Explore Cuba

Where Cigars & Cuisine Meet

6-Day International Trip

Explore Cuba

Each guest on this adventure to visit Cuba will have an option to follow a cigar or culinary focused itinerary.

For those interested in exploring Cuba's prized product of tobacco, you will experience everything from rich tobacco fields, the factories where each cigar is made by hand and an in-depth look at traditional food and drink. For guests on the trip that prefers to delve into Cuba's cuisine opportunities, they will have the option of instead taking cooking classes or food tours. Read about those two tracks and check out some photos from our 2020 trip to Cuba!

Regardless of the track selected, you will go home with a better appreciation for this wonderful Caribbean destination. (Or if you'd like to stay home and learn more about Cuban cuisine and culture, simply purchase our Cuban Travel Box HERE!)

Important Notations:
The #1 question we receive about this trip is, "Is it legal?"  Yes, it is! Travel to Cuba is still possible and legal for US Citizens/Residents. We will be traveling via the Support for the Cuban People license.

The #2 question we receive about this trip is, "What does travel to Cuba look like during COVID?"  Currently guests must take a COVID test upon arrival and quarantine at their accommodations for three days while awaiting test results. We anticipate that this will change and not be a consideration for our group trip planned for November 2022.  The world does continue to change on a daily basis though, so please be assured that this trip is fully refundable until 30 days prior, and fully changeable until 14 days before trip to a future date for up to two years.

If preferred, you can travel directly to Cuba on the date of your choosing with a private group of as small as 2 guests. Please reach out to us at 262-853-5239 to inquire about private travel supplement cost and to begin making your travel arrangements.

6-Day International Trip

Explore Cuba

Experience this welcoming and artistic destination complete with rich history and culture. On this cigar and culinary lover’s program, we will experience everything from rich tobacco fields, the factories where each cigar is made by hand and an in-depth look at traditional food and drink.

Please use the button to send us an email about your interest in joining our Explore Cuba trip.  Please provide your name, the number of people who are interested in participating in the trip and a phone number we can use to reach you. We will then reach out to secure your deposit and begin the reservation process.

Meet in Miami on Wed, Nov. 16, 2022. Fly to Cuba Nov. 17, 2022. Cuba Tour Nov. 17 - 22, 2022. Trip concludes Tuesday, Nov. 22, 2022.

$3,199 Single

$2,850 Double

or call 1-888-426-1993

Trip Details


$2,850 double
$3,199 single

Trip Length

(1) pre-trip night in Miami, FL, (5) nights/ (6) days in Havana, Cuba


Arrive in Miami on Wednesday, November 16, 2022, Fly to Cuba November 17, 2022,  Cuba November 16 - 22, 2022. Trip concludes Tuesday, November 22, 2022.

Meeting Point

Please meet in Miami on Wednesday, November 16, 2022 by 6 pm for a pre-trip welcome reception. Flights to Havana should depart on Thursday, November 17, 2022 from Miami. Flight to Havana is not included in trip price, but we are available to assist with arrangements if desired.

Ending Point

The trip ends in Havana on Tuesday, November 22, 2022.  Transportation will be provide to the Havana International Airport for your flight home.

Group Size

For our group trip, the maximum group size is 24. You can travel directly to Cuba on the date of your choosing with a private group of as small as 2 guests. Please reach out to us at 262-853-5239 to inquire about private travel supplement and to begin making your travel arrangements.


One night stay in Miami, FL

Pre-trip welcome reception in Miami, FL

Five night stay in Havana, Cuba

Travel visa

Daily breakfast

Lunches and dinners as outlined on itinerary

American Antique car ride
Bici-Taxi ride
Cigar bar visit OR Culinary walk
Nature excursion to Pinar del Rio Province
Tobacco farm visit
La Cueva del Indio visit

Cuban mixology class
Cuban cooking class
Artisan pottery/ painting class

Cultural Sites:
Hemingway Museum
Revolutionary Museum
Artisan visits

Panoramic tour of Havana
Old Havana City Tour
Cigar Factory Tour

Transfers between Miami hotel and airport

Ground transportation in Cuba where specified

Travel Deliciously Escort

Local guide fluent in English

All luggage transfers

Taxes and service charges

All gratuities

Not Included

Airfare to/ from Miami, Florida and Havana, Cuba is not included. We are available to assist with your airfare arrangements or you may make your own arrangements.

Parking at the airport / transfer to / from the airport from your home is not included.

Meals and alcoholic beverages, except those noted in the itinerary, are not included.

Personal expenses such as laundry or phone calls are not included.

Travel insurance is not included but recommended.


TRAVEL TO CUBA FOR US CITIZENS / RESIDENTS IS STILL POSSIBLE AND LEGAL! This trip is offered through the Support of the Cuban People license. According to The US Department of the Treasury’s recent FAQ’s page, this category for travel is still legal. The document states that you should “engage in activities that enhance contact with the Cuban people, support civil society in Cuba, or promote Cuban people’s independence.” It is really important to understand that although one license or purpose of travel to Cuba has gone away due to recent regulatory changes, there still are many licenses that people can qualify under. We are working with a company that understands what those licenses are and has helped us create an itinerary that really will capture the essence of Cuba, while abiding by all regulations so that the travel is still legal. If there is a regulation change after the time of booking, a full refund for the land portion will be made available to you. It is advised to purchase travel insurance to receive a refund on your airfare as well in the event of a regulation change.

Overnight Stay: TBD Miami hotel
Reception included

Meet your fellow travelers with a welcome reception in Miami, FL and enjoy a one-night pre-trip hotel stay in Miami. We will fly out together in the morning to Havana, Cuba. Round trip flight to Cuba is not include in trip price, however, we can assist in making these travel arrangements.

Overnight Stay: Four Points Havana
Breakfast, Dinner included

After a hotel breakfast, we will be transferred to Ft. Lauderdale airport for our flights to Cuba. Once we arrive at Havana International Airport, we will be transferred to our hotel. The inviting Four Points Sheraton Havana has elegant architecture and a unique fusion of colonial charm and contemporary style. It is located in the exclusive neighborhood of Miramar, a residential place a few meters from Fifth Avenue, but very close to Old Havana everything the area has to offer.

Along the way, we’ll be treated to a panoramic tour of Havana, where we’ll  will see some of the city’s emblematic places, such as the 18th century University, one of America’s oldest universities; the inviting Malecón, Havana’s seaside esplanade;  the time-witnessed boulevard Paseo del Prado and the eye-catching National Capitol Building. There will be a stop to take pictures at the Revolution Square.

After settling into the hotel, we will be escorted in style to the evening’s Cuban dinner in a collection of pristine and antique American cars. The drivers of these rolling museum pieces will proudly answer any questions you have.  We’ll also make a stop at the Malceon for a one-of-a-kind photo op.

Next, we will enjoy dinner complete with a Cuban mixology class.  By the end of which you will have mastered the art of the prefect Daiquirí cocktail.

Overnight Stay: Four Points Havana
Breakfast, Lunch included

After breakfast at our hotel, we’ll visit one of Havana’s cigar factories for an in-depth look at how these renowned hand-made products are made.  That will be followed by an Old Havana City walking tour.  The main city squares will be visited and our guide will tell us about their history and architecture, and provide details on the present Cuban reality. You will have several stops to talk to locals and vendors present in the area.

We will take a unique form of transportation – a bici-taxi.  One of the best and cheapest forms of transportation in Cuba is the bici-taxi. These 3 wheeled pedal powered taxis are not a touristy thing to do at all.  In the past, bici-taxis were reserved for locals, and even now,  it’s mostly locals who use them. So, we’ll hop on and tell the driver where we want to go- Lunch at a local paladar restaurant.  This is followed by time to walk around the area to interact with local shopkeepers and residents.

Our next stop is a visit to the best Cuban handicrafts market, Mercado San José, with time to interact with artists and vendors to learn about their art and challenges.  The Mercado is located in an old warehouse on the pier of Havana Harbor and is the ideal destination for authentic Cuban souvenir shopping.  Friendly local artisans set up booths within the warehouse, where they showcase paintings of Cuba, photography, embroidered garments, sculptures, jewelry, leather crafts, and cigar humidors among many other handmade knickknacks. For those wanting a little refreshment, next to the market is an excellent local brewery for those wishing to sample a Cuban brewery on their own.

We will return to the hotel where we have time to explore and have dinner on our own.

Overnight Stay: Four Points Havana
Breakfast, Lunch, Dinner included

After breakfast at the hotel, we depart for the Ernest Hemingway House & Museum. During this interesting stop, you will learn about the life and work of the famous American writer, and his relationship with and love for Cuba.

Our lunch today will be at a local paladar/restaurant where they also house an important community project for seniors. Lunch will be followed by a guided visit to the Revolution Museum, housed in what was the Presidential Palace of all Cuban presidents from Mario García Menocal to Fulgencio Batista.

Later in the day, each guest can choose either:
 A stop at the Conde de Villanueva cigar bar to interact with the cigar-roller and staff and enjoy a cigar and rum pairing
 A food walk to sample local specialties as local chocolates, Cuban coffee, craft beer, and local street foods

Cap the active day with a relaxing dinner at one of Havana’s great restaurants.

Overnight Stay: Four Points Havana
Breakfast, Lunch included

After our hotel breakfast, we will depart early for a day trip in the Pinar del Río province, renowned for its beautiful landscapes and extensive tobacco fields. Along the way, we will stop for snacks and at Los Jazmines lookout point, displaying some spectacular views of the area.  There will also be a visit to a local farmer’s home to get acquainted with the tobacco growing and farming process and cigar rolling techniques,

Experience the culinary scene with a visit a local paladar and learn how to make a typical Cuban dish followed by a typical Cuban dinner at a local farm to table restaurant, practicing organic farming, overlooking the amazing landscape. Well get a close-up look at part of the landscape with a visit to La Cueva del Indio, an ancient indigenous dwelling cave.  After a short walk, we’ll be transferred to a motorboat to travel the final 400m along an underground river for a closer view.

On our return to Havana. we will have free time to explore and dine in the evening.

Overnight Stay: Four Points Havana
Breakfast, Dinner included

After breakfast, we will start our day with a visit to Morro Castle, otherwise known as El Castillo de los Tres Reyes Magos del Morro or simply “El Morro” for short.  It is a colonial-era Spanish castle built between 1589-1630 and a quintessential Havana landmark.  No visit to Havana is complete without a trip across the bay to visit this expansive historical complex.

After an independent lunch at our leisure, we will get creative with a visit to Muraleando for a pottery or painting lesson including a tour of the neighborhood.  Created in 2001 by the artist Manuel Diaz Baldrich, Muraleando has transformed a neighborhood into an art gallery. This a singular cultural experience and a unique look into Cuban culture, art, food and its way of life. 

Other highlights of this day include time in Old Havana to interact with artisans and to visit their local shops and a farewell dinner at a local restaurant with music and cocktails.

Breakfast included

Time to say “Hasta luego, Cuba!” as we depart on our transfer to the International Airport in Havana, Cuba.

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