Best Cigar Shops & Lounges in Winter Park, FL

Best Cigar Shops & Lounges in Winter Park, FL

Whether you’re a seasoned connoisseur seeking a plush lounge with the perfect pour or a casual stogie aficionado who just wants a relaxing spot to puff with friends, I got you covered. Overall, there are many great options for cigars in Winter Park. Our top choice for best spot for cigars in Winter Park is Smoker’s Safari, but there are many to choose from.
Our list covers the top cigar havens in Winter Park, FL , catering to all walks of the cigar world. Fancy a place with top-shelf drinks and leather armchairs? We have it. Craving a chill hangout with a no-nonsense vibe? You bet. Looking to stock up on your favorite smokes, by the stick or the box? Yep, got that too. So, light up a metaphorical pre-amble cigar, settle in, and let’s explore the best cigar experiences Winter Park has to offer!

Top 3 Cigars Spots in Winter Park

1. Smoker’s Safari, 5/5
2. HYWAZE, 5/5
3. Ol Times, 5/5

Guide to Choosing a Cigar Lounge & Shop in Winter Park, FL

Choosing the right cigar spot in Winter Park isn’t just about the sticks, folks. There are many factors to consider for that perfect cigar sanctuary. First off, let’s talk budget. Are you rolling in dough, ready to drop some serious cash on fancy drinks and premium lounge memberships? Or you more of a kick-back-and-relax smoker on a budget?
What about selection? If you’re just looking for common cigars then most places will be ok, but if you’re looking for limited edition cigars or boutique brands, know that not every spot will have what you’re looking for.
Next up, lockers. If you’re a regular, having a personal humidor at the lounge is clutch – no more hauling your sticks around!
Then there’s the booze situation. Do they have a full bar with your favorite whiskeys, or are you stuck with a limited selection? Bonus points if you’re allowed to bring your own and not pay an opening or corking fee.
Finally, consider the vibe. Some spots get crazy crowded, while others have a mellow, laid-back feel.
Picking the right spot means matching your preferences and taking all these factors into account.

10 Best Cigars Lounges and Shops in Winter Park

1. Smoker’s Safari

Rating: 5/5
Phone: (407) 951-7192
Address: 124 Lake Ave Maitland, FL 32751 United States
About: Specialities Orlando’s Premiere Smoke Shop, with over 200+ Boutique Cigars, the highest quality accessories and the largest selections of E-Cigarettes. We have something for everyone! A one stop shop for the latest in all vaporizers, glass, wraps, cones, hookahs, piece cleaner, grinders, trays, and so much more! Smoker’s Safari is your premier Tobacco, Vape and Cigar destination. History Established in 2013. Orlando’s Premiere Smoke Shop Smoker’s Safari also recommends Market On South 859 Vegetarian, Vegan Smoker’s Safari says, “Market On South has the best food in Orlando! You can’t find anything like it here, and their desserts are delicious as well. A must try restaurant!”


Rating: 5/5
Phone: (321) 972-5130
Address: 1555 Sr 436 Winter Park, FL 32792 United States
About: Specialities Hywaze Smoke Shop is your go-to spot for all your smoking needs. Whether you’re after gummies, pre-rolls, vapes, kratom, DELTA8, DELTA9, DELTA10, HHC or THCP products – we’ve got it all! Our collection of E-Liquids spans various delicious tobacco and menthol flavors. We even stock over 50 Water Pipes, Disposables and much more. Our staff are passionate about helping our customers find the perfect product for any budget or occasion. So if you’re looking for top quality smoking supplies, come down to Hywaze Smoke Shop today! Your satisfaction is guaranteed – we can guarantee it! Hywaze Smoke Shop also offers a convenient online ordering service for those that can’t make it into the store. Browse our extensive selection of smoking products from the comfort of your home and choose your preferred shipping option. Whatever you’re looking for, we’ve got you covered with Hywaze Smoke Shop! We look forward seeing you soon – so don’t hesitate to drop by and check out what we have in store. Trust us, you won’t be disappointed! you soon. Visit us today to get the smoking supplies you need! Meet the Manager Business owner information HATIM A. Manager We have enough experience and good customer feedbacks to get us going, we love the support from our customers, we have great team that is the backbone for the business, customer satisfaction guaranteed. Glass·Vape·Hookah. Disposables and many more smoking essentials

3. Ol Times

Rating: 5/5
Phone: (407) 699-6163
Address: 860 State Rd 436 Casselberry, FL 32707 United States
About: Specialities Welcome to Ol’ Times Cigars, serving the greater Orlando area, from two locations, Casselberry and Clermont. We now have much of our inventory available on our website as well. We have provided the finest cigars, tobacco products and accessories, since 1988. We attribute the reason for our longevity and success by satisfying our customers needs and having one of the finest selections of cigars in Central Florida, at reasonable prices. Our newest store is located in Clermont off of Highway 50, a mile west of Highway 27. At this location you will find hundreds of cigar brands to choose from, at mail order prices as well as a smoking lounge and complimentary beverages. Customer satisfaction is our #1 concern! History Established in 1988. We got our start in 1988 in Downtown Orlando when we purchased a small gift shop located in the Church Street Station entertainment complex. Starting off, the shop was very small with a walk-in humidor that measured around 4 feet by 4 feet. Our stock of cigars was minimal as the popularity of cigars was rather weak in the late1980’s. The brand selection was rather limited and the vast majority of our sales consisted of other items. One day a sales rep stopped in and asked if we would like to carry Arturo Fuente Cigars. That was our first direct cigar account and as they say “the rest is history”. With the advent of Cigar Aficionado Magazine shortly after and the ensuing “cigar boom”. As the years went on we moved to a handle full of different locations before settling on the two stand alone locations that we currently have. The next step was to expand our reach outside of the state. In late 2010 we redesigned our website and added a shopping cart to allow people to shop online as well. Meet the Manager Business owner information Jonathan A. Manager I am the son of Alan and Jayne Adamski, the owners of Ol’ Times. We have been a family operation since day one, with only a few employees to help make our business run smoothly. I have been working in the cigar industry for about 12 years now and have had the opportunity to meet may great people and learn much about the cigar industry. It is something that I am passionate about and how to continue to be a part of in the future. I love what I do and couldn’t imagine doing anything else. I mainly focus on the web side of the business, but also work at our Casselberry location just about everyday of the week. It can be tough trying to work on the website as well as help customers in store, but it is a great learning experience and we get to form great relationships with our customers. If you stop in the store you will find me or my folks behind the counter any day of the week. (Except Sundays, we need a day.)

4. Smoke Pharmacy

Rating: 4.5/5
Phone: (407) 214-6121
Address: 715 N Ferncreek Ave Ste C Orlando, FL 32803 United States
About: Specialities We carry everything for your vaping and smoking needs with the best value in the Orlando area. Providing the best experience and customer service. Our store has a wide variety of: CBD, Hemp, Delta8, Legal THC, HHC, Delta9, Vaporizers, e-Cigarettes, e-Liquid, eRigs, Atomizers, Glass Pipes, Water Pipes, Hand Pipes, Chillums, Bubblers, Downstems, Ash Catchers, Jars, Containers, Wooden Pipes, Tobacco, Hookah, Shisha, Charcoal, Cigarettes, Cigarillos, Cigars, Lighters, Torches, Butane, Whip Cream Chargers, USB Chargers, Vape, E-Juice, Cream Chargers, Whippers, Dispensers, Scales, Stash Cans, Cleansers, Incense, Kratom. Our inventory includes brands like: Lifted Urb, 3Chi, Secret Nature, CBDfx, TKO, CBDistillery, Aspire, KangerTech, HorizonTech, Nitecore, Samsung, Boost, JoyeTech, Ego, Sigelei, Cuttwood, Vapormood, Beard, Eliquid, Puffco, Storz & Bickel, Pax, Grenco Scince, G-Pen, G-Pro, Snoop Dogg Herbal Pens, FireFly, Dr.Dabber, Atmos, GravLabs, Stok, Volcano, DaBuddha, Silver Surfer, Sharp Stone, American Grinder, Bic, Cliper, Zippo, Vector, Newport, Medicali, Bee Line Hampwick, ROOR, Bent, BioHazard, Bio, SYN, Highly Educated, Elements, Raw, Juicy Jay, Zig-Zag, Bob Marley, Job, Rizla, Pure Hemp, Randy’s, Cyclones, Double Platinum, Bali Shag, American Spirit, Capitan Black, Drum, Top, Gambler, Good Stuff, Buglar, 555, Dunhill, Nat Sharman, Djarum, Cohiba, Nag Champa, Wildberry Incense, TightVac, OPMs, Bestwhip. History Established in 2015. We created Smoke Pharmacy as a brand new smoke shop concept in Orlando. We searched high and low for the perfect store and found we needed to build it ourselves. Our approach is simple: combine great customer service, awesome product lines, and top it off with amazing design and atmosphere. Meet the Business Owner Business owner information Tim S. Business Owner Tim is an entrepreneur, Dj and a party promoter. Him and his friend Brian created Smoke Pharmacy as a brand new smoke shop concept in Orlando. They searched high and low for the perfect store and found they needed to build it themselves. They combined great customer service, awesome product lines, and top it off with amazing design and atmosphere. Smoke Pharmacy also recommends UNIFIX 85 Electrical Repairs, Mobile Phone Repair Tim S. says, “Best place in town to fix your cell phone, tablet or computer. Fast quality service and reasonable prices.”

5. Total Wine & More

Rating: 4.5/5
Phone: (407) 894-6553
Address: 2712 E Colonial Dr Orlando, FL 32803 United States
About: Total Wine & More is your source for cigars in . Visit Total Wine & More’s website for more information about hours and selection.

6. Park Avenue Shopping Area

Rating: 4.5/5
Phone: (407) 644-8281
Address: 151 W Lyman Ave Winter Park, FL 32789 United States
About: Specialities Central Florida’s shopping, dining, and cultural showcase, Park Avenue boasts more than 140 boutiques, sidewalk cafes, and museums. This signature shopping street is bordered by stunning oak-canopied Central Park which plays host to seasonal art shows, concerts, and other special events. History Established in 1887. From the tourism boom of the 1890s to today Park Avenue has provided the citizens and visitors of Winter Park with an elegant place to stroll, dine, and shop.

7. Cigarz On the Avenue

Rating: 4/5
Phone: (407) 647-2427
Address: 963 Orange Ave Winter Park, FL 32789 United States
About: Specialities Purveyor of fine cigars and accessories. History Established in 1994. The first cigar shop on historic Park Avenue in Winter Park, Florida, Cigarz on the Avenue has become the premier cigar retailer in the area, offering an extensive selection of premium and boutique cigars, as well as premium cigar accessories.

8. Rocket Fizz

Rating: 4/5
Phone: (407) 645-3499
Address: 520 S Park Ave Winter Park, FL 32789 United States
About: Rocket Fizz is your source for cigars in . Visit Rocket Fizz’s website for more information about hours and selection.

9. Red Dragon Smoke Shop Metrowest

Rating: 3.5/5
Phone: (407) 203-4197
Address: 2434 S Kirkman Rd Orlando, FL 32811 United States
About: Specialities Our smoke shop offers large selection of name brand cigars, vapes and Premuim juices. We also have a nice selection of hookahs and smoking accessories. History Established in 2014. We are dedicated to providing a quality product that is made just for you. Daily communication with our product users allow us to test and learn even more, so we can improve our new, upcoming products before they hit the shelves. Our expert electronic cigarette staff specialists are eager to pass their knowledge to you, the customer! At the E Cig Depot branch (Metrowest smoke shop), we offer quality Starter Kits, Batteries, Atomizers, and Cartridges, as well as top of the line E Cigarette parts and accessories. How they work: Electronic Cigarettes operate by vaporizing a flavorful liquid solution with a heated coil. The solution is referred to as E Liquid or Ejuice. It contains water, flavor, propylene glycol (PG), or vegetable glycerin (VG), or a combination of the two, and can (if you like) contain nicotine. VG is a thicker liquid and when vaporized in an E Cigarette, it produces a thick, dense cloud. When inhaled. Meet the Business Owner Business owner information Charaf M. Business Owner I have been in Tobacco business for years. My experience reflects on how this location is setup with a large variety of quality items of authentic vapes, quality hookahs and cigars. We thrive to provide the best customer service and would love your feedback to continue improvements and personal attention to customer needs.

10. The Hideaway Smoke Shop

Rating: 3/5
Phone: (407) 960-4790
Address: 5275 Red Bug Lake Rd Ste 125 Winter Springs, FL 32708 United States
About: Specialities Discount and premium cigarettes. American spirit, Nat Sherman, 555’s, Bali Shag, Djarium, and more. 3 5 level humidor’s filled with premium cigars. Don Tomas, Helix, Acid, Cohiba, Cusano, Romeo y Julieta, and Arturo Fuente. E-Cig’s, E-Liquid, and E- Hookah, hookah accessories, starbuzz, haze, al fakher, fantasia, Holland. Tobacco pipes, Roor, Illadelph, Bio, Chill Dog, Blown, and Heavy Hittter. Tobacco products, Raw, Element, Roor, Juicy Jay, Rizzla, Rollies, Chills, Irie, and Swan. Zippo and Zippo products. Lucienne lighters and pipe accessories. Grinder’s, Wild Berry, Nag Champa, and Gonesh. Gifts and more. History Established in 2012. Established in 2012

Basic Cigar Lounge Etiquette

Alright, so you’re ready to venture into a cigar lounge and be a respectable member of the smoky community. Here’s a quick rundown of some essential cigar lounge etiquette tips:
Cut and toast your own cigar. Most lounges provide tools, but don’t expect staff to do this for you. It’s part of the ritual!
Ask before lighting up next to someone. You might love the smell, but always be courteous to others.
Dispose of ashes and bands properly. Use the ashtrays, and keep the lounge clean.
Respect the cigars. Don’t handle other people’s smokes without permission, and avoid putting your mouth directly on someone else’s stick.
Mind your smoke. Try to direct smoke away from others. A breezy day calls for extra careful puffing!
Keep the noise down. Lounges are meant for relaxation and conversation, so try not to disrupt the vibe.
Tip the staff. Just like at a bar, tipping your servers is a sign of appreciation and good etiquette.
Don’t be afraid to ask questions. If you’re new to the scene, don’t hesitate! Most lounge regulars are happy to offer guidance.
Remember, a good cigar lounge is about enjoying your smokes in a welcoming and respectful environment.

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