Top Cigar Shops in San Diego for the Ultimate Smoke

San Diego offers a vibrant cigar scene with everything from upscale lounges to specialty tobacconists. Whether you’re a seasoned aficionado or just getting started, these top cigar shops provide quality selections, welcoming atmospheres, and expert guidance to elevate your smoking experience.

1. Windy City Cigars

At our shop, we focus on offering a wide selection of cigars, pipe tobacco, and smoking accessories through our online store. Windy City Cigars is based in Illinois, but customers in San Diego can easily order from our website with shipping options available throughout the area. We stock a large range of products including pipe tobacco brands like OHM, Gambler, and Captain Black, as well as premium cigars from companies like Rocky Patel, Cohiba, and Acid.

We also carry cigarette rolling machines, tubes, papers, lighters, and other accessories that are often hard to find in one place. Many people who roll their own cigarettes or enjoy pipe smoking find it convenient to shop with us due to the variety and consistent availability. Our store is not focused on in-person service or lounges, but rather on convenience and access to tobacco products that can be ordered and delivered.

Key Highlights:

• Online ordering with delivery available to San Diego
• Large selection of premium cigars and pipe tobacco
• Rolling machines, filters, tubes, and smoking accessories
• Multiple popular brands in one place
• Regular stock updates and rotating deals

Who Will Love This Place:

• People who prefer shopping for tobacco online
• Smokers looking for pipe tobacco or RYO supplies
• Cigar smokers who want access to well-known brands
• Anyone in San Diego wanting delivery of smoking products

Contact Information:

• Website: windycitycigars.com
• Address: 912 Donata Ct, Lake Zurich, IL 60047
• Phone: (866) 233-8796
• E-mail: [email protected] 
• Facebook: www.facebook.com/windycitycigars.usa 
• Instagram: www.instagram.com/windy_city_cigars 

2. Churchill Cigar Lounge

Churchill Cigar Lounge is located in San Diego and operates as a local cigar lounge with an in-person experience focused on cigars, beer, and a relaxed environment. The shop includes an outdoor patio with seating, a large TV, and a walk-in humidor offering a range of cigars. They also serve beer with 20 options on tap and carry a selection of wine. Merchandise such as branded apparel and smoking accessories is also available at the lounge.

The setup is designed for people who want to sit down, smoke, have a drink, and watch sports or spend time with others. It’s a space that combines casual drinking and cigar smoking in one place, rather than offering retail sales for shipping or online orders. Visitors can explore different cigar brands directly at the location and enjoy a social environment.

Key Highlights:

• Lounge with cigars, beer, and wine
• Outdoor patio with seating and large TV
• Walk-in humidor with various cigar brands
• Branded merchandise available on-site
• 20 beers on tap and a wine selection

Who Will Love This Place:

• People looking for a cigar lounge experience in San Diego
• Locals who want to smoke and drink in a relaxed setting
• Groups wanting to watch sports while enjoying cigars
• Visitors to Old Town San Diego exploring cigar options

Contact Information:

• Website: churchillcigarlounge.com
• Address: 2415 San Diego Ave, San Diego, CA 92110
• Phone: 619-546-7758
• E-mail: [email protected]

3. Racine & Laramie

Racine & Laramie operates in San Diego and has a long-standing presence as a tobacconist. The shop is located in Old Town San Diego State Historic Park and offers cigars, pipes, pipe tobacco, and smoking accessories. Customers can visit the store in person or place orders by email for shipping. There are no order minimums or brand restrictions for shipping requests.

The store layout includes a walk-in humidor with a variety of cigars and a curated selection of products for pipe smokers. Racine & Laramie is set up for walk-in retail and does not operate as a lounge. The environment is focused on direct service and access to quality tobacco products in a quiet, historic setting. Online ordering is available, but it’s handled manually via email rather than through a modern checkout system.

Key Highlights:

• Located in Old Town San Diego State Historic Park
• Cigar and pipe tobacco shop with historic roots
• Walk-in humidor with a range of cigar options
• Online ordering via email with shipping available to San Diego
• Pipes, tobacco, and smoking accessories in stock

Who Will Love This Place:

• People interested in San Diego’s historic cigar shops
• Walk-in customers looking for cigars and tobacco products
• Pipe smokers seeking accessories and tobacco blends
• Those who prefer personal service when placing orders

Contact Information:

• Website: www.racineandlaramie.com
• Address: 2737 San Diego Avenue, San Diego, CA 92110-2731
• Phone: 619-291-7833
• E-mail: [email protected]
• Facebook: www.facebook.com/racineandlaramie

4. The Art of Cigar

The Art of Cigar is based in San Diego and focuses on handcrafted, small-batch cigars. The company produces its own blends and operates a membership program offering access to exclusive cigar releases. The cigars are made in the United States and follow traditional rolling techniques passed down over generations. There is no walk-in retail store or lounge open to the public, but products are available for order through the website with delivery available in San Diego.

The business is centered around limited edition cigars such as the Don Del Orbe and Don Luis Gran Toro, which are described as having medium-bodied profiles with blended long-fillers. The website also includes a waitlist for memberships that provide priority access to unique cigar releases. The structure caters to customers looking for unique blends and collectors who value exclusivity in their cigar selection.

Key Highlights:

• San Diego-based cigar company with online ordering
• Limited edition cigars crafted in small batches
• Membership program for exclusive releases
• Cigar blends made in the USA with long-filler tobaccos
• No public lounge or in-person retail access

Who Will Love This Place:

• Cigar smokers looking for limited edition options
• People in San Diego who prefer delivery
• Collectors interested in exclusive blends
• Customers who value traditional hand-rolled cigars

Contact Information:

• Website: theartofcigar.co
• Address: 2609 Congress St, San Diego, CA 92110, USA
• Phone: +1-858-276-9191
• E-mail: [email protected]
• Facebook: www.facebook.com/ArtOfCigar
• Instagram: www.instagram.com/theartofcigarsd

5. Liberty Tobacco

Liberty Tobacco operates two retail locations in the San Diego area, one in Kearny Mesa and another in Del Mar. The business has been serving cigar and pipe smokers since 1975 and offers a walk-in humidor with a wide selection of cigars, including products from major manufacturers based in the Dominican Republic, Nicaragua, and Honduras. Both stores focus on in-person service and provide a full range of cigars, pipes, pipe tobaccos, and accessories.

The Kearny Mesa location includes a smoking lounge and patio with TVs and Wi-Fi. The lounge is designed for people who want to enjoy cigars on-site in a relaxed setting. Liberty Tobacco is also a Davidoff-appointed merchant and provides cigars on a wholesale basis to hotels, restaurants, and golf courses around San Diego.

Pipe smokers can find a variety of pipe materials including briar, meerschaum, and corn cob, along with a selection of tin tobaccos and in-house blends. The shop has a long history in the local community and continues to serve both casual smokers and long-time cigar users through its retail and wholesale services.

Key Highlights:

• Two San Diego-area retail locations (Kearny Mesa and Del Mar)
• Smoking lounge and outdoor patio at the Kearny Mesa location
• Walk-in humidor with cigars from well-known brands
• Pipes and pipe tobacco with multiple material types and blends
• Davidoff-appointed merchant with wholesale services available

Who Will Love This Place:

• Cigar smokers who prefer to shop and smoke locally
• People looking for a lounge environment with TVs and Wi-Fi
• Pipe smokers interested in trying different materials and blends
• Wholesale buyers sourcing cigars for local businesses and events

Contact Information:

• Website: libertytobacco.com
• Address: 7341 Clairemont Mesa Blvd, San Diego, CA 92111
• Phone: (858) 292-1772
• Facebook: www.facebook.com/LibertyTobacco

6. Cuban Cigar Factory

Cuban Cigar Factory is located in San Diego’s Gaslamp Quarter and has been part of the local cigar scene since 1995. The business originally focused on hand-rolled cigars made on-site by experienced rollers from Cuba and the Dominican Republic. Over time, operations shifted, and the cigars are now produced in partnership with large manufacturers in Honduras and the Dominican Republic. The shop continues to use long-fill tobaccos from multiple regions including Nicaragua, Ecuador, and the Canary Islands.

The location includes a walk-in humidor that holds a large inventory of cigars, including both house brands and imported selections. The lounge area features indoor seating and serves wine, craft beer, and Belgian beer. A private VIP area is available for small group reservations. The shop operates late hours, especially on weekends, and offers an environment for people to sit, drink, and smoke in one place.

Key Highlights:

• Located in San Diego’s Gaslamp Quarter
• Walk-in humidor with a large cigar inventory
• Lounge with full bar, wine, and beer
• House cigars made with long-fill tobacco
• VIP area for private gatherings

Who Will Love This Place:

• People looking for a late-night cigar lounge in San Diego
• Customers who enjoy cigars with wine or beer
• Visitors interested in house blends and private-label cigars
• Groups needing a lounge space for small events

Contact Information:

• Website: cubancigarfactory.net
• Address: 551 5th Avenue, San Diego, CA 92101
• Phone: 619 238 2496
• Twitter: x.com/cubancigarfact
• Facebook: www.facebook.com/cubancigarfactory
• Instagram: www.instagram.com/cubancigarfactory

7. Gran Havana

Gran Havana is located in the Gaslamp Quarter of San Diego and offers both a cigar lounge and an online store. The retail setup includes a broad selection of in-house cigars such as the Havana series in Maduro, Natural, and Cameroon wrappers. These cigars are sold individually or in bundles, with regular restocks and seasonal specials. The business focuses on proprietary blends under its own branding and does not carry a wide variety of outside labels.

The physical location operates as a cigar lounge with indoor seating and late-night hours. Customers can visit the lounge from morning through early morning the next day, making it one of the later-operating cigar spaces in the city. A full menu is available on-site, and the lounge allows both smoking and socializing in a more nightlife-oriented setting.

Online ordering is available through the website with shipping options offered to San Diego and other regions. The store also sells accessories such as humidors, lighters, cutters, and ashtrays.

Key Highlights:

• Located in San Diego’s Gaslamp Quarter with indoor lounge
• Proprietary cigar lines including Maduro, Natural, and Cameroon
• Online store with shipping available to San Diego
• Accessories for cigars including humidors and ashtrays
• Lounge open daily with extended hours into the night

Who Will Love This Place:

• Nightlife visitors looking for a cigar lounge open late
• People interested in boutique cigars made under one brand
• Customers wanting to shop cigars and accessories online
• Locals and visitors looking for a lounge-style smoking environment

Contact Information:

• Website: granhavana.com
• Address: 745 Fourth Ave, San Diego, CA 92101
• Phone: (619) 234-2826
• Twitter: x.com/granhavanasd
• Facebook: www.facebook.com/gran.havana.sd
• Instagram: www.instagram.com/granhavana

8. Cigar Grotto

Cigar Grotto is located in Oceanside, just north of San Diego. The shop carries a variety of premium cigars and hosts regular cigar events both in-store and at partner venues in the region. The store includes a walk-in humidor with well-known cigar brands and seasonal promotions, as well as a lounge area where customers can sit and smoke during operating hours.

In addition to regular retail sales, Cigar Grotto organizes events such as pairing nights, cigar socials, and product showcases. These events are often held in collaboration with local wineries, restaurants, or breweries, offering guests a mix of cigars, drinks, and food in a social setting. The shop does not currently offer an online ordering platform but supports direct contact by phone for product availability and event details.

Cigar Grotto is focused on local community involvement and in-person service. It is suited for people who prefer face-to-face interaction and a neighborhood shop experience rather than online retail.

Key Highlights:

• Walk-in humidor with a variety of premium cigars
• Lounge space available for in-store smoking
• Frequent cigar and pairing events with local partners
• Located in Oceanside, near San Diego
• No online shopping but supports phone orders and event RSVPs

Who Will Love This Place:

• Locals in North County San Diego looking for a community cigar shop
• People who enjoy cigar pairing events with wine or beer
• Customers who prefer in-person cigar shopping
• Event-goers looking for social cigar gatherings

Contact Information:

• Website: www.cigargrotto.com
• Address: 220 N. Coast Hwy, Oceanside, CA 92054
• Phone: (760) 722-1602
• Facebook: www.facebook.com/CigarGrotto

9. Best Cigar Prices

Best Cigar Prices operates as a large online cigar retailer based in Drums, Pennsylvania. The company does not have a physical store or lounge in San Diego but provides online ordering with delivery available to San Diego and throughout the U.S. The business offers a wide selection of cigars, samplers, humidors, and accessories from well-known brands like Romeo y Julieta, Montecristo, Arturo Fuente, Padron, and Oliva.

The online catalog includes cigars organized by brand, size, strength, wrapper type, and origin. Customers can also find machine-made cigars, exclusive in-house brands, and rare or top-rated options. Best Cigar Prices also offers cigar samplers, subscription boxes, and clearance deals. The online store supports regular promotions and has a rewards program that gives points for purchases and referrals.

There is no walk-in retail access, lounge, or in-person service. All interactions are handled through the website, phone, or customer service chat.

Key Highlights:

• Online-only retailer with nationwide delivery including San Diego
• Large selection of cigars, samplers, and cigar accessories
• Offers cigar subscriptions and promotional bundles
• Carries major brands and exclusive private labels
• Rewards program available for regular customers

Who Will Love This Place:

• San Diego residents looking to order cigars online
• Shoppers who want access to a broad range of cigar options
• People looking for deals, bundles, and samplers
• Customers who prefer convenience over in-person retail

Contact Information:

• Website: www.bestcigarprices.com
• Address: 1 Cigar Way, Drums, PA 18222
• Phone: 1-888-412-4427
• Twitter: x.com/BestCigarPrices
• Facebook: www.facebook.com/bestcigarprices
• Instagram: www.instagram.com/bestcigarprices

10. JR Cigars

JR Cigars is an online cigar retailer based in North Carolina with a wide inventory of premium cigars, accessories, samplers, and bundled products. There is no physical location or lounge in San Diego, but the website offers nationwide shipping, including delivery to San Diego. The online catalog includes cigars from well-known brands like Romeo y Julieta, Montecristo, Drew Estate, Padron, and Rocky Patel, along with in-house lines and alternatives to popular names.

The platform also provides accessories such as humidors, lighters, cutters, and ashtrays. Cigars are available in singles, five-packs, bundles, and boxes, with samplers and limited edition sets often featured. JR Cigars runs a loyalty program and hosts frequent discounts and clearance promotions. The site supports users through tools like product filters, a cigar finder feature, and concierge-style customer support.

All business is handled online. There is no option for local pickup or in-person service in the San Diego area.

Key Highlights:

• Online-only store with delivery available to San Diego
• Offers top cigar brands, samplers, and private-label options
• Full range of accessories like humidors and lighters
• Loyalty program and ongoing promotions
• No physical lounge or storefront presence

Who Will Love This Place:

• San Diego cigar smokers who prefer online shopping
• Buyers looking for deals on bundles, samplers, or cigars by the box
• People interested in exploring multiple brands and styles
• Customers who want access to accessories and full-service ordering

Contact Information:

• Website: www.jrcigars.com
• Address: 2589 Eric Lane, Burlington, NC 27215
• Phone: (800) 574-3576
• E-mail: [email protected]
• Twitter: x.com/JRCigars
• Facebook: www.facebook.com/jrcigars
• Instagram: www.instagram.com/jrcigars

11. Online Cigars

Online Cigars is an international online retailer offering a broad selection of Cuban and non-Cuban cigars. The company does not have a storefront or physical location in San Diego but provides worldwide shipping, including delivery to customers in San Diego. The catalog includes well-known Cuban brands such as Cohiba, Montecristo, and Romeo y Julieta, as well as international options from brands like Davidoff, AJ Fernandez, Oliva, and Perdomo.

Orders are shipped with humidity protection and there are discounts available for bulk purchases. The store offers sampler packs, 5-packs, and full boxes, along with a small range of cigarillos. There is no in-person lounge or local pickup. All purchases are made through the website, and customer service is handled by email.

Online Cigars focuses on making global cigar brands accessible to buyers looking for both traditional Cuban cigars and newer offerings from the rest of the world. The shop appeals to a wide audience by offering a mix of premium and entry-level products with various shipping options.

Key Highlights:

• Online-only cigar retailer with worldwide shipping to San Diego
• Carries authentic Cuban cigars and international brands
• Bulk discounts and sampler options available
• Orders shipped with humidity packs for product protection
• No physical store or lounge

Who Will Love This Place:

• San Diego cigar smokers looking to buy Cuban cigars online
• Collectors interested in global cigar brands
• Buyers who want cigars delivered with proper storage care
• People searching for international selection and bulk pricing

Contact Information:

• Website: online-cigars.com
• E-mail: [email protected]
• Facebook: www.facebook.com/onlinecigarsswitzerland
• Instagram: www.instagram.com/onlinecigarsswiss

Conclusion

Whether you’re looking for a laid-back lounge to unwind with a cigar and a drink, or just want a reliable place to grab your favorite smokes, San Diego has solid options to choose from. Some shops focus on creating a chill hangout space, while others keep it simple with a good selection and helpful staff. And if you’re more into shopping from home, there are plenty of trusted online stores that ship straight to your door in San Diego.

No matter your style or experience level, there’s something out there that fits. It’s all about finding a place that makes your cigar experience enjoyable and easy.