Classic Cuba Tour

Duration 6 Days / 5 Nights
Tour Focus Authentic Cuban Heritage, Historic Havana, Fine Local Paladares, Iconic Classic Cars, Traditional Tobacco & Coffee Traditions, and Scenic Viñales Valley
Group Exclusivity 100% Private (Your Group Only)
Key Hubs Havana (3 nights) & Viñales (2 nights)
Lodging & Meals Hand-Picked Private BnB Accommodations (5 nights) & Curated Fine Local Dining (5 Breakfasts & 5 Dinners)
Included Perks & Activities All Ground & Airport Transportation, Dedicated Professional Guide & Private Driver, 2-Hour Classic Car Tour, Guided Immersive Tours (Old Havana Walking Tour, Viñales Valley Panoramic View, Indian Cave Tour), Cultural & Culinary Experiences (Cigar Factory Tour, Tobacco Farm Tour, Cuban Coffee Experience, Cocktail Lesson with Drinks), and Professional Photography Package
Number Of Travelers: 2 Persons: $3,024 per person

Number Of Travelers

$6,048.00
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 a comprehensive, unhurried holiday in Cuba. Non-U.S. citizens do not need to worry about U.S. travel categories and can travel freely on a standard international tourist entry visa. Our private chauffeured transportation, boutique stays, and dedicated hosts ensure a seamless experience from arrival to departure.

What is included in the Classic Cuba Tour?

This 6-day / 5-night iconic experience balances Havana's culture with Viñales' natural scenery:

  • Accommodations & Transport: 3 nights in Havana & 2 nights in Viñales (private BnB accommodations), private airport pick-up/drop-off, and ground transportation.
  • Meals: Daily breakfasts (5) and curated dinners (5) included.
  • Havana Highlights: 2-Hour Classic Convertible Car Tour, Old Havana Walking Tour, Cuban Cocktail Lesson + drinks, and working Cigar Factory Tour.
  • Viñales Highlights: Panoramic Viñales Valley view, authentic Tobacco Farm Tour, Cuban Coffee Experience, and Indian Cave Tour.
  • Extras: Dedicated guide, professional photography package, detailed itinerary packet, and 24/7 emergency support.
When is the best time of year to take the Classic Cuba Tour?

While Cuba offers warm tropical weather year-round, the absolute best time for this tour is during the dry winter and spring months (November through April). This aligns with pleasant, comfortable temperatures in Havana and the peak tobacco growing and harvest season in Viñales.

Is this a private tour or will we be grouped with strangers?

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, enjoying an unhurried, personal journey through Havana and Viñales.

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 the Classic Cuba itinerary be fully customized?

Absolutely! While this 6-day plan offers our most popular balance of city and country, every detail can be customized to your preferences, such as adjusting night stays in Havana or Viñales, or incorporating extra beach days, VIP experiences, or fine dining upgrades. To request a tailored itinerary, visit our Custom Design page or give us a call, and we will design a once-in-a-lifetime trip with you.

Can I bring Cuban cigars, rum, and coffee back home?

Travelers frequently purchase Cuban cigars, rum, and coffee for personal consumption, but import regulations have evolved over time. Prior to returning home, we strongly recommend checking the latest official guidelines on your home country's customs 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 travelers seeking the complete Cuban experience, this 6-day private Classic Cuba Tour covers it all—from classic cars, world-famous cigars, and rich history to stunning countryside nature. On this fully hosted 5-night private journey, you'll explore the dynamic energy of Havana and the tranquil beauty of the Viñales Valley, discovering the authentic heart of Cuba's heritage, cuisine, and culture.

From the moment you arrive, your dedicated professional guide and private driver take care of every detail, allowing you to relax, connect, and enjoy an unforgettable Cuban adventure.

What Makes This Journey Unforgettable

  • 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 stories that unfold the captivating mystery of the city through the lens of your guide and local friends.
  • 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 sweeping 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.
  • Cigars, Mixology & Fine Dining: Go behind the scenes on an exclusive Cuban cigar factory tour, master traditional mixology during a private cocktail lesson, and dine at Cuba’s fine local paladares.
  • Farm-to-Table Immersion & Natural Wonders: Learn the heart of the tobacco and coffee trade directly from local farmers in the Viñales countryside, marvel at dramatic limestone mogotes, and explore an ancient indigenous limestone cave.
  • 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 romantic charm, historic architecture, curated dining, and vibrant rhythm of Cuba’s capital city.
  • Viñales Valley (2 Nights): Two nights nestled in Cuba's breathtaking countryside, surrounded by stunning mountain landscapes, quiet nature, and world-renowned tobacco farmland.

Experience Cuba Hosted by Gardner Tours

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

Experience romantic Havana and awe-inspiring Viñales on the ultimate private getaway. Select your travel dates above and book your private tour today!

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 (purchasing flights, visas, packing list, 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.

Two American Travelers to Cuba standing by of a Maroon 1957 Chevrolet Bel Air in front of the José Martí International Airport in Havana Cuba

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 enjoying a uniquely memorable vacation!

Gardner Tours a beautiful sala with tiled floors and classic paintings on the wall houses a family learning to dance salsa in Old Havana Cuba

Duration

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

Three Elderly Cuban Men Playing Music in a Classic Cuban Band in the Streets of Old Havana, Cuba

Culture on Every Corner

On this Classic Cuba Tour, we want you to experience Cuba’s vibrant culture at every turn, and that is exactly what you will get!

We often hear from our travelers, “Wow, there really is live music on almost every corner!” and “The people are so friendly and welcoming!” Those are just two examples of ways that Cuban culture welcomes you with joy.

We guarantee that you will have ample opportunity to dive into the culture as deep as you desire and we have no doubt that it will leave you in awe.

Two Men Making Cuban Cocktails and Laughing Hysterically in Havana Cuba with Havana Club Rum

Classic Cars, Cigars, and Cuban Cocktails

Whether you're cruising down the seawall at sunset in a 1950s classic American car, learning how to smoke your first cigar, or sitting back and enjoying your third Cuban cocktail of the evening, each day presents a number of these opportunities and more!

From the classic cars filling the streets to the rich tobacco culture found in the Viñales Valley, those delights often inspire comments like, “I’ve heard it said, but Cuba truly is an island frozen in time!” and “These are the things that make me remember why I love traveling so much!”

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

Gardner Tours Owner and Tour Guide Colby Gardner enjoying a cigar pairing with his American travelers at La Cava under the Grand Theatre of Havana in 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!