Lovers of the Leaf

By pressing the 'I AM OF LEGAL AGE' button,
I agree that I am of legal age for smoking
and drinking in my country.

Share Article

Cigar Friendly – April 16, 2020

FREEDOM FINE CIGARS & LOUNGE | Cigarfriendly: Naples, FL

Heading South from downtown Naples, Florida on the Tamiami Trail you’ll see a bastion of righteousness on the right side of the road called Freedom Fine Cigars & Lounge.

Text: Bruce Busch
Freedom Cigars

Heading South from downtown Naples, Florida on the Tamiami Trail you’ll see a bastion of righteousness on the right side of the road called Freedom Fine Cigars & Lounge.  In a city like Naples, it’s very easy to get caught up in the glitz and glamour of the luxury lifestyle.  If you are looking for a release from this somewhat tired pursuit, I have just the cigar lounge for you!  I would simply classify Freedom as the working man’s, blue-collar cigar lounge.  Randall Denman, owner of Freedom and creator of the concept was the wine sommelier at The Grand Havanna Room in New York City for 13 years.  So Freedom is a beautiful blend of very palatable wines at a reasonable price along with a nice craft beer selection, and a very down-to-earth setting in which one can relax with a great cigar and let the troubles of the working day fade away.

In addition to a fantastic cigar selection that has everything one could want, there is also a house cigar here that is the real star!  Freedom has their own line of cigars that are available in all the main sizes and shapes.  These cigars, which are created and hand-rolled by Oswaldo Pla in the Dominican Republic, have a special guest tobacco in the filler.  Peruvian tobacco is used in the blend, hence the name of the line: Machu Picchu.  The Machu Picchu series ranges in price from $5.75 to $7.00 depending on the size.  The Peruvian filler adds a sublime almond essence to what is already a delicious treat!  If you prefer one of the classic brands, you could do worse than have Randall choose a cigar for you since he knows most of the masters personally from his time up in the Big Apple. After your cigar and drink choices are made, it’s time to sit in one of the two circular smoking areas and get to know your neighbours.

Freedom Cigars Lounge

Photo: Bruce Brush

“There is no elitism here” says Denman. Freedom does not have a membership program, nor does it have lockers.  Everyone that walks in to Freedom has equal status.  Sometimes in other lounges there can be a bit of a disparity between patrons depending on how much stock they have in the place.  That concept doesn’t live here.  On Tuesday, all draft beers are $2, wine is half price on Wednesday, and cigars are available everyday at the best prices to be found anywhere.  Freedom makes it truly accessible for all to live the cigar lifestyle without breaking the bank.

Freedom Fine Cigars & Lounge

2260 Tamiami Trail East
Naples, Florida 34112
(239) 207-9070
www.Freedomfinecigars.com

Beer and wine: yes
Food: no
Cigars: yes
Seating Capacity: 40

Google Maps

By loading the map, you agree to Google's privacy policy.
Learn more

Load map

Always unblock Google Maps

Done, and thank you.

Please check your inbox and click the confirmation link to complete your subscription. If you do not see the message, please check your spam or junk folder. We are delighted to have you as part of our community.

Your Cigar Journal Team

Trending Articles

Cigar News – October 20, 2026

Tabacalera USA Announces New Roles for Key Leadership

Cigar News – October 22, 2026

Three Leaf: The Development of Cigar Culture in Saudi Arabia

Cigar Life & Culture – January 22, 2025

Great Wall Cigar Hosts Product Launch Event in Hong Kong & Macau

Cigar News – January 22, 2025

Alec Bradley Releases Uncut Pairing with Green River Distillery

Cigar Industry – January 19, 2025

Twice The Celebration

Cigar News – January 24, 2025

Puro Sabor 2025: Day 3

New Releases – January 20, 2025

New Cohiba and Montecristo Short Humidors Year of the Snake

Cigar News – January 15, 2025

Light em Up Lounge – January / February 2025

Cigar News – January 18, 2025

Maya Selva Cigars Premiere in Danlí, Honduras

Cigar News – January 21, 2025

Puro Sabor Festival 2025: Day One

Cigar Friendly – January 15, 2025

Vintage Cigar Lounge Opens in Dubai

Cigar News – October 20, 2026

Plasencia Cigars and Corona Cigar Company Expand Product Partnership with Alma Fuerte

Cigar News – October 15, 2024

Light em Up Lounge – October / November 2024

Cigar Industry – January 20, 2025

Chip Goldeen Joins Cayman Cigar Co. as EVP of Sales

Cigar Industry – January 20, 2025

Oliva and CSWC Create New Brochure of Rules

Cigar Industry – January 23, 2025

GPC Brings on Jaime Flórez-Estrada As Global Chief Growth Officer

Cigar News – November 16, 2024

Light em Up Lounge – November / December 2024

Cigar Industry – January 24, 2025

M. K. & Söhne takes over distribution rights for Rocky Patel