Havana Long Weekend Tour

Tour Overview

Designed for the long-weekend traveler, this 4-day private Havana Long Weekend Tour delivers an unhurried, authentic look into Cuba’s iconic capital. On this fully hosted private journey, you'll experience the perfect blend of historic culture, rich heritage, fine local dining, and vibrant nightlife—all seamlessly arranged for an effortless getaway.

From the moment you arrive, your dedicated professional guide and private driver accompany you every step of the way, allowing you to relax and immerse yourself in the magic of Havana.

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 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.
  
• Cigars & Cocktail Mixology: Go behind the scenes on an exclusive Cuban cigar factory tour, followed by a private cocktail masterclass to learn the secrets of traditional Cuban mixology.
  
• Fine Dining & World-Class Performing Arts: Savor curated dinners at premier local paladares before taking in a world-class show at the Grand Theatre or the iconic Cabaret Parisien.
  
• 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 centered in the vibrant heart of Cuba's historic capital, filled with private guided excursions, rich culture, and memorable evening entertainment.

Experience Cuba Hosted by Gardner Tours

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

Experience romantic, authentic Cuba on the ultimate 4-day private getaway. Select your travel dates above and book your private tour today!

Day One: Arrival in Havana & Classic Car Tour

Based upon the time your flight arrives at the José Martí International Airport in Havana, your professional guide will be waiting for you at your final customs exit. Following the ride into Old Havana, you will get settled into your BnB, then kick your tour off with a bang on a two-hour Classic Car Tour of the city! You will visit Havana’s most remarkable sites such as the Christ Statue overlooking the city, the Morro Castle, Revolution Square, the Capitol, the Vedado neighborhood, and finish with a breezy cruise down the Malecón (seawall) at sunset. After your classic car tour, you will be dropped off at our favorite restaurant in the city to experience their mouth-watering cuisine and the live music that the alley offers! If you choose, your guide will drop you off at your BnB after dinner. If you desire to explore the nightlife of Old Havana, you will be free to do so.

Day Two: Classic Havana

Day two will include an incredible Cigar Factory Tour, Cuban Cocktail Lesson, and a show at the world-famous Grand Theatre of Havana, as well as dinner at an outstanding restaurant with live jazz! Your guide will meet you at your chosen time in the morning, then you will be transported to one of Havana’s famous cigar factories to receive a complete education on the process of Cuba’s world-renowned tobacco!

Following your visit to the cigar factory and Habanos store, you will be transported back to Old Havana for lunch at the restaurant of your choice (your guide can give recommendations). After taking lunch, you may have a time to rest if you please, then you will get a private lesson on how to make Cuban cocktails!

Just before dinner, you will take time to clean up and put on your best outfit to experience one of the best shows that Cuba has to offer at the Grand Theatre of Havana! But before that, your guide will take you to one of our favorite places in Old Havana, a quiet and private rooftop restaurant in the heart of the city. After you have tamed your appetite, your guide will accompany you to your show at the Grand Theatre of Havana, home of the world’s largest ballet company!

Following the show, you may want to get your dancing shoes on and explore Cuban nightlife, but if not, your guide will drop you off at your BnB.

Day Three: Cuban History & Culture

Day three will be icing on the cake as you step even deeper into Cuban history and culture. At the arranged time you choose, your professional guide will meet you at your BnB to begin your day. You will receive a completely comprehensive education of Cuban culture, history, folklore, and much more on a Old Havana Walking Tour. You will walk through the city to learn of and visit some of its most historic and romantic sites like the Castle of the Royal Force, Plaza Vieja, the Havana Cathedral, La Bodeguita del Medio (one of Hemingway’s hangouts), and so much more. You will meet local artists at their shops and might even bump into a few of Havana’s personalities. Who knows, you might even find yourself dancing to traditional Cuban music with locals in the street! Your Old Havana Walking Tour will begin in the morning in the oldest part of the city, and following lunch at the location of your choice (your guide can give recommendations), you will complete the walking tour in the Capitol Area visiting locations like an artisan’s market, Central Park, the Capitol, the Original Partagas Cigar Factory, and the Museum of the Revolution among others.

After your walking tour is complete, you will have the time and freedom to rest and clean up before dinner if you so choose. Your guide will then accompany you to another favorite restaurant of ours to dine on fine cuisine and enjoy live Cuban jazz. This is the perfect opportunity to sit back, relax, and take it all in as you wind down your final full day in Havana. If you choose, your guide will drop you off at your BnB after dinner. If you desire to explore the nightlife of Old Havana, you will be free to do so.

Day Four: Final Taste & Departure

Most like to take the last morning easy, but if you want to get out and about on your last morning in Havana, your guide will meet you at your chosen time to explore and get your final taste of “the city frozen in time”. You will have time to purchase any last-minute souvenirs from local artisans and take those photos that you may have missed.

Three to four hours prior to your flight, you will be picked up by your private taxi driver and your guide will accompany you to the airport to say your final goodbyes and set you on your way.

Included

• Professional Guide*
• Airport Pick-up & Drop-off
• Local Transportation
• Accommodations at BnB*
• Three Nights in Havana
• Breakfasts (3) & Dinners (3)
• Old Havana Walking Tour
• Cigar Factory Tour*
• Classic Car Tour (convertible)
• Cuban Cocktail Lesson + Drinks
• Big Show at Grand Theatre or Cabaret Parisien*
• Detailed Itinerary & Tour Packet
• Seasonal Packing List
• Emergency Support

Not Included

• Airfare
• Cuban Visa
• Lunch
• Alcoholic Drinks
• Tips (Guide, Drivers, etc)

More Information

* See the What to Expect tab for details on starred items.

WHAT TO EXPECT ON YOUR TOUR

On this Havana Long Weekend Tour, you can expect your complete itinerary from accommodations, transportation, ticketing, and meals to be previously arranged and paid for by your guide. You will be accompanied the entire tour by a Gardner Tours professional guide, educated on Cuban culture, history, etc, and all we require of you is to simply enjoy yourself! In the event that something changes or doesn’t go exactly as planned, please be patient and courteous, as it is our guarantee that our guides will handle any challenges with timely grace to ensure that you are taken care of and that you get the authentic Cuban experience you desire.

Your Tour Guide

Each of our guides are well versed in their city and able to answer almost any question you may have for them! You will have complete freedom to take your tour at the pace you please, stopping as often as you like for a rest on your walking tour, returning to that one souvenir shop for the fifth time, or simply enjoying your dinner just a little longer than you normally would. Your guide will give you time and space to enjoy your lunch each day as you like (with or without them). Your guide will meet you at your arranged time each morning at your BnB to begin your day and will drop you off at your BnB each night. They will serve you along the way and ensure that you are well taken care of during your entire stay.

Havana Long Weekend Tour Accommodations

Your accommodations will be at a Cuban BnB equipped with air-conditioner as well as a private bathroom. Each of our accommodation partners provide private rooms with a full bed and a twin bed, and can occupy up to three persons per room. If you desire to share a room with your travel companions (up to three persons per room), please specify in the details of your booking.

Cuban Cigar Factory

Cigar Factories in Cuba are closed on the weekends as well as two longer holidays during the year. If you happen to book during these times, we will make adjustments to allow for you to learn about the cigar-making process.

World Famous Show

The Grand Theatre of Havana takes random breaks from shows at certain times in the year. If you book during these times, we will make adjustments and take you to another show, such as the famous Cabaret Parisien or the Buena Vista Social Club.

Our Guarantee To You

Gardner Tours is committed to delivering you the most hospitable and entertaining tours offered in Cuba! If you have questions or would like to adjust this tour in any way, feel free to contact us and we will gladly accommodate your desires.