Cuba – Havana Weekend Getaway

Escape to Havana for a weekend of art, music and exploration. Experience the best of this vibrant city!

The Place and The People

Havana is a city that is alive. From the narrow alleyways in Old Havana that echo jazz to the bustling seaside boardwalk known as the malecon, a weekend in Havana is a getaway you’ll never forget.

Havana is also a city that is on the brink of change. As relationships warm between Cuba and the U.S., Havana will be the first place that feels the winds of change blowing from just 90 miles away. Will this be good for the city? Will throngs of American tourists descend upon the city’s iconic squares? This is still to be determined. But for now, soak in the beauty of Cuban art, music and history that Havana embodies.

What You'll Do

Over the course of four days, you’ll step right into the jetstream of day-to-day life in Havana experiencing everything the city has to offer. More importantly, you’ll experience Havana like a local by meeting some of its most notable residents and witnessing first-hand a country in transition.

Spend a morning uncovering Ernest Hemingway’s old haunts at his house in Cojimar, a charming seaside town. Take a stroll through the cobblestone streets of Old Havana learning about its colonial heritage. Enjoy a presentation from an Afro-Cuban dance company and test out your salsa dancing skills. Visit Havana’s Museum of Fine Arts, home to Cuba’s largest collection of contemporary art.

  • Immersive Travel: Have a truly unique experience

What You'll See

Discover the Cuba’s past with a visit to Havana’s colonial squares. Around one corner, Spanish-style cathedrals grace open-air plazas where live music echos across the buildings. Around another, the heroes of the Cuban Revolution, Che Guevara and Fidel Castro, adorn the sides of buildings looking over the city.  Like a walking museum, the depth of history in Havana is unlike any other city in the world.

At the same time, a new creative class is thriving in Havana. Visit a factory that has been transformed into a center for Cuban culture, arts and nightlife. Engage in meaningful exchanges with the hosts of your casas particulares, or local bed & breakfasts. See the real Havana before it changes for good.

Email Me a Detailed Itinerary

or call us now at 1-619-758-3030

Itinerary Overview

Most days start with breakfast in your casa particular, or local bed & breakfast. Hit the streets of Havana for a morning full of cultural exchange whether it’s learning about Cuban music or seeing the memorizing performance of a local dance troupe

Enjoy lunch at one of Havana’s finest paladars, or private restaurants, sampling the delicious cuisine popularized by Anthony Bourdain’s television program. Continue the afternoon with a tour of the city’s main sites including the oceanfront malecon, Revolution Square and the cobblestone streets of Old Havana.

Later on, head over to a paladar in Old Havana for dinner overlooking the the central plaza and out towards the Caribbean. Keep quiet for the canon ceremony that takes place every evening to commemorate the Spanish colonial rule of the island.

Spend the rest of the night exploring one of the vibrant jazz cafes taking in the live music and nightlife that Havana is famous for.

Email Me a Detailed Itinerary

or call us now at 1-619-758-3030

Where You'll Stay

Mimi A.

Burlington, VT

Traveler's Journal

Havana is a place that epitomizes Cuban joie de vivre, or joy of life. In the streets, life just emanates out of every corner. Whether it’s the music, art or the depth of history, Havana never ceases to amaze me. I cannot wait to come back.

Dates and Fees

We offer serveral Family Friendly dates, to help families book travel around common school vacation times

Reserve a Spot

or call us now at 1-619-758-3030

Havana: 4 Days / 3 Nights

Program Fee: $1,895

*Double occupancy.  Single room supplement: $200

Discover Corps trips include exclusive, guided programming, including expertly curated people-to-people activities; insider access to Havana’s famous places and those rarely seen; and private meetings and discussions with Cuban experts.  Additionally,your trip fee includes:

  • Small group touring: between 6-15 travelers
  • Bilingual expert Cuban guide
  • Private Cuban driver
  • Pure bottled water while touring
  • All meals in Cuba
  • Breakfast, Lunch and Dinner at restaurants or in Cuban families’ homes
  • 3 nights accommodation in casas particulares
  • All scheduled activities
  • All in-country ground transportation and airport transfers via air-conditioned van
  • Discover Corps Cuba pre-departure booklet
  • 24-hour Discover Corps emergency hotline
  • Tips for luggage handling, restaurants, and programmed activities throughout tour*
  • Legal documentation of your people-to-people program

Does NOT include

  • Tips for Cuban guide and driver
  • International airfare
  • Cuban visa

Departure Dates


  • August 4-7, 2017
  • September 1-4, 2017
  • October 13-16, 2017
  • November 23-26, 2017
  • December 23-26, 2017
  • December 29, 2017-January 1, 2018
  • January 26-29, 2018
  • February 9-12, 2018
  • March 2-5, 2018
  • March 30-April 2, 2018
  • May 11-14, 2018
  • June 15-18, 2018
  • July 5-8, 2018
  • August 3-6, 2018

*Custom dates are available for groups of 4 or more!

Have questions about the logistics and legalities of traveling to Cuba? Contact us at (619) 758-3030.


Alumni & Family Discounts

Repeat travelers and groups are eligible for discounts and special deals.

Customized Private Trips

Let us create a custom trip for your group. Learn more about custom group travel.

As Seen In

Los Angeles Times USA Today Road Warrior Blog International Business Times

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Your adventure awaits! Use the form below to get a FREE catalog by mail or email. Or call us now at 1-619-758-3030

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