Charter Oak Cigars

The Charter Oak Rothschild Connecticut Shade brings a smooth, classic profile to a compact format, offering an easygoing smoke with plenty of character. Wrapped in a silky Connecticut Shade leaf, this Rothschild delivers mellow notes of cream, toasted nuts, and a touch of sweetness, all supported by its well-balanced core. Its shorter size makes it a convenient option for those moments when you want a refined, flavorful cigar without committing to a long session, while still capturing the approachable charm that has made Charter Oak a favorite.

The Charter Oak Rothschild Maduro delivers a rich, satisfying smoke that leans into deep cocoa, earth, and toasted sweetness, all wrapped in a dark Connecticut Broadleaf wrapper that elevates its character. This compact size brings the flavor forward from the first draw, offering a medium-to-full profile that feels bold without being heavy. It’s a great everyday Maduro for smokers who appreciate genuine depth, solid craftsmanship, and a smooth finish that lingers just long enough.

The Charter Oak Toro Maduro brings a deeper, richer take on the beloved Charter Oak lineup, offering a slow-burning smoke packed with cocoa, oak, and a touch of natural sweetness. Its dark, oily wrapper adds a mellow intensity without going overboard, making it a great choice for smokers who want a full-flavored cigar that stays smooth from the first draw to the last. The toro size helps each note unfold gradually, giving this cigar a relaxed and satisfying character that fits just as well at the end of a long day as it does for a weekend smoke.

The Charter Oak Grande Connecticut Shade delivers an easygoing, classic Connecticut experience with a touch of modern refinement. Its larger format allows the creamy texture and mellow sweetness to open up gradually, offering steady notes of toasted bread, soft cedar, and a hint of nuttiness throughout the smoke. Smooth from start to finish, this cigar is made for those who enjoy a laid-back profile with dependable construction and the familiar quality that has made Charter Oak a go-to for everyday enjoyment.

The Charter Oak Grande Maduro offers a deeper, darker expression of the popular Charter Oak series, delivering a smooth yet flavorful profile wrapped in rich Maduro leaf. This larger format brings forward notes of cocoa, earth, and a gentle sweetness that complements its medium-bodied character, making it an accessible but satisfying option for fans of richer tobacco. With its steady burn, dependable construction, and inviting aroma, the Grande Maduro fits perfectly into a relaxed evening or an everyday rotation.

THIS ITEM CANNOT BE SHIPPED INTO NEW YORK

The Charter Oak Rothschild Habano packs a lively, flavorful punch into a compact size, offering smokers a warm, earthy profile accented by natural spice and subtle sweetness. Its Ecuadorian Habano wrapper adds depth and character without overwhelming the palate, making this cigar a great fit for those who enjoy a medium-bodied smoke that still feels balanced. The Rothschild shape keeps the experience focused and satisfying, delivering rich flavor from start to finish in a shorter, more convenient format.

The Charter Oak Grande Habano brings a heartier take on the beloved Charter Oak line, offering a richer profile while keeping the brand’s signature smoothness intact. Its Habano wrapper delivers a warm mix of earth, spice, and natural tobacco sweetness, creating a balanced and flavorful smoke that never feels overwhelming. The larger format allows the blend to open up gradually, making this an ideal choice for smokers who want a fuller taste without sacrificing approachability or everyday enjoyment.

THIS ITEM CANNOT BE SHIPPED INTO NEW YORK

The Charter Oak Especiales Pegnataro Shade Corona Gorda brings a refined, old-world feel to the smoking experience, blending smooth Connecticut Shade character with the richer depth that has defined the Especiales line. This cigar opens with a creamy texture and gentle sweetness, layered with soft cedar, light toast, and a touch of white pepper that never overwhelms. Its balanced profile and steady burn make it an ideal everyday smoke for those who appreciate subtlety without sacrificing flavor, all wrapped in the classic craftsmanship Charter Oak is known for.