About Us
Our Team
Products
Brands
Discover what makes Chesapeake Pipe & Cigar more than a tobacco shop. Since 2009, we’ve brought exceptional products, genuine expertise, and unforgettable experiences to Annapolis.
Meet the people who make Chesapeake special. Our team’s exceptional tobacco expertise, genuine passion, and warm hospitality make every visit an experience worth remembering.
Discover Chesapeake’s handpicked collection of premium cigars, fine pipes, 450+ pipe tobaccos, and distinctive accessories, backed by expertise and a passion for excellence.
Discover the legendary names and exceptional makers behind Chesapeake’s collection, where time-honored craftsmanship, distinctive character, and quality come together.
BYOB
Visit Us
Your favorite bottle. An exceptional cigar. Great company. Bring your own spirits to Chesapeake’s inviting lounge, where memorable evenings and lasting friendships begin.
Come experience Chesapeake Pipe & Cigar for yourself! Use our map and directions to find us in Annapolis, Maryland, where exceptional products and warm hospitality await.
