Your Destination for Premium Cigars, Craft Beers & Fine Wine in St. Augustine

Home to the Largest Humidor
on Anastasia Island

Home to Leaf by Oscar, The Island Jim #2, and St. Augustine’s own, Nauti Hooker along with a great selection of premium cigars

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Your Destination for Premium Cigars, Craft Beers & Fine Wine in St. Augustine

Leaf & Bean by Island Jim

Specials & Upcoming Events

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About Us

Welcome to Leaf & Bean by Island Jim

Just 10 minutes from downtown St. Augustine and a short walk over the Bridge of Lions, Leaf & Bean is your go-to destination for premium cigars, beer & wine, and relaxation.

Founded in 2024, our locally owned and operated lounge offers a modern, sophisticated setting for locals and visitors alike. Whether you’re stopping by for a quick cigar pick-up on the way to the course, or spending the afternoon with friends watching the game, you’ll always feel at home here.

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Crafted for Connoisseurs

Premium Cigars

The largest on Anastasia Island is packed with premium cigars. From our signature blends, including Leaf by Oscar, The Island Jim #2, Nick & Jim P.B.E. and local’s favorites: the Nauti Hooker, as well as Davidoff, Padron, Arturo Fuente, Dunbarton, Tatuaje, and Crownheads, so you’ll find the perfect smoke for every occasion.

Ask our team for recommendations.

Craft Beer & Fine Wine

Pair your cigar with our selection of craft beers and wines. Sip on your favorite beverage and enjoy the relaxed ambiance of our lounge.

Every Day Happy Hour (5-7 PM): $2 off all draft beers and house wines

Big TVs have all the action, including the game or match of the day.

Ask us about our ‘cocktail’ selection.

Daily Specials

Cigar of the Day*: A random premium cigar is chosen from the humidifier each day, from our large selection of premium cigars, and sold with a free beer, wine, or drink.

(*See details at Leaf & Bean, 113 Anastasia Blvd. StA FL 32080)

So follow us on Social Media, (Facebook / Instagram) to see today’s pick.

Relax in Style

Designed with comfort and sophistication in mind, our lounge is the perfect space to unwind. Whether you’re catching up with friends, watching your favorite team on our large TVs, or enjoying a solo moment with a cigar, you’ll love the inviting atmosphere at Leaf & Bean.

The bar and high-top areas give you a chance to hang out with our friendly staff; as well as learn about the history of St. Augustine, get ideas for other cool places to visit, and of course, make new friends.

Features:

Largest Walk-In Humidor on Anastasia Island
Modern, Lounge-Style Decor
TVs for Watching Games
Free On-Site Parking
3 smoke filters cleaning the air
Outdoor seating options

Leaf & Bean by Island Jim

Get in Touch

We’d love to hear from you! Whether you have questions about our premium cigars, fine wines, or cold beers, or if you just want to say hello, feel free to reach out.

Get in Touch

Visit Us

Conveniently Located on ‘The Blvd’

Find us at 113 Anastasia Blvd St., just minutes from downtown St. Augustine and the beaches. With free parking and a welcoming atmosphere, Leaf & Bean is the perfect destination for your next cigar lounge experience.

Membership of the Cabernet Sauvignon Club

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Contact Now

Address: 113 Anastasia Blvd St. Augustine FL 32080
904-615-1413
info@islandjimcigars.com

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Business Hours

Open Daily at 11:00 AM

Cigarette smoking and well-behaved pets are welcome.

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Stay with us...

Visit Saint Augustine and stay above the shop

    
 
 
      Trustindex verifies that the original source of the review is Google. This really is a wonderful, relaxing location. Stopped in for a work lunch with a few colleagues, ordered some Sarbez from next door and enjoyed ourselves at one of the inside tables. The humidor selection is fantastic and so is the beer. Definitely a spot worth visiting on a regular basis!
  
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   Aaron 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. Great place! Cold beer, owner on site, terrific happy hour prices. We watched football there. Also good wines.
  
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   Rachel Warren 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. Great selection of premium cigars. Largest humidor on  Anastasia Island. Relaxing environment with very friendly and knowledgeable staff to assist with your selection. Highly recommend.
  
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   Timothy Beaulieu 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. This was our first visit , definitely won't be our last. Jerry was very informative on the different varieties of cigars that were offered.
  
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   A digi 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. Island Jim’s is my new home away from home when I come to manage our Prime IV in St Augustine! Great humidor selection, coffee’s, wine, beer and conversation! When Jim’s there always great talking business and community! Yesterday I ordered Jim's branded cigars for a wedding party on men, and a L & B team member delivered them to my spa as I was out of town. They loved the gesture and cigars. This was so appreciated Jim!!! See you week after next!
  
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   Scot Andrews 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. Great place to hangout with a smoke and a drink. Friendly and knowledgeable staff. Good selection of cigars, beer, and wine also. Highly recommend.
  
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   Jennifer Dezzi 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. Great selection, friendly and knowledgeable staff.
  
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   Kenn Klarich 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. If I lived in St. Augustine, this is where my wife would find me every night after I broke curfew! Coffee, wine, beer and the best stocked Humidor in town. It’s a nice walk from downtown if you need to escape the lunacy but also found a good parking spot. Every place is the “locals spot” and this is no different; charming, great ventilation, outdoor seating, and a wonderful bar.
  
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   William Russell 
 
 
 
 
     Trustindex verifies that the original source of the review is Google. Great staff and great selection of cigars Along With beer & wine menu I highly recommend to anyone to stop in
  
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   John N