Mike Ditka Throwback Edition By Camacho — LIMITED EDITION

May 21, 2013
Mike Ditka Throwback Edition By Camacho — LIMITED EDITION

Introducing the latest installment of the Mike Ditka line of cigars by Camacho, the new Mike Ditka Throwback Edition. This new release is a tribute to Ditka’s years as a coach in the the National Football League. The flavor profile of this cigar is bold and unapologetic. the fifth priming...
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The Summer Of Perdomo 2013

May 17, 2013
The Summer Of Perdomo 2013

NOW through Labor Day 2013 is officially The Summer Of Perdomo at Chesapeake Cigar! Buy any of three special four packs of Perdomo cigars — Connecticut, Sungrown or Maduro — and SAVE 30% off the individually priced cigars. These special four packs come in a humidified Travel Humidor bag...
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Torano Vault

May 2, 2013
Torano Vault

Blends from the Vault originate from the family’s cigar “blend book” which was started by Carlos Toraño, Sr. in 1982. The blend book, which is now almost 30 years old, has a record of every blend concept the Toraño family has ever worked on. The tobacco stained pages of...
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Dante By M Tabacos

April 8, 2013
Dante By M Tabacos

Hidden amidst the dangerous shadows of the Underworld, buried deep in its smokiest corner, lay a cigar so tempting it aroused the Wicked One’s envy: Dante. After years of perilous searching, we managed to retrieve this devilishly delicious smoke and now introduce it to you. A re-imagination of its turn-of-the-century namesake, Dante...
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Namakubi Ecuador From Camacho

April 3, 2013
Namakubi Ecuador From Camacho

Room101 is extending its popular Namakubi franchise with a bold and exciting new blend — the new Room101 Namakubi Ecuador. It’s a fusion of wrapper and binder tobacco from a recent, highly rated Room101 release (reportedly the HIGHLY LIMITED EDITION OSOK that was released under the Room 101 name...
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A New DITKA Is On The Way

April 3, 2013
A New DITKA Is On The Way

The last time Camacho Joe Holtman was in the shop he told me that there was a “new” DITKA on the horizon. In typical Camacho Joe fashion, he said “There’s a new DITKA coming but I don’t know anything about it — want some?” I responded “Hell YEAH!” Camacho...
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CyB Lancero Fino Is On The Way

April 3, 2013
CyB Lancero Fino Is On The Way

While the typical American cigar consumer is looking for hefty large ring gauge cigars, there are a few aficionados out there that know the secret of a elegantly constructed thin Lancero. Jose Blanco of Joya De Nicaragua has been feeding the demand for the elusive Lancero for years — first with the delivery...
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San Cristobal Grand Tasting Event, Thursday, April 11th

March 27, 2013
San Cristobal Grand Tasting Event, Thursday, April 11th

Escape To Paradise! Join Chesapeake Cigar and Ashton Cigars for a fantastic evening of fine Nicaraguan cigars featuring the critically acclaimed San Cristobal line. The Grand Tasting Event runs from 6 PM till 9 PM on Thursday, April 11th at Chesapeake Cigar. Tickets are required for this event —...
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Heisenberg By Quesada — Embrace Uncertainty!

March 8, 2013
Heisenberg By Quesada — Embrace Uncertainty!

Normally, I try to give you as much information as I can about the new cigars we bring into the humidor. But, in this case, I am going to respect the spirit of this new cigar and “Embrace Uncertainty!” by just sharing the official message that the Quesada Family...
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The Summer Of Perdomo 2013

May 17, 2013
The Summer Of Perdomo 2013

NOW through Labor Day 2013 is officially The Summer Of Perdomo at Chesapeake Cigar! Buy any of three special four packs of Perdomo cigars — Connecticut, Sungrown or Maduro — and SAVE 30% off the individually priced cigars. These special four packs come in a humidified Travel Humidor bag...
Read More »

NFL Draft 2013

April 16, 2013
NFL Draft 2013

While we have several months to go before the 2013 NFL Season commences, Thursday, April 25th marks the beginning of the 2013 football year with the NFL Draft. Join us starting at 8 PM for all the first round action and come back Friday and Saturday to see who...
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Craft Beer & Cigar Pairing With Esteban Carrera

April 8, 2013
Craft Beer & Cigar Pairing With Esteban Carrera

One of the best drink / cigar pairings involves starting with a great craft beer. But, which cigars go best with your beer selection and why? Join us Thursday, May 9, 2013 at 6 PM for a special evening of craft beer and cigar pairing sponsored by Esteban Carrera...
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San Cristobal Grand Tasting Event, Thursday, April 11th

March 27, 2013
San Cristobal Grand Tasting Event, Thursday, April 11th

Escape To Paradise! Join Chesapeake Cigar and Ashton Cigars for a fantastic evening of fine Nicaraguan cigars featuring the critically acclaimed San Cristobal line. The Grand Tasting Event runs from 6 PM till 9 PM on Thursday, April 11th at Chesapeake Cigar. Tickets are required for this event —...
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CANCELLED Annapolis Cigar Cruise

February 16, 2013
CANCELLED Annapolis Cigar Cruise

The Federal Government SEQUESTER has grounded the Blue Angels air show that functions around the annual Naval Academy graduation. We had originally planned this event to watch the practice session from Annapolis Harbor while feasting on great food and smoking fantastic cigars. Due to the cancellation of the Blue...
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DC Tweet-Up 2013, March 15th & 16th

February 15, 2013
DC Tweet-Up 2013, March 15th & 16th

This year’s DC Cigar Tweet-up looks to be a fantastic event! Spanning two days — March 15th and 16th, 2013 — this multi-location / multi-vendor event looks to be the best yet! Chesapeake Cigar will be hosting the Saturday night, March 16th, leg of this event with a HUGE...
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EXCLUSIVE! “Reverend Mike” 8×60 La Aurora 107

February 14, 2013
EXCLUSIVE! “Reverend Mike” 8×60 La Aurora 107

Chesapeake Cigar is one of the WORLD’S top sellers of the La Aurora 107 cigars! To commemorate our status, Miami Cigar is making an exclusive size of the 107 just for us — the “Reverend Mike” 8×60. A few years ago, Miami Cigar introduced the La Aurora 107 cigars...
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Super Bowl XLVII Party & Chili Cook-Off Sponsored By Arsen Cigars

January 21, 2013
Super Bowl XLVII Party & Chili Cook-Off Sponsored By Arsen Cigars

Join the award winning Chesapeake Cigar Sunday, February 3, 2013 for a day of pre-game tailgating, great cigars and, of course, Super Bowl XLVII! This will be the BEST SUPER BOWL PARTY in the Annapolis area! The Super Bowl slate is set with Maryland’s own Baltimore Ravens taking on...
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We Need Your Vote!

January 5, 2013
We Need Your Vote!

Chesapeake Cigar & Tobacco Company has been voted the BEST CIGAR SHOP in Annapolis, Maryland THREE YEARS running. We’re hoping that we’ve earned you vote to make it FOUR IN A ROW! Please take a moment and VOTE  between now and January 31, 2013– hopefully for US!
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In-Store Events

NFL Draft 2013

While we have several months to go before the 2013 NFL Season commences, Thursday,...

Craft Beer & Cigar Pairing With Esteban Carrera

One of the best drink / cigar pairings involves starting with a great craft...

San Cristobal Grand Tasting Event, Thursday, April 11th

Escape To Paradise! Join Chesapeake Cigar and Ashton Cigars for a fantastic evening of...

CANCELLED Annapolis Cigar Cruise

The Federal Government SEQUESTER has grounded the Blue Angels air show that functions around...

DC Tweet-Up 2013, March 15th & 16th

This year’s DC Cigar Tweet-up looks to be a fantastic event! Spanning two days...

EXCLUSIVE! “Reverend Mike” 8×60 La Aurora 107

Chesapeake Cigar is one of the WORLD’S top sellers of the La Aurora 107...