President Obama’s recent position change on Cuba sparked huge interest in visiting the island. Though it may take years for such changes to affect American tourism, there are 12 ways to legally visit the island now and learn about Cuban culture.
Visiting family
Cuban-Americans are able to visit the island and reconnect with family still living there. Legislation changes also allowed for goods and money to be exchanged. Flights from Miami to Havana are often full of shrink-wrapped televisions and bursting suitcases, clutched by anxious relatives and friends.
Education and immersion
Early in Obama’s presidency, the Treasury Department began granting “people-to-people” visas for Americans to visit the island through licensed operators. Unlike a Caribbean vacation, these opportunities place Americans and Cubans together, fostering dialogue and cultural ambassadorship. Popular operators are Marazul Charters and Insight Cuba.
Journalism or academic work
Researchers and investigative reporters can receive special permission to work in Cuba. For instance, the Associated Press hires American journalists to work in short-term news reporting positions, in order for news about the island to reach a U.S. or global audience.
Humanitarian work
Religious and government organizations, like USAID, conduct humanitarian work on the island, in order to better serve the Cuban people and promote democracy. Though, the U.S.’s history of alleged sedition with ZunZuneo and Alan Gross might make this a less reliable option.
Read This Next
How To Travel To Cuba As An American
Destination
Feb 15, 2015#TrazeeTravel
Insta FeedSurveys
Sep 14, 2026Study Finds Gen Z Travelers Trust Reviews More Than Brands
Research technology company Rival Technologies recently conducted a study of Gen Z travelers and found this cohort of globetrotters generally trusts online reviews more than brand sway.
Sponsored Content
GET TO KNOW TAP FORBIZ
Unlock flexible, refined business travel with TAP Air Portugal’s program, TAP FORBIZ. Developed for small, medium and large Companies, with options for corporate events, TAP FORBIZ offers exclusive advantages adapted to each type of business.
Cruises
Sep 14, 2026Regent Seven Seas Cruises Unveils Largest-Ever Spa and Wellness Experience
Wellness has reached a new level for guests preparing to set sail on Regent Seven Seas Cruises. The cruise unveils its largest-ever Serene Spa & Wellness experience this December aboard Seven Seas Prestige, spanning an expanded menu of wellness rituals and longevity-focused treatments.
Destinations / North America
Sep 14, 202610 Overlooked U.S. Towns You’ll Want to Add to Your Travel List
Overcrowded cities (and even towns gaining popularity on social media) are becoming the norm, unfortunately. Luckily, there are still just as many destinations across the country that have yet to be discovered.
Sponsored Content
An Adults-Only Resort for All the Milestone Moments
On Saturday, Feb.14, Devossion by Live Aqua celebrated its grand opening, marking a significant milestone for Grupo Posadas and the Live Aqua brand. This adults-only resort focuses on celebration, authentic Mexican experiences and elevated hospitality — perfectly situated in the heart of the Riviera Maya.
Hotel
Sep 11, 2026Four Seasons Resort Tamarindo Recognized Among World’s Top Hotels for Second Year
A list of The World’s 50 Best Hotels recently unveiled its 2026 extended picks, and Four Seasons Resort Tamarindo has been recognized for the second consecutive year.

ShareThis