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

Leaf and Bean - Local Vineyard
Winery
Winery
Pocono - Local Vineyard
Your Destination for Premium Cigars, Craft Beers & Fine Wine in St. Augustine
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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.

Poconos Local Wines

Crafted for Connoisseurs

Premium Cigars

Our walk-in humidor—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. to our local’s favorite s like 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 or explore our ever-growing selection.

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.

Happy Hour (3-6 PM): $2 off all draft beers and house wines daily.

Big TVs have all the action including the game of the day.

Daily Specials

$9 Cigar of the Day: A random premium cigar is chosen each day from our large Humidor and sold for $9 (+tax).

So follow us on Social Media, (Facebook / Instagram) to see today’s pick, and don’t miss out!

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.

Leaf & Bean by Island Jim

Specials & Upcoming Events

Upcoming Events

Live Music - Saturday 2-5pm

Monthly Cigar Events Tastings Featuring Top Brands!

Visit Us

Conveniently Located on ‘The Blvd’

Find us at 113 Anastasia Blvd St., across from Black Fly and 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

Business Hours

Open Daily at 10:00 AM – 11:00 PM

Cigarette smoking and well behaved pets welcome.

Join Our Text Club For Updates on Our Events, Specials, and Music!

Text “Wahoo” to 904-615-1413