Welcome to Head Case

Specialists in fine Cuban cigars and featuring a wide range of New World cigars, we also stock a variey of smoking accessories & unique gifts.

Our licensed Cigar Bar has a range of high-end Whiskies, Rums & Cognacs to pair with your cigars.  You can choose to smoke cigars in our popular, outside (Safe Space) seating area – maybe with a drink or take a seat indoors, relax with a drink and make like-minded, new friends!

 

A brief shop tour

Only the VERY best will do!

We have the best selection of cigars (over 200 different types) on the UK’s South Coast, specialising in fine, handmade cigars from many countries including Nicaragua, Dominican Republic, Honduras and our range is forever changing according to customer demand and availability.

A unique Cigar shop in Southsea, Hampshire, we are known as a destination because we also sell a growing range of smoking accessories plus curious items such as our bespoke Head Case Taxidermy.

Visitors are encouraged to browse and perhaps sit for a while with a coffee or an alcoholic beverage.  We have inside seating or if you sit outside, you may enjoy smoking your latest cigar.

Cigar of the Moment

Balmoral Rothschild Massivo

Balmoral Rothschild Massivo

Nicaraguan

55 Ring Gauge x 5”

Medium – Full strength

£23 Each in store

A dark, oily wrapper with a matching binder and filler, this cigar offers a deep flavour profile while remaining smooth. Experience notes of cedar and espresso, moving into dark chocolate, roasted coffee, and earth. Touches of black pepper and toasted nuts add depth, while a gentle natural sweetness emerges to complement the long, creamy finish.

Contact us for delivery/payment information/order request

Balmoral Rothschild Massivo

Rums and Whisky's Galore

A great cigar deserves an equally exceptional drink. Alongside our carefully curated cigar collection, Head Case Cigars also stocks a selection of premium whiskies and rums from some of the world’s most respected producers.

Whether you’re looking for a smooth single malt to complement a relaxing evening smoke or a characterful rum to pair with a rich, full-bodied cigar, our collection has been chosen with enthusiasts in mind. We are proud to stock renowned brands including House of Rum, helping our customers discover premium spirits that elevate every cigar experience.

Habanos Specialist

Habanos S.A. – the Cuban organization that oversees the country’s state-run cigar industry.

Established in 1790, Hunters & Frankau are the exclusive distributor of Cuban cigars in the UK and work jointly with Habanos S.A. to set the rigorous retail standards for Havana Cigar Specialists such as Head Case Cigars adhere to.

The Habanos Specialist programme, developed by Habanos S.A. around 2012 is a designation given to a few independent tobacconists such as Head Case Cigars because we meet certain criteria with regards to the range of Cuban cigars we carry, storage conditions, and specialised staff training.

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Linda Davey profile picture
Linda Davey
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What an amazing find in Albert Road on the way to the kings theatre yesterday ( Saturday 24/10) We were totally amazed with this small shop. We were greeted by the owner and another lovely young man on our arrival. The knowledge they have regarding the cigars and tobacco they sell is incredible. We stayed after purchasing our cigars and had a lovely coffee and beer. They also have a fantastic variety of spirits too. I never knew that there was so much to involved in keeping cigars at the right humidity and temperature! This was definitely the highlight of our trip to Portsmouth and we will definitely visit again. Many thanks for your hospitality and knowledge sharing, Linda & Bob
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p t profile picture
p t
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Excellent and rare cigar shop. Tony and his trusty assistant Sam are welcoming, friendly and eager to pass on their knowledge to customers in a non superior way. No snobbery here, just engaging descriptions of the many options for the cigar enthusiast.
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Andy Williamson profile picture
Andy Williamson
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Great cigar selection and choice.
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Simon Nicholson profile picture
Simon Nicholson
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Superb selection and Dylan certainly knows his stuff. My son and I will definitely will be back. Thank you.
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Bruno Silva profile picture
Bruno Silva
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A fantastic experience for a new cigar aficionado. As someone who is relatively new to the world of cigars, I visited The Head Case Cigars and was extremely warmly welcomed. Tony, whose knowledge of cigars, enthusiasm and, above all, patience really stood out. Tony took the time to show me the cigar selection, explain the differences between the various cigars, and answer all of my questions without ever making me feel like a beginner. What impressed me even more was that he then sat down with me and enjoyed a cigar, simply keeping me company and sharing his knowledge and passion for cigars. That personal touch made the whole experience feel very special. And then came my favourite moment of the afternoon!!! Tony mentioned that he had once visited My Father’s factory in Nicaragua. I immediately thought, “Wow, his father actually owns a cigar factory!!! No wonder why he is an specialist” It took me a little while to realise that My Father is actually the name of a famous cigar brand. As a newcomer to the cigar world, I couldn’t help but laugh at myself! For anyone who is interested in cigars, whether you’re experienced or just starting out like me, I would definitely recommend visiting The Head Case Cigars. Great selection, fantastic knowledge, and most importantly, a genuinely welcoming and relaxed atmosphere. A big thank you to Tony for making my experience there such a memorable one. I’ll definitely be back!
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Benjamino Pickles profile picture
Benjamino Pickles
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Amazing service Went out for a cigar and drink day with the guys amazing service and recommendations on local water holes that allow a stogie Lovely fellas in the shop know their stuff and excellent for a chat cigar related or otherwise Will be back in asap 👌
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Ileana Nicorici profile picture
Ileana Nicorici
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Walked in on a weekend having come across from Cowes Week, meant to stay 20 min,stayed most of the afternoon. That tells you most of it. Tony is the reason. He’s not a salesman, he is a proper cigar lover with a properly serious range in that shop that most of St James don’t have. Left with an Encore Edición Única for the evening and a shop I’ll come back to every time I’m on this coast of England.
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Henry Waller profile picture
Henry Waller
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★★★★★ I’ve visited a lot of cigar shops in the UK and abroad and while many have been excellent, Head Case Cigars in Southsea is something different. For me the cigar journey starts from the moment you walk through the door. Tony and his knowledge, passion and genuine enthusiasm for cigars are second to none. It’s not simply about choosing a cigar it is about the whole experience, from the conversation and the advice to discovering something new and finding the cigar that’s right for you. Tony and his team have a way of making you feel that every cigar has a story and that the enjoyment starts long before you ever light it. Their passion is infectious and you can tell that this isn’t just a business to them that it is a genuine love for cigars and for sharing that experience with others. I’ve been to some impressive cigar shops , but Head Case stands out for all the right reasons. It’s not the biggest and it is not the poshest, but it is without a doubt the best cigar shop I’ve ever been to. If you want more than just a cigar and want to experience the journey that comes with it, Head Case Cigars is the place to go.
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Ben Marsh profile picture
Ben Marsh
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Visted this place today to pick up some cigars for a wedding. The service was amazing and so helpful provided me with everything I need and more! Cant wait for my next vist.

Thursday/Friday/Saturday

10am – 6pm

Sunday 11am – 2pm

Still closed Mon-Weds for Tonys retirement practise!

Mini-Events are advertised here and on our Socials…

Head Case Cigar Menu – updated 5th Nov 2026

Member of Association of Independent Tobacco Specialists
EMS = Quality
Member of Association of Independent Tobacco Specialists
EMS = Quality