Top 9 Cigar Tasting Events in 2024

Cigar-tasting events are the perfect way to learn about cigars and spend time with like-minded people. Get ready for a special time with events that feature high-quality cigars and cozy gatherings at smoke shops.

Let’s review the top cigar-tasting events in 2024.

Cigar Tasting Events

Attending a cigar-tasting event is like embarking on a journey of discovery. At these events, you can try different cigar brands and flavors, both well-known and new. There’s always something exciting to try, from rare limited editions to innovative blends. It’s a chance to stay on top of the latest trends and expand your cigar horizons.

Davidoff Aniversario Cigar Collection

Cigar-tasting events offer an opportunity to enjoy a smoke and get educated. Guest speakers and experts from the industry often come to these events to share their knowledge, experience, and helpful advice. Attending these events can help you learn about cigar rolling and different tobacco leaves. It deepens your knowledge and enhances your appreciation for cigars.

What to Expect at a Cigar Event

Here’s what you can expect when you attend a tasting event:

• Different types of cigars. The cigars available will depend on the type of event you’re attending. When brand-orientated, you may expect to meet the sales representative for a brand or even the owners. This is a great chance to learn about different brands and try new things.
• Expert guidance. Often, tasting events are led by an expert. This is the perfect opportunity to learn about different types of cigars, how to smoke and enjoy them, and develop your palate.
• A social and relaxed atmosphere. Cigar events create a cozy space to try cigars with people who share your interests. Usually, food and drinks are also included in the main event and ticket price.

Top 10 Cigar Tasting Events

Now that we’ve established the allure of cigar-tasting events, let’s explore the top 10 events worth marking on your calendar.

1. Rooftop Cigar & Scotch Events @ Mykonos

Casa de Montecristo is partnering with Rooftop Cigar in Manhattan, New York. Together, they will host a special event at Mykonos Blue. It will feature a cigar and Scotch-tasting experience. The venue is located on top of the Hayden Hotel. Tickets come with a free scotch and a Romeo San Andres Toro cigar. You can also bring your own cigars to enjoy the beautiful rooftop views.

• When? 31 May 2024
• Where? Mykonos Blue, Hayden Hotel,
• Bookings? Follow this link.

2. San Antonio Cigar Festival

At the San Antonio Cigar Festival, you can enjoy fine spirits and cigars while supporting local businesses. The festival offers education, entertainment, and engagement programs for cigar and spirit enthusiasts. The Priest Holmes Foundation and Operation: Cigars for Warriors will also receive some of the proceeds, which will benefit charity. Talk about a tasting event and festival with heart that also gives back to the community, and this is the one you should attend.

The event offers an open sampling of fine spirits, wine, and craft beer alongside the cigars. You can also meet cigar businesses, distillers, and blenders from Alamo City. They will be there in a relaxed environment with entertainment and food. Lastly, you can watch cigar-rolling demonstrations and enjoy various spirits and wine tastings. Local businesses will also be present.

• When? March 14–17 2024
• Where? San Antonio, Texas
• Bookings? Book your tickets here.

3. The Great Smoke 2024 Year of the Dragon

The main event will be held at the South Florida Showgrounds. There will be enough space for cigar enthusiasts to mingle and enjoy their stogies. It will be a hybrid event, so you can attend it online if you cannot attend it! In addition, people joining online will get their TGS Party Packs in February. People attending in person will get their party boxes at the event. The box will be crammed this time with TGS Swag and all 32 of your cigars, so there’s no need to wait in long lines or use ticket books.

• When? February 23–25, 2024. Main Event takes place Saturday, February 24.
• Where? South Florida Fairgrounds
• Bookings? Check out these links and book either in-person or online.

4. Destination Herf

Picture warm, sunny days on the beach. Come to Florida and experience warm hospitality at the Destination Herf cigar festival. There are plenty of activities for all cigar lovers to enjoy. Of course, there are cigar and liquor tastings and golf, and the main event is on the beach. Miami is so nice, I’ll say it thrice! (Apologies to The Golden Girls). According to their website, this is the perfect event for cigar enthusiasts to sample a variety of cigars from different brands. It is a great way to expand your knowledge and meet other lovers of the leaf.

• When? January 11–14, 2024
• Where? The Citadel Rooftop, 8300 NE 2nd Ave, Miami, FL, among other locations
• Bookings? This is one of many events during Destination Herf. Click here for an all-access pass.

5. Atlanta Cigar Week

The Atlanta Cigar Week was founded in 2017 by Tony Hall, Octavia Toliver, and Henry Stokes. The philosophy behind the week-long cigar event is straightforward.

Cigars unite people, no matter their background, race, preferences, gender, or station in life.

Besides the festival and tasting, you can learn about cigar etiquette, pairing advice, and empowering women. It is the ultimate educational week-long celebration of all things cigars.

• When? 16–22 September, 2024.
• Where? Four Seasons Hotel, Atlanta, GA.
• Bookings? Click the link to sign up for a VIP or an Ultra-VIP experience.

6. Tampa Cigar Week

Tampa, FL, is the USA’s cigar capital. It is also a historic city that hosts a week-long event for cigar lovers to connect. This event also supports the local community, privately owned shops, hotels, restaurants, and clubs. Moreover, they will host a hand-rolling class — sponsored by J.C. Newman Cigar Co. — on Friday, 8 March 2024, to teach you the fine art of rolling a cigar. While you’re at it, remember to sign up for a cigar factory tour, too.

• When? March 6–10, 2024
• Where? 10660 Palm River Rd, Tampa, FL 33619–4571
• Bookings? You can follow the link to book your tickets.

7. Regency Cigar Bar, Greenwich, RI: Thursday Night Luxury Tastings

It’s off the beaten track of the events we’ve listed thus far, but it’s worth it. Every Thursday night between 5 pm and 9 pm, The Regency Cigar Emporium offers half-price in-house drinks and a cigar tasting. Every. Thursday. If you’re ever in Rhode Island for business (or leisure), visit the upmarket venue and enjoy the VIP treatment without asking.

• When? Every Thursday evening, between 17:00 and 21:00
• Where? 752 Main Street East Greenwich, RI 02818
• Bookings? Reserve your spot by following this link and selecting the Thursday you’re in Rhode Island.

8. Smoklahoma by ZT Cigars

The Smoklahoma event is a significant cigar-tasting experience with many vendors in Oklahoma. For the sixth annual event, vendors nationwide will be at Remington Park to sell their cigars and accessories. There will also be spirits to wet those dry throats. You’ll have the opportunity to buy cigars and swag, too. A part of the proceeds will go to Fields & Futures charity.

• When? April 27, 2024.
• Where? Remington Park, 2726 W. Britton Road, Oklahoma City, OK 73120.
• Bookings? Click here to access the ticket sales.

9. Downtown Visalia Cigars & Bourbon

This smoking event was established in 2023 to bring cigar and bourbon lovers together for an evening of great taste. You’ll receive three premium cigars, curated by Sequoia Cigars, and a bourbon-tasting glass with your ticket. There’s also an appetizer spread to match the bourbon and cigars, or you can smoke your cigars at home. Want to avoid drinking and driving? Get a designated driver ticket so your friend can go instead!

• When? April 14, 2024
• Where? Garden St Plaza, Downtown Visalia, CA.
• Bookings? You’ll find more info for the event at this link.

Frequently Asked Questions About Cigar Tasting Events

Have a burning question? We’re here to help!

Are cigar-tasting events only for experienced cigar smokers?

Absolutely not! Tasting events are welcoming events. Newbies and seasoned aficionados all have a seat at the table. Newcomers can learn from experts in the industry and experienced smokers. They can attend educational events and guided tastings to learn more about cigars. Attending a tasting event is a great chance to learn about cigars and speak confidently. If you’d like to brush up on your cigar terms, read our previous post here.

Where Can I Find Out More About These Events?

We’ve provided links for all the events so you can easily book. We’ve been making other Top 10 guides. Look out for them. They’ll give you the latest on cigars. Additionally, your local tobacconist or cigar lounge is a beautiful source of information to help you find out about events in your area.

Can I Buy Cigars at These Events?

Most of the events include a few sample cigars in your swag bag. The point of a tasting event is to connect potential buyers with brands and get them to smoke their cigars. Many of your favorites will be on sale, and there will be many more to discover! Before going to the event, make sure to review the rules on bringing cigars or buying them there. A particular brand holds some events and won’t allow you to smoke your cigars if they are from another brand.

Cigars - Happy Smoking

In Summary

We have primarily focussed on events in the USA for ease of reference and attendance. Attending a cigar-tasting event brings the tobacco fields to your hands without leaving the lounge. Enjoy the experience and ask about drink pairings, brands, or recommendations to suit your taste. If you go to a cigar-tasting event, you’ll have a great time with people with similar interests. Let the good times roll!

Happy Smoking!