This is a must visit cigar lounge if you love a good cigar and a place that treats everyone like a wingman. What does that mean? This military themed lounge is more than just decorations...a friendly welcome awaits you here by the owner and veteran Randall.Good selection of cigars, plus their own handrolled in various form factors. Beer and wine options are perfect for the size and clientle of Freedom Cigars. Randalls knowledge of French wines was especially impressive. Who knew there was a white grenache? I do now.We look forward to visiting again and bringing a patch to grace the walls of this little gem!

Simply put... Just go.Freedom Fine Cigars is just a little ways past some of the more popular dining establishments in Naples. Not too far down from “Pinchers”.So after a wonderful meal, or if you just want to pop in for a nice relaxing experience, Freedom Fine Cigars is just the place.Randall took care to explain some of the finer points about what goes in to the making of fine cigars. Sharing information I didn’t know.I appreciate that.Price points are very reasonable, and the selection of wines, spirits, and crafted beers are excellent.Freedom Fine Cigars and Lounge, is well worth your journey even from another part of greater Naples.Take care and enjoy!

Beautiful cigar bar and the owner, Randall, knows cigars because it’s obviously his passion. Comfortable, not afraid to be patriotic in these crazy times and made to feel at home by the many regulars who welcomed me. My second visit was on a Friday night when he closed late because of live entertainment. I’m terrible with names but the singer/guitarist was excellent. And Randall convinced me to have a glass of Sauternes with my cigar and I(who loves wine) was shocked at how well it paired. I will be back next season.

Excellent cigar lounge in a very convenient part of Naples. There is a great selection of cigars to meet every palate. They also have a selection of beers, both on tap and bottled along with some very nice choices of wines.The owner, Randall, is extremely friendly and knowledgeable. He has created a very comfortable and relaxing environment. Ill definitely be back on future visits to the area.

Great shop. Very good array of cigars. Great selection of brands many I hadn’t even seen in stores. The atmosphere was on point for an island lounge. If your looking for a new home cigar lounge or just a place to pop in while staying for vacation or season this is the place for you. You will feel like a local here. We will be back. Thanks for the great time.

Very friendly & accomadating atmosphere between staff and the customers. Great selection of imported cigars & house blends. Deals on cigars and draft beers, a stop for all. Ventilation system is works very good as well. I will definitely be back. Thank you for your service Randall.

Favorite Cigar Bar in Naples. Randall is a terrific guy and runs a great business.

Excellent in every way! The proprietor is both knowledgeable and very friendly, hospitable as if you were visiting his home. Other patrons were friendly, and the lounge itself was a delight. Beautiful music, comfortable chairs, and a selection of drinks available. It’s my go-to place in Naples.

I always check out cigar lounges when I travel. I really like this one! The owner Randall is very hospitable and the place is very comfortable.Nice selection of cigars, and the prices are reasonable. This will be my regular spot when I come to Naples. I highly recommend it.Check out their privately rolled private blend cigars. Great bang for the buck.

This the friendliest cigar room in Naples ! The owner, Randall, sets that tone and his customers all seem genuinely nice, join in conversations and enjoy the company. I have been going there for 8 years, never disappointed. Beer and wine are affordable and he has a good mix of fine cigars, plus his own great product.

This is a special place. We were in town from North Georgia. The selection is great and Freedom carries lots of one-of-a-kind products that are wonderful. The owner is eager to make sure you enjoy yourself and the regulars are friendly. I won’t ever come to Naples without visiting Freedom.Thanks,Bill Loughrey

This is without a doubt the finest cigar emporium and hang spot in all of Naples Florida. Great selection...Super great crowd of interesting laid back and down to earth people... Fabulous Selection... absolutely amazing...and what you dont see you can order. Excellent seating couch pits...two areas available and several choices of cold beer and wine. The proprietor is Randall Denman... a very interesting Cat... whos lived and travelled the cigar business and plantations to select the finest cigars available. At one point in his career you may have seen him as an actor in All of My Children...but surely if youre a purveyor of fine cigars, a local or just taking a break from the Cold North youll appreciate that Randall...the owner used to manage the Havana Room...in New York City. The guy knows his product. You can sit in or outside or even grab a quick bite to eat next door as a carry out at a local Mexican Cantina restaurant and enjoy outdoor seating at Freedom Fine cigars and lounge! If you are looking for a place to Hang and like cigars and cold beer & wine. Youll be passing by the lounge on Route 41...Not far from Downtown Naples...THE SPOT... TRUST ME! 😁😉😎 Enjoy a fine cigar... Have a great time 😉

I have been to dozens of lounges in many states, but this place is unforgettable!!! It’s just a paradise for cigars aficionados with all the extra perks, great wine, beer, coffee, the nicest people, LIVE MUSIC!!!!! What a treat for very affordable prices.

Beautiful lounge with impressive selection of wine, beer and cigars! Friendly and extremely knowledgeable staff. I truly enjoyed the Friday night Live music and look forward to inviting my friends to join me next week : )

Walked in cold, visiting from 6 states away on a recommendation from a friend. Randall and the regulars welcomed me like a friend and I enjoyed a cigar at his recommendation and good conversation for over 3 hours. As one of them said to me Randall didnt simply build a business, he created an atmosphere. So true.Highly recommend a visit if you are in the area.

This place is amazing! Great people, great ambiance, and the owner Randall is the coolest guy ever, you should definitely visit!

I had an AWESOME time here. The owner is super helpful, assisted me in picking out a beginner cigar that was mild and sweet. Great convo. Check them out!!

Randall is awesome providing a great variety of fine cigars. Very hospitable pleasant atmosphere and a nice quaint place to experience freedom.

Great cigar lounge with reasonable prices. Ice cold draft beer and your host Randall just could be the nicest guy in the planst!

Nice place, good people. Selection was limited but to be expected these days. Prices not bad

Randall is a great host and the atmosphere is welcoming...a nice place to spend some time!

Nice place. Very relaxed atmosphere. Lots of seating and well ventilated.

Great relaxing place to enjoy a cigar. Randall was an amazing host

I have been to many cigar lounges, and this is one of the better ones I have found. Great atmosphere! Amazing service and a great selection of cigars, very knowledgable staff! If youre looking for a laid back relaxing atmosphere with great conversation look no further!! Good selection of beer and wine as well! I really cant say enough good comments about this place. The owner is very welcoming and actively supports veterans and law enforcement!

Randal was amazing! Very welcoming, made me feel like I was part of the family the moment I walked in. Will recommend to everyone and anyone!

My buddy and I were looking for a place to enjoy a beer and cigar and we definitely found the perfect spot. We could not have asked for a better experience than we had here. Friendly staff that helped us pick a great cigar with a nice cold beer. Would definitely recommend and will be back when in town next year on vacation. It was cool to connect with the guy who was working that day since we all went to the same school (Bulldogs for life FSU!!!) Also they really respect first responders and the military/veterans. A+ in my book!!!!!

Owner is great. Super helpful and nice

Great cigar shop wit beers on tap and wine

Very nice place, stopped yesterday for some To Go cigars since everything is closed or take out for COVID-19.The owner was very nice and extremely helpful and the “humidors” are very well stocked.Has beer and wine available when they fully open back up and I’ll be back.** Update **Post COVID they are open and it’s so much fun. Grab a beer or wine and a cigar and sit and get to know the locals. Such good people. Randall is the best.

Nice and cozy shop with lounge area

This place was not up to my standards. The place seemed very outdated and old. I had a weird vibe while in there. The gentlemen who helped us, I believe Randal was his name, did not seem friendly at all . He seemed very forwards and would not get out of our faces when all we wanted to do was relax and have a good time. Another person there seemed fine but Randal was just not very friendly. I will defiantly not return here again and I wouldn’t recommend it to anyone to go.PS. They need to make some serious changes, especially in the customer service department. Not very friendly at all.

Great place to sit and relax with good people and cigars. Drove by this place on the way to our hotel. Stopped by after dinner to grab a cigar and go. Ended up staying for a couple hours. Very friendly and inviting. Highly recommend stopping by.

Whenever I am in Naples on a job, I make it a point to stop here and get a cigar for the road back to Miami. Their house blends are excellent for the money. Smoking one now back home.

Went in today to buy my first cigar was greeted nicely the person helping me was very nice and knowledgeable on the brands and the different verity of cigars was offered popcorn and a drink would recommend and will be returning very soon thanks freedom fine cigars

Awesome cigar shop with a great selection and draft beers!

A friend and I stopped in this afternoon for a cigar and a drink. Within minutes, we were having great conversation with Randall and other guests. A real treat. Ive been visiting Naples for many years and wish Id stopped by FFC long ago. Thanks Randall, see you again soon

Very nice cigar place and networking location.Always hook up with the right ppl and very quality crowd! Crew is outstanding! Love you guys

Two big thumbs up from Alaska! I was in town visiting family when my cousin insisted on stopping in. I was very impressed by the friendly company and relaxing atmosphere. I even had my first cigar while I was there and I definitely plan on visiting again.

Whenever I am in Naples I always visit. There is an excellent selection of cigars and House blends that would surprise you. Try the torpedo “Ernesto” a local favorite. Randall the owner provides an atmosphere where you may find yourself in intelligent conversation with other guests. Tables have some interesting books to peruse. Some beers on tap and a wine selection are a definite bonus. $2 beers on Tuesdays and I believe music on Fridays from local performers...all in all a win win!

This location has a good selection of cigars to try. Best recommendation would be to try the house made cigars. I preferred them over some mainstream choices. The location emits a welcoming atmosphere and the people who come make you feel as though you are a local. The owner has an excellent establishment with a good draft beer selection. I will always make it a point to stop here.

When walking in I’m greeted by Randall. First, thing I noticed there was no humidor and doors open for fresh air. Is this possible? Actually yes Naples climate is perfect humidity and temperature control. Coming from Arizona I’ll have to report back to my hang out cigar lounge. Second, the cigar prices are great. I picked up two Arturo Fuentes. One with Cameroon wrapper another with a Madura. I couldn’t leave without the house rolled blend with Havana wrapper. Thanks google and the good reviews.

Nice people! Handed out water bottles and Gatorades to the peaceful protestors on June 1, 2020

Great spot! Owner is on the premises, very welcoming. Nice relaxing atmosphere. Will definitely go back.

NO better place to enjoy a good cigar, beer, wine and good conversation...if you are ex or current Military youll find a welcoming crowd and if you have occasion to use the CHURCHILL Bathroom youll enjoy the ambiance...Randell is the perfect host and you can join him for weekly movie night...

From the locals to the seasonal customers, everyday only gets better. Its all about the people!

If you like cigars, beer, wines and good company then this is the place for you. Owner Randall makes people feel welcome and also raises money for ex military veterans.

Good little cigar shop! Ive been frequenting Freedom Cigars for a while now with its fantastic host Randell. You will NEVER go wrong when looking for a great cigar especially from his shop.

What a great place to decompress... Awesome atmosphere and some of the most interesting people youll ever meet.... I make it a habit to get up there atleast three times a week!! Never know who your gonna meet!!! Randall is a great guy and i consider him a friend... If your ever in the area stop by!! You wont regret it I promise!!

This cigar lounge in Naples is a great oasis to relax and enjoy a good smoke and nice wine list. They have the best selection of cigars and the owner is a true aficionado. He also makes his own cigars. I tried his special blend Machu Pichu a Peruvian-Dominican blend and delicious smoke. I purchased some gems as he guided me thru his library of cigars. We came on a Friday and there was some great live music coming thru there. Good acoustic vibes and great commradarie.We will be back for more.Cheers Randall !

Awesome atmosphere with friendly and knowledgeable staff. New hangout for me and my friends especially on Friday evenings when theres live music. The lounge is inviting and airy and the owner is friendly as can be. Must stop for good cigars at good prices.

I have been smoking cigars for 20+ yrs. Typically I like Ashtons and Griffins. While staff & patrons were friendly & helpful, I must say I am very disappointed with the product. I purchased 3 cigars & all were horribly dry. I honestly did not see a humidor. Possible I missed it but the cigars I picked were in a box on a shelf where a large selection was kept. None were in a humidor. Ill not return. Sorry but I could not smoke them at all. The 1st one practically crumbled as I removed it from the wrapper. The second could not stay lit. I didnt even try the 3rd.

Found this place due to the other 5-star reviews and they are spot on. Great selection of cigars, reasonable prices and free WiFi. Great place to hang out for a couple of hours and smoke.

Found this shop while working in Naples on a job. The shop is awesome and Randall the owner is a great guy and makes sure everyone is welcome. If your in Naples go!

Always a relaxing atmosphere with friendly knowledgeable service. Randall knows cigars. Plenty of comfortable seating and great selection of premium cigars. Fridays live music is always a good time. My favorite place to relax with a great smoke.

Great cigar lounge with the best house cigar Ive ever had hands down. Take my advice grab your favorite but dont do yourself the injustice of not trying the house blend.

Atmosphere, conversation, patrons and selection are all first class. I thoroughly enjoyed my time here and look forward visiting the next time I visit Naples.

Awesome cigars and amazing customer service. Super friendly and informative. Definitely try their local blends

Great Place!

Great place!

This place rocks,Very nice place big selection of cigars very comfortable cigar lounge.

Best host ever! Great vibe. Wonderful music.

Excellent experience. Cordial owner and lot’s of friendly conversation. Will be back next time we visit Naples.

Randell, was a excellent host and I enjoyed my time there watching golf and conversation with others. Ron

Always Amazing!!

Youll always have a laugh with the great company freedom brings in! Ive become quite a regular..good tunes and the best fine cigars!

Love this place. The owner is a really nice and helpful guy. Great lounge. Cigars are amazing.

A very relaxed atmosphere to enjoy a cigar or two. Theres a great selection of cigars to choose from.

I dropped by FFC and was really impressed by the selection and the space. The owner Randall was clearly passionate about his place and was a big help with picking out some fantastic cigars . I couldnt stay during this visit, but I will be back soon to enjoy a cigar and some good company! Thanks Randall!Btw Randall, you look like my favourite Canadian singer Roch Voisine .LolGreat spot, great cigars, great owner! Check it out!

Great spot just down from the main stretch of 5th. Relaxing atmosphere, and an even better host!

Excellent cigar shop. Randall is a wealth of information, a true connoisseur of cigars. Highly recommended.

The best cigar lounge in Naples! A place to relax, socialize, meet people and converse over a cigar. Live music Fridays are really fun! THE cigar lounge for enthusiasts; no vaping or hip-hop DJs.

Randall was great. Cant wait to go back

Hot spot of Naples for all aficionados. I was on vacation (come from Europe) and visited the shop as 2y ago. Now it´s a snug kind of lounge/shop with cold beer and a very pleasent host. Good Events, a lot of choice of finest cigars and a professional advice make this place special.

Very friendly staff and customers welcomed me in to watch the football game with them.Just went there today 1/20/21 to get some hand rolled cigars.

I will have to say that I was quite impressed with the selection and the quality of cigars and the service was beyond my expectations in the atmosphere and the chairs oh yes the chairs....

This place, is the place to go for cigar in Naples you can get a wide selection low price of cigars and best part is that this place is like a lounge because you can sit down smoke your cigar, watch TV, meet the owner Ronald and his team George They are friendly and helpful also you meet wonderful people there you feel like you known every for ever. this the place guys really you should check it out.

Great cigars, great lounge, great bunch of guys, and great prices. You cant beat that! This is a neighborhood cigar lounge in the best sense of the word which gives you that Cheers experience every time you walk through the door. Everybody truly does remember your name, and their glad to see you. I enjoy being there. Wi-Fi is available and free, so its easy to make it another office if necessary. The owner, Randall Denman, is the former general manager of the Havana Club in Manhattan, so he has some real street cred. This is a great addition to the entertainment landscape of South Naples. Highly recommended.

Relaxed, friendly, comfortable and a nice selection of cigars. Randall Denman, knows cigars and most importantly knows how to make everyone feel right at home.

Nice shop,knowlegable staff,good selection of cigars. Thanks for your help George.

Very nice place and Randall knows his job and in addition he speaks very good French. Merci

Awsome place to relax and hang with friends great selection of cigars, friendly enviroment, owner very helpfull will recommed it to anyone

Great place to chill and smke a good cigar.

Great spot with a wide selection!

Great shop

Great place

Great Cigar establishment

Very friendly people

The perfect cigar shop in Naples👍👍