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    Freedom Fine Cigars

    5.0 (38 reviews)
    Open 12:00 pm - 6:00 PM

    Freedom Fine Cigars Photos

    FREEDOM FINE CIGARS ATMOSPHERE

    What's the vibe?
    Live music
    Classy
    Casual
    Moderate noise

    Recommended Reviews - Freedom Fine Cigars

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    Reviews With Photos

    Great smoke, recommended by the owner.
    Mark H.

    When I travel I like to check out local cigar lounges as much as possible. This place was a great find and an nice place for a relaxing smoke. The owner Randall is a sitter nice guy and very knowledgeable about cigars. The people I cooked with in the lounge were very welcoming and fun to chat with. The next time I'm in Naples this will be a mandatory stop. I highly recommend it.

    Take your pick!!
    Melissa Z.

    Freedom is like a Thursday night hang with good friends. Randall is incredibly personable and welcoming, not to mention knowledgeable. The atmosphere is cool, calm, comfortable and the cigar selection is vast! Randall does it all as your host, from selecting a cigar with you to pouring your favorite drink, it's literally like hanging in your friend's lounge and catching up. If you like cigars or are new to cigars, visit Randall at Freedom Cigars.

    Francesca A.

    Best cigar spot in Naples! You won't regret dropping in! Randall is a gem! So so welcoming & fun! Have a seat while you smoke & make friends! You'll love it!

    Great place to enjoy a cigar
    Gina K.

    Great place to enjoy a cigar, felt like home everyone was so friendly, the place is clean, bathrooms are spotless and the owner is tending to your every need. Can wait to go back some day when I'm in town.

    Chris W.

    I found the cigar bar on my last night of my visit. I wish I had known about it earlier in the week and I would have visited them more than once. The owner of the establishment is very helpful and friendly. Had an outstanding selection of fine cigars. I was able to find a wide variety of Rocky Patel. The inside of the lounge was beautiful very well decorated very good atmosphere.

    The house robostu with habano wrapper

    See all

    3 months ago

    Great vibe and conversation here over a stick or two. Great selection and very helpful staff.

    Business owner information

    Photo of Randall D.

    Randall D.

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    Photo of George T.
    1207
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    6 years ago

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    Photo of Randall D.

    Randall D.

    Helpful 10
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    2 years ago

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    Randall D.

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    2 years ago

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    Randall D.

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    5 years ago

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    Randall D.

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    6 years ago

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    Randall D.

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    5 years ago

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    Randall D.

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    5 years ago

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    Randall D.

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    3 years ago

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    5 years ago

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    8 years ago

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    5 years ago

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    Randall D.

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    6 years ago

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    Randall D.

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    5 years ago

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    Randall D.

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    5 years ago

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    Randall D.

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    9 years ago

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    Randall D.

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    5 years ago

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    9 years ago

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    7 years ago

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    Randall D.

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    11 years ago

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    11 years ago

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    12 years ago

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    7 years ago

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    5 years ago

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    Randall D.

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    11 years ago

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    7 years ago

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    9 years ago

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    Randall D.

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    7 years ago

    great place to sit and relax with a great cigar and drink. The owner was friendly and welcoming.highly recommend.

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    9 years ago

    This is a great little place to have a beer and a stogie. The owner, Randle is very friendly and welcoming.

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    11 years ago

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    11 years ago

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    10 years ago

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    12 years ago

    Great cigars, great location, great lounge, and a great bunch of guys. Just a great place to relax and smoke a cigar. Highly recommended!

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    9 years ago

    Business owner information

    Photo of Randall D.

    Randall D.

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    8 years ago

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    10 years ago

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    9 years ago

    Great cigar lounge. We dropped in as tourists. On the main drag close to the city of Naples.

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    Randall D.

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    Ask the Community - Freedom Fine Cigars

    Review Highlights - Freedom Fine Cigars

    Turns out the shout out came from Randall, the owner, who helped me find a good cigar.

    Mentioned in 19 reviews

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    People searched for Tobacco Shops 423 times last month within 15 miles of this business.

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    The Vine Room - Message in a bottle

    The Vine Room

    3.6(140 reviews)
    1.5 mi
    $$$

    When I first walked into the Vine Room, I honestly wasn't quite sure what to expect and I mean that…read morein a good way. It's one of those places where you pause for a second, take it in, and realize this isn't meant to be rushed. Yes, the prices might give a day-tripper a moment of reflection. They didn't bother me. At this point in my life, I don't care what strangers think about prices. What you're paying for here is the experience and it starts with the menu. Reading about the drinks, understanding from the waitress how they're infused, what goes into them, and then tasting them...that's half the fun. These aren't "order and forget" cocktails. They're meant to be considered and enjoyed. They're gorgeous to look at too!! Frankly, how great would it be if they offered a flight of drinks? A way to really explore what Vine Room is trying to communicate to the customer. Because the drinks are that good, thoughtful, balanced, memorable. You don't just drink them. You notice them! Jesus, another tag line I'm giving you guys!! Hire me.. Hire me.. The atmosphere hits exactly where it should. Music at the perfect volume. Not crowded. No fighting for attention or waving frantically to get another drink. Service is attentive. And those potato chips? Just salty enough to keep everyone ordering another round. Now, one small annoyance, the dress code. It's listed as Semi-formal Chic with no ballcaps, no athletic wear, no sleeveless shirts. Yet we saw shorts and sneakers slide through because they were attached to a rich mommy and daddy. Fine but I liked looking at the beautiful people more than spoiled kids (over 21 just attached to mom and dad). All that said, this place is far more than its current 3.6 stars on Yelp. Vine Room is one of those spots where you either get it and you'll be back, or you tried it once, didn't understand it, and went online to bash it for no real reason. And that's fine, not every place is for everyone. But if you want really good drinks, exceptional service, and an outstanding sense of comfort and vibe, Vine Room on 5th is absolutely worth your time and your money.

    We went out for a night cap after dinner. This bar is located in the nice part of Naples, we felt…read moreunder dressed walking to the bar. There's free parking on the side streets. Reservation recommended at this bar. The outside of the bar was decorated with vines, very unique. Inside was cool too, had the 1930s era. The menu offers craft cocktails and small plates. Server brought out chips in martini cup. She gave us suggestions for drinks to choose.

    Photos
    The Vine Room - Paloma

    Paloma

    The Vine Room - Old fashioned

    Old fashioned

    The Vine Room - Cinnamon rum drink.

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    Cinnamon rum drink.

    Freedom Fine Cigars - tobaccoshops - Updated May 2026

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