Havana Long Weekend Tour

Daily Tour 4 days / 3 nights
Havana, Cuba Latin America Availability: Jan 10, 2019

Designed for the long-weekend-adventurer, this 4 day / 3 night Havana Long Weekend Tour delivers truly the best experience of Havana, allowing you to explore at a slower pace. On this tour, you’ll enjoy an Old Havana Walking Tour, an extensive Cigar Factory Tour, Havana’s most historic and breathtaking sites on a two-hour Classic Car Tour, mouth-watering meals at Havana’s finest restaurants, a Cuban Cocktail Lesson, a world-famous show at the Grand Theatre, and much more! Your professional guide will walk you through Havana’s great history, cuisine, 500 year-old stories, rich arts, folklore, and famous nightlife, ensuring that you get where you are going safely and efficiently, experiencing only Havana’s best. At night, you will encounter a more intimate, laid-back Havana with artsy expressions of the culture on every corner, including dinners at our favorite restaurants in Old Havana. After dinner, you will be free to further explore the city as you please or retire to wind down at your private BnB. On this tour, it’s guaranteed that you will experience Cuban culture at its best and gain a true understanding, from experience, what this island, “frozen in time”, was like in its early years.

Book now to experience romantic Havana over a long weekend on this unforgettable Havana Long Weekend Tour!

José Martí International Airport (Google Map)

Upon Your Arrival At Airport

  • Professional Guide
  • Old Havana Walking Tour
  • Cigar Factory Tour*
  • Classic Car Tour (two hours)
  • Cuban Cocktail Lesson + Drinks
  • Show at Grand Theatre**
  • Breakfasts (3) & Dinners (3)
  • Accommodations at BnB***
  • Local Transportation
  • Airport Pickup & Drop-off
  • Detailed Itinerary & Tour Packet
  • Seasonal Packing List
  • Emergency Support

  • Airfare
  • Cuban Visa
  • Lunch
  • Alcoholic Drinks
  • Tips

What to Expect

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

Each of our guides are experienced and able to answer almost any question that you may have during your tour. 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 each lunch as you please, 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.

*Cigar Factories in Cuba are closed on the weekends as well as two longer holidays during the year. If you book during these times, we will adjust to ensure that you experience the cigar making process.

**The Grand Theatre of Havana takes random breaks from shows at certain times in the year. In the even that 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.

***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.

Gardner Tours is committed to delivering you the most professional, comprehensive, and entertaining tours offered in Cuba! If you would like to adjust this tour in any way, please contact us so we may accommodate you.

What to Bring
  • A detailed, seasonal packing list will be provided to you after booking.
Day One: Arrival in Havana & Classic Car Tour

Based upon the time your flight arrives to 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 of 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. This restaurant was originally a colonial-style home constructed in the mid-1800s, yet now serves as a restaurant, art gallery, and BnB. 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 be walked 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 hangout), 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.

Our Guarantee

Gardner Tours is committed to delivering you the most professional, comprehensive, 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.

Havana, the colorful capital of Cuba, is a vibrant and bustling city full of architectural, cultural, and head-turning gems that spark an inviting curiosity within its travelers. Founded in 1519, Havana remains the economic, political, cultural and social hub of this rich island nation. Everything within this UNESCO World Heritage Site, from the classic cars to its world-famous cigars and living folklore beckons the explorer in you to come alive.

7 Reviews

  1. Ryan H.
    10:52 pm - February 14, 2019 / Reply

    I’ll have to admit I was slightly hesitant to go to Cuba due to the history between our two countries. I was totally wrong. I have visited many Latin American countries and I felt by far the safest in Cuba. My guide was great. (I’m sure that had a lot to do with it). Cuba has a very special and unique feel to it that can only be experienced there! I’m already booking my next trip and taking my wife. We are definitely using the same tour agency. Even the B&Bs that Gardner Tours uses are great. Can’t wait to go back!

    1. Colby Gardner
      11:25 pm - February 14, 2019 / Reply

      Thank you, Ryan! It was wonderful to serve you! We are happy that you are returning with your wife soon!

  2. Fredrik A.
    11:11 pm - February 14, 2019 / Reply

    Liked so much, returning in September! Great service and overall experience! Enjoyed locations, restaurants, events and housing. Great people involved in the whole trip!

    1. Colby Gardner
      11:22 pm - February 14, 2019 / Reply

      Thank you, Fredrik! We are looking forward to having you again soon!

  3. Jessica W.
    1:46 pm - April 18, 2019 / Reply

    Colby is an EXCEPTIONAL tour guide. Both incredibly informative and personable, with a seemingly endless fountain of knowledge, history and memorable stories of Cuba and the Cuban people. He brings an extraordinary country to life and ensure you have a fantastic time while he does it! He knows all the hidden gems in Havana, the right people to transport you through time through their stories and anecdotes…and most importantly (to me as a foodie) he knows all the right places to eat and drink! I imagine anywhere Colby takes you on Gardner Tours would be a memorable and magical experience. Do yourself a favor and travel with Gardner Tours!

    1. Colby Gardner
      1:47 pm - April 18, 2019 / Reply

      Wow. Thank you for your review, Jessica! It was a pleasure serving y’all!

  4. Robby S.
    10:12 pm - June 29, 2019 / Reply

    It had been several years since I had traveled overseas, and these few days in Havana made me remember why I love it so much! To a certain extent, the fascinating history of Cuba speaks for itself, but Colby definitely does a great job of explaining it. His knowledge of Cuba’s history is incredible, and he shares an impressive amount during the Old Havana Walking Tour. Additionally, Colby’s people skills and organizational skills are obvious in the connections built; he’s a hard worker and hustler (in a good way) who seems to know every business owner (and maybe every person) in Havana. If you go on this tour, you’ll benefit from these connections, whether it’s through eating some amazing food (definitely recommend the Azul Klein at Esto no es un Cafe or the Sandwich Cubano at Lo de Monik) at the local restaurants, learning how to make (and drink) two traditional Cuban cocktails from a charismatic local bartender, or learning how cigars are made from an informative and friendly local guide. And I haven’t even touched on the beautiful beach, the incredible show, or the comfortable B&B (and oh my goodness, the fruit served every morning at breakfast!). Suffice to say that it was an incredible trip. If you go, Colby’s knowledge provided to you before and during the trip will make it an easy, safe, fun, and fascinating experience.

    1. Colby Gardner
      10:16 pm - June 29, 2019 / Reply

      Wow Robby, thank you so much. It was wonderful serving y’all and I’m so glad y’all had an incredible time!

  5. Sheila D.
    10:13 pm - June 29, 2019 / Reply

    This trip was amazing!! Colby was such a supportive guide. From even before I booked he was available to answer questions and support. It was a very personalized experience. I can tell he puts his whole heart and soul into the job. The weekend tour was perfect, with the right amount of balance between down time and things to do; I never felt over booked but felt like I got to do everything I wanted to do. The people of Cuba we got to meet I will remember forever, the food was SO good, the BnB accommodations were wonderful, and the experiences made me feel like I had a true taste of Cuba. Colby made me, as a woman inexperienced in travel, feel very safe. All his website information is detailed and accurate, and he was able to be flexible if needed/asked. I’d recommend this tour to anyone who wants something a little different, something to remember forever.

    1. Colby Gardner
      10:15 pm - June 29, 2019 / Reply

      Wow Sheila, thank you for your kind review! It was an honor to serve you guys!

  6. Olivia S.
    10:24 pm - June 29, 2019 / Reply

    Our group decided on a girls trip and took advantage of our time by doing the long weekend tour. We were able to sightsee, enjoy the cigar factory and beach plus had great food and live music in the evenings. Colby did a great job planning everything and we were definitely taken care of along the way! I will definitely go again!

    1. Colby Gardner
      10:24 pm - June 29, 2019 / Reply

      Thank you for your kind review, Olivia! It will be great to serve y’all again someday!

  7. Steven B.
    10:25 pm - June 29, 2019 / Reply

    Colby was super hospitable and very professional. He knows the people and all the ins and outs of Havana. We were in a killer BnB in the city and the experience was amazing!

    1. Colby Gardner
      10:25 pm - June 29, 2019 / Reply

      Thanks for your review, Steven! It was a pleasure serving you there! And yes, that BnB was amazing wasn’t it!? It’s one of our favorite Bed and Breakfasts that we partner with! We hope to serve you again sometime!


Write a Review

Your email address will not be published. Required fields are marked *

Total: $999.00 From $999.00 /person

(Please input info above first.)

Out of stock

× $999.00 = $999.00

Exceed the maximum number of people for this tour. The number of seats available is 10


If you have questions or would like to adjust this tour in any way, please contact us using the form below.

Other Tours

Cuba Cigar Tour – Public

 7 days / 6 nights
5% OFF
5% OFF