4/5 Day Cuba Tour - Havana Weekend

4/5 Day Cuba Tour - Havana Weekend

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4 Days From

$1200

$1140

4/5 Day Cuba Tour - Havana Weekend

4 Days Starting in Havana and ending in Havana, Cuba

Visiting: Havana, Vinales

Tour operator:

Cuban Adventures

Tour code:

SCP4/SCP5

Guide Type:

Fully Guided

Group size:

2 - 12

Physical rating:

Medium

Age range:

1-89

Special diets catered:

Vegetarians, Vegans, Gluten Free

Tour operated in:
English , Spanish
Trip Styles:

Small Group

Interests:

Cultural, History, Music

From:
$1200
$1140 (USD) The Big ADVENTURE Sale: -$60

This tour is no longer available, please see similar tours below or send an enquiry

Tour Overview

If you only have a few days in Cuba but want to go beyond the usual tourist experience, this is the tour for you! It encompasses a little bit of all that makes Havana one of the most unique cosmopolitan cities in the world. In a short time, we cover several aspects of the culture and history of Cuba, from its mafia past, to its present blossoming private sector. You’ll learn about the societal impact of the revolution and the social challenges that Cuba currently faces. On this tour you won’t find museum visits, we want you to immerse yourself in Havana with discussion, exchange, and hands-on experiences sure to create lasting memories. This tour encompasses three action packed days in Havana, and an optional one-day extension to include a visit to the rural village of Viñales. Each day is a full schedule of interactions with private business owners, community leaders, and artists and is designed to comply with US legal travel regulations. For that reason, you won’t see chill beach time instead you’ll find a fun and diverse selection of activities that we have cultivated to give you the most multidimensional understanding of Havana within a short time. Feel free to stay as long as you want, there is so much more to do in Havana! Add on some extra days for museum visits, day tours, visit the beautiful beaches of Eastern Havana, or take classes in Spanish, Dance or Percussion.

Highlights

  • Offbeat Old Havana tour walk,

  • Cocktail lesson

  • Fusterlandia and Muraleando tour

  • Afro-Cuban show,

  • Panoramic city tour in Classic Car,

  • Mafia History tour and Fabrica de Arte Cubano at night

Itinerary

Expand All

Day 1 : Havana

Location: Havana

Accommodation: Homestay

Meals Included: Breakfast, Lunch, Dinner

We start our group tour in Havana at 9:30 am today with a friendly welcome meeting where you will meet your tour leader and fellow group participants. The morning activity is a classic but essential historic tour of Old Havana, a UNESCO World Heritage site. This 2-hour walking tour encompasses the four principal plazas of Old Havana. Following the tour, we have lunch at our first paladar (a privately owned restaurant). Once fed and watered, we will have a walking tour of the less visited streets of Old Havana on the Off Beat Havana Tour. Here we encounter the residential community of Old Havana, you will see the contrast between this area just around the corner from the touristic destination of the historical old centre, and meet the locals who live here. You’ll also learn about the ration system with a visit to a local bodega.
Tonight we will start with a cocktail lesson where you will learn to prepare your own rum based drink to enjoy before our dinner at one of Havana's classic paladars.
Included Activities: Historic tour of Old Havana, Offbeat Old Havana tour walk, Cocktail lesson, Meeting and discussion with local community members
Included Meals: Lunch, Dinner

Day 2 : Havana

Location: Havana

Accommodation: Homestay

Meals Included: Breakfast, Lunch, Dinner

Today we will start our day with a visit to a local community project where they tackle issues on gender and race in Cuba and promote wellness, self-esteem and empowerment in the Afro-Cuban community.
Later we board classic convertible cars for a panoramic tour of the less touristic neighborhoods of Havana. Following this we partake in a traditional Afro-Cuban meal for lunch
After lunch we drive around Havana in classic cars on a special Mafia Tour - Learn about the fascinating history of the American Mafia and the role it played in pre-revolutionary Cuba. The tour ends at the place previously known as the notorious Mafia headquarters and the lodging of choice for ‘America’s royalty’.
Tonight’s dinner is at a river-view restaurant, founded by an internationally recognised passionate local sailing enthusiast. The atmosphere is extremely unique and the fresh seafood is straight off the boat!
A post dinner visit to the famous Fabrica de Arte Cubano ends our day. Named one of Time Magazine’s World’s 100 Greatest Places, you’ll see why as we tour the oil factory turned arts complex. Featuring five salons showcasing various types of art, from textiles, to architecture, music, dance, and eye-catching installations, plus bars and pop-up shops, you’ll marvel at the innovation and talent of ‘New Cuba’.

Included Activities: Meeting and discussion with local community members, Afro-Cuban show, Panoramic city tour in Classic Car, Mafia History tour and Fabrica de Arte.
Included Meals: Breakfast, Lunch, Dinner

Day 3 : Havana

Location: Havana

Accommodation: Homestay

Meals Included: Breakfast, Lunch, Dinner

Today we visit a neighborhood that previously would not have stood out from any other suburb. One man’s dream and enthusiasm turned this suburb of Havana into a successful project involving the entire community and has even caught the notice of President Obama! Today we’ll learn about how individuals used their talents to fuel positive change in their neighborhoods on this special tour - Don’t forget your camera, you’ll visit two of the most artistically remarkable neighborhoods in Havana.
After lunch we cover the topic of ‘cuentapropistas’ entrepreneurship in Cuba. Beginning in 2011 the Cuban Government began opening the private sector and legalising private businesses not seen since the 1959 Revolution. We will illustrate this topic with a visit to two of Havana’s successful new businesses to hear their stories. We will have a special demonstration of local manufacturing processes and even partake in some delicious product samples.
In the evening we will have our group dinner in one of Havana's private restaurants.

Included Activities: ‘Murals and Mosaics’ local art communities tour with lunch, meet & greet at two local businesses.
Included Meals: Breakfast, Lunch, Dinner

Day 4 : Vinales Or Departure Day

Location: Vinales

Accommodation: Homestay, Homestay

Meals Included: Breakfast, Lunch, Dinner

If this is the end of your 4 day tour you can depart at any time today. There are no included activities. An airport departure transfer is not included in the tour package. You can hire your own taxi, otherwise please advise your tour leader in advance if you require assistance arranging this service.

For the 5 day option we depart by 8am in the morning to head off towards the mountains and the province of Pinar del Rio. On our way into the town of Vinales we will stop at the Cuevas del Indio (Indian Caves) for a boat ride. You will also see the controversial Prehistoric Mural (Some say it is art, some say it is not!).
Arriving in the town of Viñales we will meet with a specialist local guide who will take us through the tobacco fields to meet local farmers & visit a farm, learn about growing tobacco, how to roll cigars, taste some local coffee and experience real life in the small country town, After our light trek through the Viñales valley we visit an organic farm for a fantastic farm-to-fork lunch.
We will have a light orientation tour around this small town and time permitting, maybe even end our day with a cocktail in a small local bar (perhaps with some local musicians) before heading back towards Havana for our final night and farewell meal.

Included Activities: Day trip to Viñales - visit to tobacco farm, organic farm, Indian caves and Prehistoric Mural.
Included Meals: Breakfast, Lunch, Dinner.

Day 5 : Havana

Location: Havana

Meals Included: Breakfast

If you are on the 5 day tour you can depart at any time today. There are no included activities, however, your tour leader will be around at least until midday in case you have a few extra days planned in Havana and need some pointers or recommendations. An airport departure transfer is not included in the tour package. You can hire your own taxi, otherwise please advise your tour leader in advance if you require assistance arranging this service.

Included Meals: Breakfast

What's Included

  • Accommodation

    Premium class Bed & Breakfasts , double occupancy

  • Fully Guided

    . Private local Cuban guide throughout.

  • Transport

    Private transportation in air-conditioned bus.

  • Transfer

    Airport arrival transfer

  • Meals

    All breakfasts, 3 lunches, 3 dinners (4 lunches, 4 dinners on the 5 day trip)

What's Not Included

  • Additional Services

  • Insurance

    Mandatory medical insurance (included in flights from USA)

  • International Travel

    International airfare (Tour starts and ends in Havana)

  • Visa

    Cuban Tourist Visa

  • Drinks

    Drinks

Mode of Transport

Private transportation in air-conditioned bus
Panoramic city tour in Classic Car,

Accommodation

Premium class Bed & Breakfasts , double occupancy.

Videos

Check out our Q&As

  • Are children permitted to take part in the tour?

    Yes, children 18 and under are welcome accompanied by an adult

  • What is the tipping policy?

    Cuba is a tipping country. You can budget $2-5/day for the tour leader, $1-3/day for the driver, $1-5 for a local guide, $1 for musicians in restaurants or on the streets, $.25 for bathroom attendants

  • Will passengers from another country be participating in the tour?

    Travellers from all countries are welcome on this tour.

  • Are all the relevant entry visa’s included in the price of the tour?

    The visa (or tourist card) is not included, it can be obtained from your airline, local embassy, or third party seller.

  • What is the fitness level required to do this tour?

    There is a lot of walking on this tour, so travellers should feel comfortable with that.

  • Are airport transfers included in this tour?

    Airport arrival transfer is included, as long as we have arranged your first night stay. Otherwise the transfer is included from your pre-tour accommodations to your first night casa.

  • Can you assist with pre or post tour accommodation?

    We will gladly arrange for pre- or post- tour accommodation.

  • What currencies are required for this tour?

    We suggest you bring spending money in euros. USD is not accepted by banks or currency exchange places, so we do not recommend it.

  • What happens if a group doesn’t make its minimum required number of passengers?

    The tour will be cancelled and booked travellers will be given a full refund

  • What is the maximum group size?

    12 travellers

  • Is there a limit to luggage that can be brought on the tour?

    You must be able to carry your own luggage up stairs, so we suggest packing lightly.

  • Are vaccinations required for this tour?

    Yes, we require proof of vaccination or a signed medical waiver. This is also a requirement to enter the country.

  • Are the local guides on the tour English speaking?

    At a minimum all guides speak English and Spanish

  • Is free Wi-Fi available in the accommodation used?

    Most accommodation do not offer free wi-fi, although increasingly they do have a connection. You must buy a wi-fi card to connect, it is around US$1

  • Is there a supplement for solo travellers?

    Solo travellers are invited to share a room with a same sex traveller on the tour. If you prefer a single room, you can pay the single supplement.

  • Are flights included in this tour?

    No flights are included

  • Is the tour coach air conditioned?

    Yes, all of our transportation is air conditioned

  • Will I know the names and details of all the accommodation before I depart?

    You will receive the name and address of your Havana casa 10 days in advance. Your accommodations in the rest of the provinces are assigned upon arrival.

  • Do you require a visa for this holiday?

    Cuba requires citizens from most countries to have a visa (tourist card)

  • What is the standard of the hotels on this tour?

    The guesthouses we stay in are all professionally run, and have been vetted for cleanliness and standard level comfort. They are all air-conditioned or sufficiently cooled, and nearly all have an en-suite bathroom. They are more like a bed & breakfast and less like a homestay and are all unique. We encourage you to interact with the families and staff, but it is not necessary.

  • Can I join the tour once it has departed?

    Yes, we can normally arrange for you to meet up with the group. Transportation at traveller's own expense.

  • What happens if I need to change my holiday date once I’ve booked?

    We can often change the dates with no penalty if it's far enough in advance. Otherwise, our cancellation policy will apply.

  • Will the accommodation included meet local health and safety regulations?

    Yes, there are strict health and safety guidelines that all casas particulares must adhere to.

  • What policies are in place for Covid-19?

    We adhere to all local protocol and best practices, including social distancing, sanitizing, and mask wearing. Travellers must be fully vaccinated.

  • What documents will I receive before I travel?

    When you are confirmed on the tour you will receive the Essential Trip Notes with information to help you prepare for your tour and maps of each of the destinations. Then 10-days before the tour you'll receive a pre-departure message with the tour leader's name, arrival instructions, and the name and phone number of the casa where you'll be staying in Havana.

  • How long has the tour company been trading?

    We have proudly been in operation since 2005

  • Do you operate a “single share” option and how does it work?

    Solo travellers are not required to pay single supplement if they are willing to share with someone of the same gender.

  • Who will be my travelling companions on the tour?

    Like-minded individuals of all ages who are interested in a cultural adventure and getting to know the real Cuba

Reviews from Travellers on this Tour

Joseph  

Cuban Adventures

08-Apr-2024

Cuban Adventures was the most incredible trip our family has ever taken. It was authentic, entertaining, engaging and educational. We met so many wonderful people and saw so many incredible things. We highly recommend it. Their website clearly explains how to legally travel to Cuba, what documents and procedures are needed, and the reservation process was clear and easy. Our tour guide was experienced, fun, and knowledgable and provided such a variety of information it kept my 9, 12 and 16 year old's totally engaged. The transportation was comfortable. The guest house was clean and in a fascinating location in Havana. The restaurants and food were incredible and the activities were varied, interesting and fun. The best part was meeting local Cubans and seeing an authentic Cuba. Cuba is an amazing country and we highly recommend Cuban Adventures. Joseph and Alisa from Atlanta, USA.

Nicole  

4 or 5 Day Cuba Tour - Havana Weekend

04-Oct-2023

This tour was one of the best experiences of my life. The Cuban people were all so welcoming. I enjoyed getting to know more about Cuban culture, music, food, religion and just everyday life in Cuba. Our guide, Camilo, was phenomenal!

Pam & Allan   Las Vegas

4 Day Vinales short stay

25-Mar-2024

We are not really tour persons but since it can be difficult for Americans to travel independently and be legal in Cuba, we did tours with Cuban Adventures and were extremely satisfied with our trips and experiences. Their website clearly explains how to legally travel to Cuba, what documents and procedures are needed, and the reservation process was clear and easy. We did a Vinales 4 day “Short Stay” followed by the “15 Day Original Tour”. All the tour guides were experienced, fun, and knowable; the transportation was comfortable and professional; the guest houses were clean and comfortable and run by local families located in the central and interesting parts of towns and cities; the restaurants and food was good; activities we did were interesting and fun; and we got experience and intermix with local Cubans and their lives. Cuba is a fantastic country to visit (!) and if you're thinking of traveling to Cuba we both would highly recommend Cuban Adventures. What a great trip and great experiences and Cuban Adventures did a great job from the reservation process to the end of the trip. Pam and Allan Las Vegas, NV, USA.

Nancy Raykov  

Cuban Adventures

11-Mar-2024

Cuban Adventures was an excellent company to visit Cuba! Their guides were outstanding! Accommodations were wonderful with very gracious and helpful hosts. I can’t wait to visit again on another your!

Joseph  

Cuban Adventures

08-Apr-2024

Cuban Adventures was the most incredible trip our family has ever taken. It was authentic, entertaining, engaging and educational. We met so many wonderful people and saw so many incredible things. We highly recommend it. Their website clearly explains how to legally travel to Cuba, what documents and procedures are needed, and the reservation process was clear and easy. Our tour guide was experienced, fun, and knowledgable and provided such a variety of information it kept my 9, 12 and 16 year old's totally engaged. The transportation was comfortable. The guest house was clean and in a fascinating location in Havana. The restaurants and food were incredible and the activities were varied, interesting and fun. The best part was meeting local Cubans and seeing an authentic Cuba. Cuba is an amazing country and we highly recommend Cuban Adventures. Joseph and Alisa from Atlanta, USA.

Meredith  

4 or 5 Day Cuba Tour - Havana Weekend

15-Mar-2024

This was an amazing trip all around and I highly recommend it! Daniel was an excellent guide, René was a wonderful driver, and we got a good sense through a variety of tours and experiences of the history and the current situation in Cuba. Going to Viñales was a highlight!

John  

4 or 5 Day Cuba Tour - Havana Weekend

02-Feb-2024

Every American should take advantage of this opportunity to see this beautiful country and its people with a tour by and with locals who love their country and are so proud to share all of its beauty and history! The tours are amazingly diverse and informative with stunning scenery and if you are lucky enough to get Yuri as your guide you will have the trip of a lifetime!

Sally Potapenko  

Cuban Adventures

14-Mar-2024

Cuba is the most beautiful country and Cuban Adventures has wonderful, knowledgeable guides that will make your trip one-of-a-kind. This is my second trip and I enjoyed it just as much as the first one. The only trouble is I have to come home.

Elizabeth   United States

4 or 5 Day Cuba Tour - Havana Weekend

28-Feb-2024

this trip was awesome! from the place we stayed at (la Posada de chacon)with wonderful staff (Gloria, Alieve and Andres) to the Tour guide (Yoli) that always made sure we were having fun, also very knowledgeable. Cuba was beautiful, just the way i had imagined it would be. we also got to visit Vinales it was amazing plus we got to eat lunch there (cant remember the name) and it was delicious. Definitely need to go back to Cuba in the future.

Erika  

Cuban adventures

14-Apr-2024

Cuban Adventures is amazing when booking a trip to CUba. Great tour guides, great itinerary, and attention to detail. They make the process so smooth which allows you to fully enjoy your trip.

Read all 14 reviews

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Instant Booking Available

Thursday - Sunday

Sep 25, 2025 - Sep 28, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Instant Booking Available

Thursday - Sunday

Oct 02, 2025 - Oct 05, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Instant Booking Available

Thursday - Sunday

Oct 16, 2025 - Oct 19, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Instant Booking Available

Thursday - Sunday

Oct 23, 2025 - Oct 26, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Instant Booking Available

Thursday - Sunday

Oct 30, 2025 - Nov 02, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Instant Booking Available

Thursday - Sunday

Nov 06, 2025 - Nov 09, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Instant Booking Available

Thursday - Sunday

Nov 13, 2025 - Nov 16, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Instant Booking Available

Thursday - Sunday

Nov 20, 2025 - Nov 23, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Instant Booking Available

Thursday - Sunday

Nov 27, 2025 - Nov 30, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Instant Booking Available

Thursday - Sunday

Dec 04, 2025 - Dec 07, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Instant Booking Available

Thursday - Sunday

Dec 11, 2025 - Dec 14, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Instant Booking Available

Thursday - Sunday

Dec 18, 2025 - Dec 21, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Instant Booking Available

Thursday - Sunday

Dec 25, 2025 - Dec 28, 2025
$1200 $1140 (USD)

The Big ADVENTURE Sale: -$60 (USD)

Book with Confidence

  • Free Date Changes

    Cuban Adventures allows you to make 2 free date changes, as long as the change is made at least 60 days before the start of the tour.

  • Transfer as credit to Future Tours

    Cuban Adventures allows you to transfer existing payments to a future tour to avoid cancellation fees if you can't travel and inform cuban adventures, 15 days before departure.

  • Low Deposit

    Cuban Adventures requires a minimum deposit of 100 USD per person or the full booking value, whichever is less, with the final balance not due until 60 days before departure.

  • Cancellation Policy

    We don't charge a cancellation fee, here is a summary of cuban adventures charges.

    Up to 60 days before tour starts: Forfeit 100% of deposit.

    At 14 days before tour starts: Forfeit 100% of booking price.

  • Cancellation for Covid Reasons

    If you must cancel 15 days or less prior to your tour for COVID reasons and you have a doctors note, we offer either 50% refund plus 50% credit, or 100% credit for travel with us on a future date.

Why book with tourhub?

Safe & Secure

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100% Guaranteed Refunds if your trip is cancelled.


The safest way to make overseas, multi-currency payments.

Guaranteed Best Value

Industry leading discounts, we won't be beaten on price.


No cancellation or amendment fees from tourhub.

(Operator terms may apply)

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Direct contact with the tour operator via our messaging service.


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