4 Day Vintage Havana Tour

4 Day/3 Night Private Havana Tour

Vintage Havana

4 Days/3 Nights Private Air-Conditioned Transportation Casa's and/or Hotels Local English-Speaking Guide Boutique B&B's or Historic Hotels

Tour Pricing

Please enquire now for information about pricing and accommodation options. We can book a range of accommodation options including authentic, upgraded or superior Casa’s/B&B’s.

Tour Introduction

If you have 4 Days/ 3 Nights in Cuba we think this itinerary forms the perfect base from which to tailor your private Cuba tour experience . Please note that we can be 100% flexible with the activities and accommodations included. We can tailor the itinerary to focus on your interests and budget. Havana is world renowned for its rich history, lively music scene, grand architecture, cigar production, mojitos and those classic convertible American cars. Our Private 4 Day Havana Tour will show you all this and more! You’ll have the chance to experience not only this side of Cuba, but also have a chance to meet with local Cubans and hear their stories first hand, giving you a rare insider glimpse into the history, culture and rhythms that make Cuba's capital city so unique.

*B,L,D denotes breakfasts, lunches and dinners included.
*Please note that the map is for illustration purposes only and does not indicate the path you will follow across Cuba or the type of transportation included. 
Included Activites

⭐ Guided Orientation Walk on Arrival (dependent on arrival time). ⭐ Old Havana Walking Tour. ⭐ Convertible Classic Car Havana Tour to visit Malecon, Vedado, Miramar and Revolution Square ⭐ Salsa Lesson OR Mojito Making Lesson OR 1 x Drink at Hotel Nacional. ⭐ Rum and Cigar Experience OR Farm to Table Cooking Experience. ⭐ Museum of the Revolution OR Museum of Fine Arts. ⭐ Classic Convertible Car Tour to visit Callejon de Hamel and El Morro Fort. ⭐ 2 x Dinners at some of Havana's most Popular and Unique Restaurants

A Selection of Activities and Excursions

We have hand selected some of the best and most interesting activities for you to participate in, while in Havana. There is also the flexibility to choose from a number of different options, based on your interests and expectations.

Private Air-Conditioned Transportation

When required, you will be driven from place to place using a private air conditioned vehicle or a convertible classic car.

Airport Transfers

Your transfers between Havana’s José Martí International Airport and your chosen accommodation on arrival and departure are included

Meals Included

Breakfast, 2 lunches and 2 dinners are all included as part of your 4 Day Havana Tour, meaning you’ll get the chance to experience some of the very best cuisine Havana has to offer.

Local English-Speaking Guide

A local English-speaking Cuban guide will be there to accompany you, so even if you don’t speak Spanish you’ll be able to make the most of your tour of the city.

Your Choice of Accommodation

We think you’ll love our authentic pick of unique casa particular bed and breakfasts, family-run establishments unique to Cuba. There is also the option to upgrade to hotels as well.

Download our 4 Day/3 Night Private Vintage Havana Tour Brochure here:

About This Tour

Why we love this trip:

  • The tour’s itinerary is very flexible, depending on the day you arrive and what special events are on in Havana.
  • Experience the delight of riding in one of Havana’s classic convertible American cars.
  • Let the experts show you how to make the perfect cocktail from a very special roof-top location in Old Havana or learn how to dance… Cuban style!
  • On our Old Havana Walking Tour you will walk in the footsteps of Nobel Prize winning author Ernest Hemingway, who lived in Havana for many years.
  • Dine at some of our favourite Cuban Paladares in the Havana Vieja, Vedado, Miramar and Centro neighbourhoods of the city.
  • Discover everything you ever wanted to know about Castro, Che and the Cuban revolution at the Museo de la Revolucion or see some of Cuba’s most well known and emerging artists display their work at the Museum of Fine Arts.
  • Learn about Cuba’s most famous exports by visiting a cigar factory and the Havana Rum Museum or enjoy a farm to table cooking experience in Cojimar.

Is this Private Havana Tour right for you?

As this is a private Havana tour, we can tailor the tour to suit your mobility and fitness levels. You will also have the guide 100% to yourselves, so you can focus on the activities and .excursions of most interest to you. Being accompanied by an English-speaking local Cuban guide means that you don’t need to speak Spanish to enjoy our Private 4 Day Havana Tour, though even a handful of phrases will improve your experience of the city.

The activities that can be included as part of our 4 Day Private Havana Tour are 100% flexible. For more itinerary ideas please download our ‘Things to do in Havana’ brochure here.

Want to learn more about our Private 4 Day Havana Tour?


On our Private 4 Day Havana Tour, all private transportation is included between destinations and for any activities/ excursions included in your itinerary that require transportation to and from the activity. Any extra transportation requirements can be organised through your Cuban guide and paid for locally in Cuba.  

When vehicles are required, such as for your airport transfers, you will be driven in comfort, using private air-conditioned transportation.

Spending money on tour:

With airport transfers, accommodation, meals (breakfasts, 2 lunches and 2 dinners), and private local Cuban guide already accounted for, your daily expenses on our Private 4 Day Havana Tour will be limited. However, you should bring enough money to cover tips for guides and drivers, souvenirs, and personal expenses such as laundry fees. We recommend bringing around 40.00 to 50.00 CUC (Cuban convertible pesos) per person per day.

Travel to Cuba from the U.S.:

For those traveling to Cuba from the U.S. (regardless of nationality), please note that the documentation we will include with your booking ensures your compliance with current U.S. travel restrictions (515.574 Support for the Cuban People). In addition to retaining your itinerary, please keep records of your booking receipt, airline receipt, and any supplemental insurance purchased. You should retain these copies for 5 years after your travel. Some of our travelers have been asked to furnish these upon application for Global Entry, Pre-Check, and other programs with TSA oversight.

Private 4 Day Havana Tour Itinerary

Your Private 4 Day Havana Tour begins as you are met by a Locally Sourced Cuba representative at Havana airport and transferred to your joining accommodation. If you have chosen to stay in one of Havana’s casa particular bed and breakfast establishments you will be greeted by the family acting as your host, and shown to your private room within their home. Those of you who have opted to stay in one of Havana’s hotels will have the chance to settle in too.

You will then meet your local English-speaking Cuban guide who will be with you for the duration of your Private 4 Day Havana Tour. A hand-picked expert with vast amounts of knowledge on everything to do with Havana, you will have the opportunity now to discuss the finer points of the itinerary with them.

Depending, on your arrival time, your guide will take you on a guided orientation walk around the local area, showing you important landmarks and points of interest. In the evening, you have the additional option of your guide accompanying you to one of their favourite local paladares. These privately run  Cuban restaurants are the best places to experience true local food and hospitality for the first time. If you are still feeling fresh at the end of your meal you can get your feet tapping on a visit to one of Havana’s jazz clubs or another popular music venue. Cuban music and dance will become a thread that weaves itself all the way through your Private 4 Day Havana Tour.


  • Upgraded Boutique Casa/B&B (Hotel upgrades available)


  • Airport Transfer


  • No meals included on this day. Depending on your arrival time your guide will be available to take you to dinner and to one of Havana’s lively music venues. 

Pull on your walking shoes, grab your camera, and prepare to be amazed by the vibrant and exciting city of Havana. The faded and slightly crumbling facades that you will see today in Old Havana, a UNESCO World Heritage Site, are a reminder of the earlier magnificence of the city’s colonial baroque and neoclassic architecture.

The face of the city has changed dramatically in the last 500 years, since it was originally established by the Spanish around 1519, but Havana has not lost her charm and a tour of Old Havana on foot offers a delightful insight into the past of this city. Not only will you see all the main sights, but you will be entertained by the sights and sounds of everyday Cuban life. This theme continues over lunch at one of a new breed of family-run eateries serving some of the best food in the city.

You’ll start the afternoon off cruising the streets in a classic American convertible car with your local Cuban guide explaining the sights you will see. The journey will see you chauffeured around some of the most famous areas of Havana including Havana Vedado, Revolution Square, Malecon and the affluent neighbourhood of Miramar. This iconic drive is a perfect introduction to Havana, her beauty and her troubled history.

Next on your Private 4 Day Havana Tour itinerary is the chance to choose from three great options. You might wish to be whisked away to a roof-top in Old Havana for a Mojito making lesson. As an alternative we can arrange for you a salsa lesson, or a drink at the Iconic Hotel Nacional, over-looking the Malecon. 

Tonight you will join your guide for dinner at one of Havana’s best Paladares. During dinner you can discuss your options for some evening entertainment. 


  • Upgraded Boutique Casa/B&B (Hotel upgrades available)


  • Old Havana Walking Tour
  • Classic Car Convertible Tour

Choose from one of three options:

  • Visit the iconic Hotel Nacional to enjoy a cocktail while overlooking the 8 km seawall esplanade known as the Malecón.
  • Experience salsa dancing with an informal salsa lesson
  • Take part in a mojito-making class on a roof-top in Old Havana.


  • Breakfast
  • Lunch
  • Dinner

Further choices await you on your 4 Day Private Havana Tour after another great Cuban breakfast. This morning you can choose to have an authentic rum and cigar experience, learning all about Cuba’s most famous exports. Alternatively, you can participate in a Farm to Table cooking class at Ajiaco Café.

Havana’s Rum Museum is housed in a grand former palace, and explains the rum distilling process from beginning to end. There are plenty of tastings for the curious, and you can even buy some to take away with you. But if you don’t fancy drinking, you’ll still get a lot out of this visit. At the Cigar Factory you can learn more about Cuba’s other most important export, and witness tobacco leaf rolling for yourself before sampling the result.

However if you’d prefer, you can take the opportunity to go to Ajiaco’s for a Farm to Table cooking class. The exuberant and friendly chef will teach you a little about what makes Cuba’s cuisine special, and show you how to make the most out of the freshest of ingredients – grown here on the island in small allotment plots.

This afternoon on your 4 Day Private Havana Tour you have two options. You can choose either the Museum of the Revolution of the Museum of Fine Arts. The Museum of the Revolution is worth the visit if only to explore its home, the Presidential Palace before Castro’s 1959 revolution. As well as exhibits dedicated to the revolution, including the yacht Granma which brought Guevara and the Castro brothers to Cuba, it also has displays relating to Cuba’s War of Independence against Spain.

The Museum of Fine Arts now extends across two separate buildings. It contains landscapes and religious iconography dating back as early as the seventeenth century, to the most modern of contemporary art forms.

You will then jump into a classic car to visit the Callejón de Hamel neighbourhood in central Havana and El Morro Mort. A narrow street where the Cuban artist fraternity congregate, the Callejón is a wonderful place to experience day-to-day Cuban life. What’s more, it is brightly decorated in Cuban sculptures, art and paintings of local artist Salvador González. El Morro, dating back to 1589, is the fortified stronghold that stands guard over the entrance to Havana Bay, and gives an indication of the strength needed to keep Havana Spanish.

Your guide will take you to one of our favourite paladares come evening. They will then be on hand to help you decide where to spend your last night in Havana and make any necessary bookings for you and of course host you if necessary. You might consider seeing a Buena Vista Social Club performance at La Taberna or taking a seat at the Parisien Cabaret at the Hotel Nacional… extras that can be organised and paid for locally through your local Cuban guide.


  • Upgraded Boutique Casa/B&B (Hotel upgrades available)


  • Classic Car to Callejón de Hamel and El Morro

Choose One Experience from:

  • Cigar and Rum Experience
  • Farm to Table Cooking Experience

Choose One Museum from:

  • Museum of the Revolution
  • Museum of Fine Arts


  • Breakfast
  • Lunch
  • Dinner

Your last day in Havana is left free of planned activities so you have time to explore on your own before saying goodbye. Your guide will be available throughout the day to help organise any last minute excursions or activities you would like to undertake, along with ensuring your airport transfer goes smoothly, so that you can depart Cuba’s exuberant capital city with minimal stress. Please download our ‘Things To do in Havana’ brochure for more information about the options available to you.

Please also note that some activities are not available on certain days of the week. Where this occurs, your guide will offer a selection of alternatives for your consideration.


  • Airport Transfer on Departure


  • Breakfast

Tour Pricing

Please enquire now for information about pricing and accommodation options. We can book a range of accommodation options including authentic, upgraded or superior Casa’s/B&B’s.

Meet our locally sourced team

Airport transfers:

Our 4 Day Private Havana Tour includes being picked up at Havana’s José Martí International Airport and delivered to your accommodation in the city on arrival, and the return journey to the airport on your departure, meaning you won’t have to worry about organizing your own transport, or the weight of your luggage on leaving!

Your evening entertainment:

For your evenings, we leave the itinerary flexible on our Private 4 Day Havana Tour. You guide will be able to organise you transfers and tickets to some of Havana’s best nightlife including Tropicana Cabaret, Buena Vista Social Club at La Taberna, Parisien Cabaret at Hotel Nacional, Cannon Shooting Ceremony, Gran Teatro Habana, and the Vixen and Crow Jazz Café.

Not quite what you are looking for?

If our 4 day Private Havana Tour isn’t quite what you’re looking for, please remember that it’s possible for us to modify the activities and excursions included as part of this tour. For more ideas about what you might like to do in Havana, day or night, please download and take a look at our ‘To do in Havana’ brochure.

If you are interested in building a tailor-made itinerary for your time in Cuba, you can do so through our Private Tailor-made Cuba Tour Request Form (link below).


A note about our restaurant choices for your Private Havana Tour:

We have sought out a great range of locally-owned paladares restaurants to showcase the best of Havana’s growing private restaurant scene to you. Your guide will also be able to help you select the best restaurants for you, depending on your personal tastes and dietary requirements, but some our favourite restaurants include Mercaderes, Nao, Café Laurent, O’Reilly 304, Alta Habana, Vista Mar, El Cocinero and El Atelier.

Accommodation on our Private Havana Tour:

The boutique Casa’s we have hand selected are more expensive than the standard Casa’s you will find in Cuba. They are run more like your traditional B&B’s but still offer a unique cultural experience. While they shouldn’t be compared to modern Western hotels, the rooms will have air-conditioning, private en-suite facilities, hot and cold water and have generally been recently renovated to a beautiful standard.

Cuba’s accommodation is very special. Until recent regulatory changes, it wasn’t possible to stay anywhere but a government owned and run hotel. But all that has now changed and a growing number of casas particulares, bed and breakfasts owned and run by ordinary families, are opening up.

This change allows visitors to stay in a more welcoming environment than most hotels are able to offer. You’ll have privacy while still being able to interact with the locals as much as you want. You will truly be made to feel welcome, and might just forget that you’re a paying guest and not a long lost member of the family.

You can learn more about staying in upgraded boutique Casa’s/ B&B’s/ Guesthouses here.

Some of our preferred Boutique Casa’s/B&B’s in Havana include:

– Casa Alta Habana
– Hostal San Juan
– Casa Maletas
– My Proud Havana
– Havana Dreams

Not sold on staying at a Casa?

That’s OK, we can certainly look to upgrade your accommodation to a 4* or 5* property, depending on your budget.

It is worth noting some accommodation providers are to be found in older buildings without elevators. If you believe that your physical capabilities will make it difficult to climb stairs, simply let us know. We will be able to find you a suitable alternative. 

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