Reserve your own private departure with

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“When Christopher Columbus arrived in Cuba, he described it as the most beautiful land human eyes had ever seen. And it is.” – Chanel Cleeton

2 - 12

Guest limits

6 / 5

Days / Nights


Starting Rate Per Person
(Minimum 2)

Embark on a journey to Cuba and discover the vibrant tapestry of culture and history found in this Caribbean island nation. From the colorful architecture and energetic squares to the flavorful cuisine and beautiful countryside, Cuba beckons travelers. Meet local business owners, farmers, chefs, and artisans on an unforgettable experience in this fascinating country.

"Walking around Old Havana feels like a mysterious, timeless walk-through centuries past. Every street has been a setting for life and love, struggle and art.” – Cynthia Carris Alonso


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    Land at José Martí International Airport and transfer to your accommodations in town

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    Explore the culture, history, and artful soul of Old Havana during a walking tour of the four main squares, museum and market visits, and a panoramic city tour in 1950s-era classic cars

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    Visit an aromatic cigar factory, observe a local dance performance followed by an option to learn some basic steps, and enjoy a private evening concert featuring award-winning musicians

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    Head west to explore the Viñales Valley, a UNESCO World Heritage Site known for its striking landscapes and plantations where tobacco is planted, harvested, and dried before being rolled into cigars

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    Venture outside Havana to the small fishing town of Cojímar and roll up your sleeves for a fun and interactive cooking class using traditional methods; tonight enjoy a festive farewell dinner at a local paladar

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    After breakfast, transfer to José Martí International Airport for return flights


Cuba villa 1

Depending on group size, enjoy a bed & breakfast, private apartment, villa, or casa in Havana. Fully-stocked and serviced, our private accommodations guarantee an ideal location to experience Havana and the surrounding area. Each casa comes equipped with air conditioning, daily cleaning service, a kitchen and dining space, TV, phone, safety box, and breakfast service (other meals are available upon request). Specific villas are confirmed based on availability and group size.

Cuba villa 1

“Cuba is such a beautiful country and everywhere you go there’s music and people dancing – especially in Havana.” – Julia Sawalha

Get Started

Fun Facts

Famous Resident

The quaint fishing village of Cojimar holds a special place in literary history as the inspiration for Ernest Hemingway's novel "The Old Man and the Sea." Gregorio Fuentes, first mate on Hemingway’s boat, was said to be the model for the novel's protagonist. Today, the town honors its connection to Hemingway with a bust of the author— a tribute from local fishermen who donated metal for it from their boats.

Hand-made for Centuries

Cuban cigars are meticulously hand-rolled by highly skilled craftsmen, often referred to as "torcedores." Each cigar is created by layering carefully selected tobacco leaves. The process of cutting, bunching, and binding the cigar together has been perfected over the centuries and has changed very little. The unique climate and soil conditions of Cuba are believed to contribute to the exceptional quality and distinct flavors of Cuban cigars, making them highly sought after by cigar enthusiasts worldwide.

A Step back in Time

Cuba is a time capsule of sorts with streets adorned by vintage American cars from the 1950s and earlier. Due to a historical trade embargo and limited access to new vehicles, Cubans have lovingly maintained and repaired these old treasures, relying on ingenuity to keep the cars functioning. These well-preserved classics add a unique charm to Cuba's vibrant streets, offering a nostalgic and picturesque experience for both locals and visitors.

El Malecón

The Malecón is a famous seaside promenade, seawall, and road in Havana, stretching for almost 5 miles along the city's coastline. It's a scenic spot to enjoy sunsets and ocean views as well as a popular gathering place. Both visitors and locals of all ages can be found here strolling, fishing, or socializing. On rough days, waves often break over the seawall.



  • Accommodations during program dates, including all taxes and fees
  • All activities and private excursions described in the itinerary along with services of local guides, entrance fees, and private transportation
  • Meals as detailed in your itinerary, including pre-arranged drink pairings
  • Private airport transfers with porterage on the first and last scheduled days of the program

Not Included

  • Airfare to/from arrival and departure cities
  • Travel insurance
  • Additional alcoholic beverages beyond what has been arranged by Experi to pair with the included major meals
  • Gratuities for drivers, local guides, porters, and included meals

Travel Insurance

Learn more about travel insurance and how it can help you prepare for the unexpected at

Travel Terms & Conditions

View our complete terms and conditions here at

Reservation process

Step 1:

Complete the form above indicating:

  • the number of travelers in your group
  • your preferred travel dates
  • the best way to reach you

Step 2:

We will contact you to discuss your preferences.

Step 3:

Based on our conversation, we will check availability, confirm pricing, and provide you with a detailed proposal.

Step 4:

To confirm the services and accommodations for your private departure, a non-refundable 50% deposit of the total trip fee is required.

Frequently Asked Questions (FAQs)

How a Private Departure Works:

A Private Departure is a program that our destination specialists have meticulously crafted and curated to highlight the best of a particular destination. While we offer a few options to personalize your journey, the main framework of a Private Departure itinerary has been set. If you are seeking to make changes in the schedule or activities, a Custom Program may better suit your needs.

Destination-Specific Information - Cuba:

This trip appeals to food lovers curious to discover Cuba’s rich, colorful history and culture through authentic experiences and encounters with locals.


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Bainbridge Island, WA 

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