Havana Luxury Tour

10% Off
Daily Tour 4 days / 3 nights Tour Guide: Colby
Havana, Cuba Latin America, Cuba Tours

Havana Luxury Experience

Designed for the luxurious-long-weekend-traveler, this all-inclusive 4-day / 3-night Luxury Havana Long Weekend Tour delivers the most splendid experience of Havana, allowing you to experience Havana like it was in its golden years. On this tour, you’ll enjoy 5-Star Luxury Housing, 24-hour classic car transportation (with air conditioning), an educational Old Havana Walking Tour, an extensive Cigar Factory Tour, an afternoon at Havana’s most magnificent beach, the city’s most historic and breathtaking sites on a two-hour Classic Car Tour, mouth-watering four course dinners at Havana’s finest restaurants, a Cuban Cocktail Lesson, a world-famous show at the Grand Theatre and the Tropicana Cabaret, alcoholic drinks, and much more! (Please see the “Itinerary” tab for more detail.) 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 travel safely and efficiently. At night, you will encounter a more intimate, laid-back Havana with artsy expressions of the culture on every corner, including dinners at Havana’s highest-rated restaurants. After each evening of world-class entertainment, you will be free to further explore the city as you please or retire to wind down at your private 5-star accommodations.

We guarantee that you will experience Cuban culture at its finest. Even better, you’ll gain a true understanding of what this island, “frozen in time,” was like in its golden years.

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

Upon Your Arrival At Airport

  • Professional Guide
  • Old Havana Walking Tour
  • Cigar Factory Tour*
  • Classic Car Tour (convertible)
  • Cuban Cocktail Lesson + Drinks
  • Afternoon at Havana’s Best Beach
  • Show at Grand Theatre**
  • Show at Tropicana Cabaret**
  • Classic Cuban Souvenir Package***
  • 5-Star Luxury Accommodations****
  • 24-hour Transportation*****
  • Airport Pickup & Drop-off
  • Breakfasts (3), Lunches (3) & Dinners (3)******
  • Alcoholic Drinks*******
  • Detailed Itinerary & Tour Packet
  • Seasonal Packing List
  • Emergency Support

  • Airfare
  • Cuban Visa

  • A detailed, seasonal packing list will be provided to you after booking.

  • We advise to book this tour four or more months in advance.

What to Expect on Your Tour

The draw of this all-inclusive Luxury Havana Long Weekend Tour is that you don’t have to worry about a single thing. Forget about struggling to read maps, slogging through hotel recommendations, and wading through countless restaurants for a decent meal. Prior to your arrival, you’ll receive your complete itinerary, from 5-star accommodations to 24-hour transportation to ticketing to 4-course dinners. A Gardner Tours professional guide, educated on Cuban culture, history, and hospitality, will accompany you for your entire tour. 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; it is our guarantee that your guide will handle any challenges with timely grace. Our goal is to ensure that you are taken care of and receive the authentic luxurious Cuban experience you desire.

Your Tour Guide

Each of our guides are experienced and able to answer almost any question that you may have during your tour. Though we plan everything for you, you will have complete freedom to take your tour at your own pace, stopping as often as you like for a rest on your walking tour, returning to that one famous bar for the fifth time, or simply enjoying your dinner just a little longer than you normally would. Your guide will give you the time and space to enjoy each experience as you please. Your guide will meet you at your accommodations at your desired time each morning to begin the day, and he/she will also ensure that you are home safely at the end of each night.

Our travelers often comment that the experiences that they receive on their tours are top-notch, but our guides are what make the tours so special.

Cuban Cigar Factory

*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.

World Famous Show

**Your first world-famous show will be at The Grand Theatre of Havana, which takes random breaks from shows at certain times in the year. Your second show will be at the Tropicana Cabaret (since 1939), which has shows every night. In the event that these venues do not offer a show during your tour, we will make adjustments and ensure that you experience another amazing show, such as the renowned Cabaret Parisien or the Buena Vista Social Club.

Classic Cuban Souvenir Package

***We desire our travelers to experience the best souvenirs that Cuba has to offer without the hassle of going to get it. We do the grunt work for you. Each of our travelers receive our “Classic Cuban Souvenir Package,” with 1kg of Cuban Coffee, one box of Premium Cuban Cigars, and one bottle of Premium Cuban Rum. We might even throw in a few other goods for you to ensure you remember the great taste of Cuba when you return home.

Havana Luxury Tour Accommodations

****We provide 5-star Cuban accommodations with classic Cuban antiques, colonial architecture, comfortable furniture and beds, as well as privacy to help you properly wind down your evenings. Each room is equipped with an air-conditioner and a private bathroom. The service often includes a 24-hour butler onsite. If you desire to share a room with your travel companions (up to two persons per room), please specify in the details of your booking.

24-Hour Transportation

*****You will have 24-hour transportation available to you during your entire tour. Most of your transportation will already be arranged according to your itinerary, however if you desire to take a trip outside of your itinerary, feel free to arrange it with your driver, and he will be sure to take good care of you and your travel companions.

Luxurious Dining Experiences

******We don’t want you to worry about anything on your tour, especially dining well. Our owner, Colby, is a foodie and has vetted about one hundred restaurants in Havana to identify the restaurants that offer exceptional experiences based on atmosphere, service, taste, and hygiene. Due to his extensive research and formed partnerships, we guarantee that you will enjoy each and every food experience, from breakfasts at your accommodations to your arranged lunches and dinners at Havana’s most sought-after restaurants.

All-Inclusive Alcohol

*******Alcoholic beverages are included in the cost of your tour. Please be aware that the legal drinking age in Cuba is 18 years old. Gardner Tours adheres to the laws of Cuba, and we ask that our travelers honor that as well.

Our Guarantee To You

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

Day One: Arrival in Havana & Classic Car Tour

When you arrive at the José Martí International Airport in Havana, your professional guide will be waiting for you at your final customs exit. Your guide will take you to your 5-star accommodations, where you’ll have a few minutes to get settled. Once you are ready, you’ll kick your tour off with a bang on a two-hour Classic Car Tour of the city in one of our favorite convertibles.

On the Classic Car Tour, you will visit Havana’s most remarkable sites such as the Christ Statue overlooking the city, the Morro Castle, Revolution Square, the Capitol and the Vedado neighborhood. You’ll 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 its mouth-watering cuisine and the live music that the alley offers. Following dinner, your guide can drop you off at your accommodations, if you prefer. But if you’d like to explore the nightlife of Old Havana on foot or visit some of Havana’s famous night clubs in the 24-hour transportation that is available to you, your guide and driver will ensure that you have an exciting and safe night out on the town.

Day Two: Classic Havana

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

Following your visit to the cigar factory and Habanos store, your guide will take you back to Old Havana for lunch at one of our partner restaurants. After a quick siesta, your guide will take you to one of our favorite places in Old Havana — a quiet, private rooftop restaurant in the heart of the city where you will receive a private lesson on how to make Cuban cocktails. The building was originally a colonial-style home constructed in the mid-1800s, yet it now serves as a restaurant, art gallery, and BnB. And yes, of course you get to drink the cocktails after you make them! Each traveler is able to become the bartender himself for a time and put his cocktail-making skills to the test.

After your Cocktail Lesson, you will return to your accommodations where you’ll put on your finest attire. Your guide will drive you to one of our partner 5-star restaurants to taste its immaculate cuisine. After you have satisfied your appetite, your guide will drive you back to Old Havana where you’ll experience one of the best shows that Cuba has to offer — at the Grand Theatre of Havana, home of the world’s largest ballet company!

Following the show, you’ll have the opportunity to get your dancing shoes on and explore Cuban nightlife. However, if you’d prefer to retire for the evening, your guide will transport you to your accommodations.

Day Three: Cuban History, Culture, Blue Waters, & a World-Famous Show

Day three is the icing on the cake, as you step even deeper into Cuban history and culture. Your guide will meet you at your accommodations at the time of your choosing, and together you’ll begin your Old Havana Walking Tour.

On the Walking Tour, you will receive a comprehensive education of Cuban culture, history and folklore. Your guide will walk you through the old city to some of its most historic and romantic sites such as the Castle of the Royal Force, Plaza de Armas, Plaza Vieja, the Havana Cathedral, and La Bodeguita del Medio (one of Hemingway’s hangouts). You will meet local artists at their shops and might even bump into a few of Havana’s vibrant personalities. Who knows, you might even find yourself dancing to traditional Cuban music with locals in the street!

Following lunch at one of our favorite partner restaurants, you will have the opportunity to extend the walking tour into 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. [Alternatively, you can head straight to the beach, the next portion of the day, to catch more rays.]

After your walking tour, you will return to your accommodations and prepare for an afternoon at Havana’s most pristine beach. Your driver and guide will pick you up from your accommodations at the time of your choosing and take you to the beach for some time of rest and relaxation.

Upon your return from the beach, your guide will accompany you to another one of our favorite 5-star partner restaurants to dine on its fine cuisine. This will be the perfect opportunity to sit back, relax, and take it all in as you wind down your final evening in Havana.

But before you begin to think about returning home, you will experience one more exceptional show — this time at Cuba’s most famous nightclub and cabaret, the Tropicana! The Tropicana Cabaret offers an unforgettable two-hour live show with music, dancers, and acrobats. The show that has been held every night at the Tropicana Cabaret since 1939 and is the model for Las Vegas’ show girls. Following the show, your driver will return you to your accommodations in Old Havana to rest and prepare for your departure the next day.

Day Four: Final Taste & Departure

Most of our travelers like to take the morning easy, especially after an incredible night at the Tropicana. But if you wish to get out and about on your last morning in Old Havana, your guide will meet you at your chosen time to explore and get your final taste of “the city frozen in time.” You can spend your time purchasing any last-minute souvenirs from local artisans and taking any photos that you may have missed.

Three to four hours prior to your flight, your guide will accompany you in private transportation to the airport to say your final goodbyes and send you on your way.

Our Guarantee

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

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.

1 Review

  1. John E.
    3:55 pm - March 25, 2022 / Reply

    Exceptional & Caring: We just spent 4 days with Gardner Tours in Havana. From the start of the planning to the assistance at the airport in Havana as we departed, Colby Gardner was a treasured resource.

    This was a Custom Havana Luxury Tour, personalized to our interests. Colby was very accommodating throughout the process. Cuba is just re-opening after a lengthy COVID shutdown. He arranged housing at a quiet 5-star BnB in Old Havana that was beautifully furnished, up-to-date in every way, with attentive service from the moment you entered the front door.
    The start of each day was a lovely breakfast. The food was delicious and fresh. Each day was a combination of walking and being driven in classic cars (’57 Chevy & ’54 Mercury convertible).

    The tour was a combination of history, culture and art. The trip to the eastern suburbs to see Ernest Hemingway’s home was a worthwhile detour from the many urban sights. But the highlight of the trip was the opportunity to spend the morning at the studio of one of Havana’s young, successful and creative artists.

    Lunches and dinners were varied and delicious. Most were in small venues throughout the city featuring excellent fresh food and great frozen drinks. We never would have found these great restaurants if Colby hadn’t been our guide. Also noteworthy was that Colby was hailed by countless people as we made our way around Havana. He is well known and respected.

    Finally, we need to say that Colby was a terrific guide and host. He really cared that we were having the experiences that we wanted and having fun in the process. He also was a big, big help when we were having technical difficulties the day before departure with getting the online COVID results. Thanks, Colby. You did it all for us.

    This tour company is based in the U.S. (Georgia) which made the trip planning exceptionally easy.

    1. Colby Gardner
      4:00 pm - March 25, 2022 / Reply

      John, it was such an honor to host you and Nancy in Havana this past week. Thank you for trusting us with your vacation and for your kind and detailed review. We hope to serve y’all again soon!


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