Once in My Life 3:21
- 4 Summer Wind 2:36
- 5 My Funny Valentine 3:53
- 6 I’ve Got You Under My Skin 3:33
- 7 That’s Life 3:20
- 8 The Second Time Around (feat. Nicollette Sheridan) 4:04
- 9 The Girl From Ipanema 3:14
- 10 Night and Day 4:03
- 11 They Can’t Take That Away From Me 3:13
- 12 New York New York 3:26
Reference: Wikipedia · MusicBrainz · Wikidata
Sync your library
Everything you track here works immediately — no account needed. Create one when you want to sync across devices.