Rating Breakdown
Flavor Profile
Tasting Journey
Aroma
Milk chocolate, vanilla, cream, caramel sweetness, cedar, light spice, hay
Flavor
Cream, milk chocolate, vanilla, caramel, cedar, honey, cashew, subtle coffee, earth, gentle spice
Finish
Length: Medium (60-75 minutes)Cedar and honey with cashew, light coffee, pine, smooth and never harsh, citrus brightness
Specs
Price / Value
MSRP: $8.25
Your Rating
Click to rate
Our Score: 89/100
Pairings
Food
- Croissants
- cream cheese
- light fruit
- vanilla ice cream
- white fish
Beverage Pairings
- Coffee with cream
- champagne
- wheat beer
- gin and tonic
Our Verdict
The Undercrown Shade is the Connecticut cigar for people who think they don't like Connecticut cigars. Drew Estate's factory-worker rebellion produced a daily driver that is mild enough for morning but complex enough for evening. At under $9, it's the easiest recommendation in the cigar world.
The Connecticut wrapper cigar occupies a curious position in the enthusiast hierarchy. Beginners love them for their smoothness. Intermediate smokers dismiss them as training wheels. And then, somewhere along the journey, experienced smokers circle back and discover that the best Connecticuts offer a sophistication that full-bodied powerhouses can only dream of. The Drew Estate Undercrown Shade is the cigar that accelerates that journey.
The origin story is delightful. Drew Estate factory workers, denied access to the precious Liga Privada No. 9 blend, created their own version—the Undercrown. The Shade variant takes that rebel spirit and filters it through an Ecuador Connecticut wrapper, producing a cigar that is mild enough for morning smoking but complex enough to hold the attention of someone who usually reaches for a Padron 1926.
From the first draw, there's an immediate creaminess—milk chocolate, vanilla, and caramel sweetness wrapped in cedar. A whisper of spice prevents monotony, and the smoke is abundant and aromatic. This is the cigar that makes your non-smoking spouse say "that actually smells nice" rather than banishing you to the garage.
The second third introduces honey, cashew, subtle coffee, and earth while creaminess intensifies. There's a sophistication to how the flavors develop—each element arrives at exactly the right moment, building a cumulative experience that is greater than the sum of its parts. The burn and draw are exemplary throughout.
The final third delivers cedar and honey with cashew, light coffee, and pine joining for a smooth, never-harsh finish. The retrohale is clean cream and gentle white pepper with a touch of citrus brightness. You could smoke this cigar every single day and never tire of it, which is precisely the point.
At under $9, the Undercrown Shade is the daily driver that every humidor needs. It's the cigar you reach for when you want something good without making a decision. And sometimes, that's the highest compliment of all.



