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From JFK to The Godfather’s Joe Mantega, our cigars have been the elite’s choice for generations. Here’s a taste what our customers have to say about our premium cigars!
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November Cigar of the Month: F-1 Rothchild Maduro

Welcome the most festive month of fall with a high-quality F-1 Rothchild Maduro cigar in hand!  From a newbie to a true-blue cigar smoker, this fine smoke is a must have for your humidor this time of the year!

Your humidors favorite cigars are back and looking better than ever!

Who doesn't love this time of the year? With the incredible weather, MLB playoffs, and weekends spent watching football, things couldn't get any better, right? Think again!

October Cigar of the Month: Smithson Rothchild

Embrace the coming of fall with a high-quality Smithson Rothchild cigar in hand! Whether you’re a newbie or a true-blue cigar smoker, this high-quality cigar is the definition of a crowd pleaser.

Cigars and Football...Need We Say More?

It’s one of the greatest times of the year, football season is back. If you’re watching the game from your living room or from the stands, you want an OBT cigar in hand on game day! 

Score Your Favorite OBT Cigars This Season

It's finally that time of the year again: football is back! Smoking cigars and watching football go hand in hand, so it gives you an excuse to splurge on your favorite OBT cigars.

Shop Your Favorite OBT Cigars

The heatwave is over and it's time to enjoy the outdoors!  There's nothing better than relaxing outside and enjoying one of our fan favorites, the Smithson Cigar. 

OBT Summer Cigars & Accessories

We've put together an OBT Summertime Cigar & Accessories Guide! From our top-selling cigars to our best accessories, we have you covered!

High Quality Cigars

Our high-quality cigars make the perfect Father's Day gift for the person you want to honor this Father's Day!

Hand Rolled Cigars

Celebrate with your favorite OBT cigars! No celebration is complete without a high-quality, hand-rolled cigar. 

F-1 Natural Rothchild Cigar: A crowd pleaser

This is our classic blend created in the 1920s at our small Chicago shop. Our F-1s have been hand-rolled for socialites like George Burns, Milton Berle, and Paul Harvey...