A trip to Cuba is like a step back in time, with its colonial buildings, classic American cars, and oxen pulling wooden plows through the fields. The travel landscape is rapidly evolving as the government continues to ease its restrictions. 

In Havana, a thriving artistic culture transforms African, Spanish, and American influences into a distinct national identity. Witness Cubans’ creativity, resourcefulness, and friendly nature in spite of economic hardship. Consider the strengths of a society committed to providing education and healthcare to all citizens, and see a tightly controlled economy face challenges and opportunities as entrepreneurs emerge. Outside Havana, fertile fields produce tobacco and sugar to fuel the country’s economy. Here you can examine firsthand U.S.-Cuban history and the impact of the U.S. embargo.

Beyond its cultural legacy, Cuba has a wealth of natural resources, including the distinctive limestone hills known as mogotes, unspoiled coral reefs, miles of beaches, two UNESCO Natural World Heritage Sites (Alejandro de Humboldt National Park and Desembarco del Granma National Park), and a Ramsar Site (Zapata wetland), among others. 

Holbrook Travel has been offering legal travel to Cuba since 2000. In that time, we’ve developed a vast network of connections and knowledge, and we look forward to sharing what we’ve learned with you to ensure you get the most from your experience.

Trips to Join

2 spots left
From $2,850

Cultural Travel

Cuba | 500 Years of Cuban History and Culture

led by Alberto Jones
Nov 2, 2017 - Nov 10, 2017
From $4,150


Cuba | Exploring Eastern Cuba with Friends of the Bosque del Apache

Dec 9, 2017 - Dec 18, 2017
From $3,865


Cuba | Birding with Audubon Society of Northern Virginia

Dec 6, 2017 - Dec 15, 2017

Trips to Plan

From $3,340

Student Travel

Cuba | Ecological Riches and Cultural Exploration of Western Cuba

9 Days | Choose your dates
From $3,045


Cuba | Cuba’s Birding Hotspots

8 Days | Choose your dates
From $5,295

Garden Tours

Eastern Cuba | Gardens, National Parks, Culture and History

12 Days | Choose your dates