Premium Cuba Cigar Tour

Duration 7 Days / 6 Nights
Tour Focus Daily Cuban Tobacco & Cigar Experiences, World-Class Culture, Historic Havana, Craft Rum & Cocktail Masterclasses, Live Jazz & Scenic Viñales Valley
Group Exclusivity 100% Private (Your Group Only)
Key Hubs Havana (3 nights) & Viñales (3 nights)
Lodging & Meals Hand-Picked Private BnB Accommodations (6 Nights) & Curated Dining (6 Breakfasts & 6 Dinners)
Included Perks & Activities All Ground & Airport Transportation, Dedicated Guide & Driver, Convertible Classic Car Tour, Guided Excursions (Old Havana, Viñales Valley, Indian Cave), Tobacco & Culinary Experiences (Cigar Factory, Cigar Pairing, two Award-Winning Tobacco Farms, Cigar Rolling, Cocktail Lesson, Cuban Coffee), Live Jazz Dinner, Cuban Dominoes, 10 Premium Cuban Cigars, and Professional Photography Package
Number of Travelers: 2 Persons: $3,415 per person

Number of Travelers

$6,829.00
Desired Tour Start Date:

Frequently Asked Questions

Can American citizens legally travel to Cuba, and do I need a visa?

Yes! US citizens can legally travel on this tour under the authorized Support for the Cuban People category. Gardner Tours handles all legal paperwork, itinerary compliance, and 24/7 emergency support. Plus, we’ll guide you step-by-step through obtaining your official Cuban e-visa–making the process quick, simple, and completely worry-free, so you can focus on making unforgettable memories.

Is Cuba safe for travelers?

Cuba is one of the safest travel destinations in the Caribbean and Latin America! Violent crime is extremely rare. With over 15 years of hands-on experience in Cuba, everything Gardner Tours does revolves around deeply trusted local relationships. As our guest, you are accompanied by a dedicated guide and private driver from arrival to departure, ensuring complete safety, authentic cultural connections, and total peace of mind throughout your journey.

Do you host international travelers from Europe, Canada, and other continents?

Absolutely! Having hosted travelers from over 25 countries, we welcome guests from all over the world who want an immersive, unhurried holiday in Cuba. Non-U.S. citizens can travel freely using a standard international tourist visa without worrying about U.S. regulations. Our private drivers, boutique stays, and dedicated hosts ensure a seamless experience from arrival to departure.

What is included in the Premium Cuba Cigar Tour?

This all-inclusive 7-day / 6-night tour covers all accommodations, private transportation, expert guided tours, and premium experiences:

  • Accommodations & Transport: 3 nights in Havana & 3 nights in Viñales (private BnB accommodations), private airport pick-up/drop-off, and all ground transportation.
  • Meals & Dining: Daily breakfasts (6) & dinners (6), including Dinner & Cigars with Live Jazz.
  • Cigar & Tobacco Experiences: 10 Premium Cuban Cigars, Cigar Factory Tour, 2 award-winning tobacco farm tours in Pinar del Río, private Cigar & Rum experience, and panoramic Viñales Valley view.
  • Guided Tours & Cultural Activities: Dedicated professional guide, Classic Convertible Car Tour, Old Havana Walking Tour, Cuban Cocktail Lesson + drinks, Cuban Coffee Experience, Indian Cave Tour, and Cuban Dominoes Experience.
  • Extras: Professional photography + photo package, detailed itinerary & tour packet, seasonal packing list, and 24/7 emergency support.
When is the best time of year to take a Cuba cigar tour?

While Cuba is a year-round tropical destination, the absolute best time for a cigar tour is during the dry winter and spring months (November through April). This coincides with the official tobacco growing and harvest season in Pinar del Río and Viñales, where you can witness lush tobacco fields, harvesting, and curing in full action.

Is this a private cigar tour or will we be with a larger group?

Every trip we host is 100% private and built around your group. You won’t be shuffled around in a large group with strangers—instead, you’ll travel alongside your own dedicated guide and cigar aficionado (often Colby Gardner himself!). This gives you complete freedom to enjoy an unhurried, personal journey from Havana to Viñales, as you make memories with your group and connect directly with Cuba’s master rollers and tobacco farmers.

Do U.S. credit cards work in Cuba, and how much cash should I bring?

U.S. credit and debit cards do not work in Cuba due to U.S. banking regulations. However, because your tour is all-inclusive (covering private lodging, ground transport, guided tours, breakfasts, and dinners), you only need cash for personal souvenirs, extra drinks, or tips. We recommend bringing crisp U.S. Dollars (USD) or Euros (EUR), and your guide will assist you with currency logistics upon arrival. If you let us know in advance how much cash you'd like to exchange, your guide can often have that local currency ready for you the moment you arrive!

Can this cigar tour itinerary be fully customized?

Absolutely! While this tour offers a complete 7-day cigar and culture experience, every detail can be customized to your preferences, such as adding extra nights, scheduling specific farm visits, or incorporating fine dining upgrades. To request a tailored schedule, visit our Custom Design page or give us a call.

Can I bring Cuban cigars back to the United States?

U.S. travelers often purchase Cuban cigars, rum, and coffee for personal consumption, but import regulations have evolved and changed over time. Prior to returning home, we strongly recommend checking the latest official guidelines on the U.S. Customs & Border Protection (CBP) website for updated allowance limits and duty regulations. Ultimately, bringing items back is at your own discretion.

Have more questions? Visit our Cuba FAQs

Looking for a more Custom Experience?

Tell us how you'd like to travel and we will create a tour according to your desires. Build your Custom Tour now!

Tour Information

Tour Overview

Designed for enthusiasts seeking the ultimate authentic Cuban tobacco experience, this 7-day private Premium Cuba Cigar Tour delivers an unmatched look into world-famous tobacco culture and craftsmanship. On this fully hosted private journey, you'll explore the heart of Cuban history, culture, and traditions—combining legendary urban landmarks with the quiet beauty of the countryside.

From your arrival in Havana to your countryside stay in Viñales, your dedicated professional guide and private driver accompany you every step of the way to ensure a seamless, authentic, and unforgettable experience.

What Makes This Journey Unforgettable

  • Havana Tobacco & Historic Immersion: Tour a legendary Havana cigar factory, cruise through iconic streets in a classic convertible, and master traditional Cuban cocktail mixology.
  • Classic Convertible City Tour: Cruise along the Malecón and through iconic historic neighborhoods in a beautifully restored classic convertible. As you visit legendary landmarks and awe-inspiring viewpoints, your guide unfolds the stories behind 500 years of Cuban history, giving you a captivating, wide-angle perspective on the island's past while connecting you personally to its living culture.
  • Intimate Old Havana Walking Tour: Uncover 500 years of living history on an up-close-and-personal guided walk. Discover hidden plazas, landmark architecture, and intimate local stories that unfold the captivating mystery of the city through the lens of your guide and local friends.
  • Country Farm-to-Table Immersion: Learn directly from master farmers during private tours of award-winning tobacco and coffee farms nestled in the lush Viñales countryside.
  • Culture, Jazz & Local Life: Master the art of pairing premium Cuban cigars with rum, coffee, and chocolate, enjoy world-class live jazz performances, explore indigenous limestone caves, and unwind over an authentic game of evening dominoes with local hosts.
  • Professional Photography Package: Relax and stay fully present in every moment while your private guide candidly captures your journey in the background—hardly noticed. After your tour, you’ll receive a beautifully curated gallery of professionally edited photos to remember your trip forever.

Itinerary Highlights at a Glance

  • Havana (3 Nights): Three nights immersed in the vibrant rhythm, rich architecture, fine local dining, and world-class nightlife of Cuba’s historic capital.
  • Viñales Valley (3 Nights): Three nights surrounded by dramatic limestone mogotes, scenic mountain viewpoints, and the world’s premier tobacco-growing countryside.

Experience Cuba Hosted by Gardner Tours

Gain a genuine, firsthand appreciation for the sweet-natured people, rich craftsmanship, and timeless charm of an island frozen in time—all backed by Gardner Tours' signature warm hospitality and private care.

Is the mystery of world-class Cuban tobacco calling? Reserve your private dates today for this unforgettable Cuba cigar tour.

Gardner Tours Airplane Arriving over Blue Waters and Lush Lands in Havana, Cuba

Preparation

After booking, you will receive an email with a detailed itinerary and tour packet. Those documents will guide you through the entire process of preparation (flights, visas, packing, etc), what your arrival will look like, the details of your tour (duration), and how your departure will be handled.

Our team is committed to serve you with the utmost hospitality, so we are honored to serve you and ensure that you are prepared in the most comfortable way that suits you.

Be assured that if you need help, we will be here to personally guide each step of the way.

Four Friends walking in front of Cuban Capitol in Havana, Cuba with Red and Blue Classic Cars Driving By

Arrival

Based upon the time your flight arrives at José Martí International Airport in Havana, your Gardner Tours Professional Guide will be waiting for you at your final customs exit.

Following a quick meet and greet, you will cruise into Old Havana in a privately arranged taxi, get settled into your BnB, then kick your tour off with a bang!

It won't take long before you're kicking back and lighting up!

Gardner Tours Owner and Tour Guide Colby Gardner talking about the Cathedral of Havana in Plaza de la Catedral in Old Havana, Cuba

Duration

Your Gardner Tours Professional Guide will accompany you the entire way, guiding you through all seven days of your tour. That includes three nights in awe-inspiring Havana and three nights in the jaw-dropping Viñales Valley.

You will have complete freedom to take your tour at the pace you please, deciding to sit and enjoy the view as long as you desire, asking the tobacco farmer as many questions as you want, or simply enjoying your dinner just a little longer than normal. Your guide will serve you along the way and ensure that you are well taken care of during your entire stay.

Gardner Tours is committed to delivering you the most hospitable and entertaining tours offered in Cuba!

Big Family in Colorful Clothing Posing in front of The Cathedral of Havana

Departure

Depending on the departure time of your flight, you might have the opportunity to relax and enjoy your last few hours in Viñales. If so, you will have time to purchase any last-minute souvenirs from local artisans and/or take those photos that you may have missed.

At an appointed time, you will be picked up by your private transport, escorted directly to the José Martí International Airport, and dropped off three hours prior to your departure for an ample amount of time to purchase any last-minute souvenirs, check your bags, go through security and customs, and arrive at your gate for a safe flight home.

Your guide will accompany you all the way until the end.

A crisp box of Partagas Series E No. 2 Cuban Cigars in the perfect lighting

Includes 10 Premium Cuban Cigars!

On our Premium Cigar Tours, we want you to learn not only about the tobacco culture in Cuba, but we also want you to truly experience the cigars themselves.

Throughout your tour, you will enjoy at least ten Premium Cuban Cigars!

You will learn about each cigar from its history, shape, length, taste, ring, etc, and you will walk away with a more experienced pallet and appreciation for Cuban tobacco.

Man smoking cigar and learning how to roll a Cuban Cigar with a farmer in Pinar del Rio, Cuba

Cigar Themed Experiences Every Day

Whether you're learning to roll a cigar on a two-hundred year old tobacco farm, thoughtfully strolling through each floor of a world famous cigar factory, learning how to pair a cigar with rum, coffee, and chocolate or simply sharing a smoke with friends over some dominoes, each day will be filled with the most memorable cigar themed experiences.

It is our honor to deliver you with the most hospitable experiences, to ensure that you truly unwind and enjoy yourself like never before.

One of our previous travelers said, "The most challenging decision I had to make was choosing what shirt I would wear each day."

A beautiful and colorfully dressed family of black people standing for a photo in front of the historic Cathedral of Havana in Old Havana Cuba

A Perfect Private Experience for Your Group

Traveling with Gardner Tours means that you travel in private, no strangers! Each and every tour is tailored to you and your travel desires and needs. You will only travel with the people in your booking, allowing you to have the most amazing and memorable time possible in the setting that you choose with us!

There's nothing like traveling in your own private group and it is our honor to ensure that your time with us is world-class.

After all, we are a hospitality company!