We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

The Southernmost Cigar Club and Smoke Shop - CLOSED

300 Front St, Upstairs, Key West, FL 33040-6629
+1 305-509-7780
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
  • Excellent66%
  • Very good28%
  • Average3%
  • Poor0%
  • Terrible3%
25 Jun 2016
“Cool Vibe”
13 Jul 2015
“Great service and selection!!”
Restaurant Hours Closed
American, Bar, Pub, Vegetarian Friendly, Vegan Options
300 Front St, Upstairs, Key West, FL 33040-6629
All Details
Reviews (28)
Traveller rating
Traveller type
Time of year

1 - 10 of 28 reviews

Reviewed 25 June 2016

I don't even smoke cigars but my husband will every now and then so we went. Very cool vibe and the food was good. Cool to watch cigars being rolled. :)

Thank Jessica C
Reviewed 13 July 2015 via mobile

Best prices on Duvall St. that we found! Great selection and very helpful helping us find what we wanted for our pallet. It's on the quieter end of Duvall so you might pass many other cigar shops but this shop beat the other's prices. You...More

Thank Bankerchic77
Reviewed 8 July 2015

Food and drinks where good. Service was a little slow but the live music and friendly staff made up for that.

Thank Sarah2399
Reviewed 18 February 2015

Great cigar assortment. Cold cheap beer. Cigar lounge upstairs with live music. In old key west near the winery and pier.

Thank Laura W
Reviewed 10 February 2015 via mobile

Unexpected hideaway that has everything you could want to hangout and relax. Our Number One recommendation.

1  Thank JamLam3
Reviewed 3 February 2015

Have been to this cigar shop over the years several times. Stopped in yesterday to my favorite place to buy freshly hand rolled cigars. It appears that the same gentleman is still making cigars for the Southernmost Cigar Club. My favorite is the FHR Torpedo...More

Thank Jeffrey R
Reviewed 7 September 2014

Good music, good drinks. Great spot to just relax with friends, listen to music and talk. It's on the second story above a cigar shop, so perfect for those who want to pick one up then relax for a smoke. It's a small place but...More

Thank CCECH2014
Reviewed 22 July 2014

this place is a jewel in the rough that is the keys.. if you want to take a night off the chaos that make the keys awesome and just chill go here i promise you wont regret it

Thank Ian E
Reviewed 1 May 2014

We generally stop in here on our annual KW treck but must have missed it last year or they moved after our 2013 visit cause we couldn't find them at first. And then, there they were just down the street. I must say we preferred...More

Thank SharTom1
Reviewed 17 March 2014

Stopped in here on the recommendation of the hotel bartender. BEST ADVICE OF THE TRIP!! If you are a cigar smoker, in the words of the owner, "The cigar smoker is king"! Rockin Blues Band both nights I was there. The bartender John was always...More

Thank Philip H
Nearby HotelsSee all 51 hotels in Key West
Margaritaville Key West Resort & Marina
2,386 reviews
.07 miles away
Ocean Key Resort & Spa
2,676 reviews
.13 miles away
Pier House Resort & Spa
2,424 reviews
.14 miles away
Hyatt Residence Club Key West, Sunset Harbor
309 reviews
.15 miles away
Nearby Restaurants
Roof Top Cafe
1,495 reviews
.02 miles away
Red Fish Blue Fish
1,429 reviews
.05 miles away
Hog's Breath Saloon
2,036 reviews
.05 miles away
Bruschetta Cucina Italiana
120 reviews
.02 miles away
Nearby Attractions
Mel Fisher Maritime Heritage Museum
1,427 reviews
.05 miles away
Audubon House & Tropical Gardens
541 reviews
.04 miles away
Key West Art & Historical Society Custom House Museum
344 reviews
.05 miles away
Key West Shipwreck Treasure Museum
955 reviews
.03 miles away
Improve this listing

Restaurant Details

Open Hours
10:00 - 22:00
10:00 - 22:00
10:00 - 22:00
10:00 - 22:00
10:00 - 22:00
10:00 - 22:00
10:00 - 22:00
Location and Contact Information
  • Address: 300 Front St, Upstairs, Key West, FL 33040-6629
  • Location: United States  >  Florida (FL)  >  Florida Keys  >  Key West
  • Phone Number: +1 305-509-7780
Is This Your TripAdvisor Listing?
Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more. Claim Your Listing