• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
Entrepreneurs

Cuba Offers Up Opportunities and Headaches for American Entrepreneurs

By
David DeVoss
David DeVoss
Down Arrow Button Icon
By
David DeVoss
David DeVoss
Down Arrow Button Icon
August 3, 2016, 11:52 AM ET
John Kerry Opens American Embassy In Havana, Cuba
Chip Somodevilla Getty Images

Zach Smith built his $15 million travel business by offering customized tours of exotic locations in Latin America. But in order to stay ahead of the competition, the 35-year old, Seattle-based entrepreneur knew he needed a new attraction. He stumbled upon an answer when President Obama announced the U.S. would reestablish diplomatic relations with Cuba in 2015: His company would offer trips to Havana.

Unfortunately, Smith had no idea how to locate prospective vendors, establish credit or obtain government permission to do business in the country. His credit card didn’t work in Havana — the island’s economy relied almost exclusively on cash. While a tourist might carry enough money to pay for a holiday weekend, no company could risk bringing in bricks of bills to cover ongoing expenses.

And so late last year, he flew to Havana for a three-day, $2,600 English-speaking tour of the city, designed for U.S. business men and women looking to do business in the country. “We went to an automobile factory, met with a Cuban attorney handling real estate transactions, visited the office that operates Cuba’s ports and got a briefing from the organization that handles all external investment,” he remembers.

Sonia Laguna, who was born in Cuba and raised in the U.S., started giving these tours last April. Most of the 30 U.S. executives and entrepreneurs she has taken so far are interested in real estate, the hospitality industry, pleasure boat charters, bilateral trade and establishing small factories in the “free zone,” i.e. the 180-square-mile special economic area outside Havana near the Port of Mariel, where foreigners who get Communist Party approval can establish a business and own 100% equity. “I take them to government offices responsible for foreign investment and introduce them to Havana’s cuentapropistas — small private entrepreneurs the government allows to operate taxis, shops, restaurants and garages,” Laguna says.

Related: How This Entrepreneur Built a $16,000-an-Hour Private Jet Business

Normally when a nation welcomes Western investment, multinational corporations are first through the door. This hasn’t happened in Cuba because of the U.S. embargo against Cuba, first imposed in the 1960s and strengthened in the 1990s.

While the embargo is still in effect, President Obama has indicated he wants to hasten Cuba’s transformation to a market economy and continues to use his executive authority to exempt certain businesses from the congressional embargo. Washington believes Americans investing in agriculture, construction, trade and tourism are more likely to work directly with individual Cubans rather than state enterprises, so these sectors have been opened to U.S. investment.

Tourism is already booming. More than 94,000 U.S. tourists visited the country in the first four months of 2016, nearly double the number from the same period the previous year. A few large companies have already established tentative beachheads in Cuba: Airbnb has 4,000 rental properties in Cuba, the company’s fastest growing market, a Sheraton Hotel opened in June and a Starwood-managed hotel will open in August. Meanwhile, eight U.S. airlines have been approved to fly to Cuba, and Carnival Cruise Lines is selling tickets for excursions that will dock briefly in the country later this year.

 

Most new trade in the immediate future, however, is expected to be conducted by small and medium-sized enterprises like Smith’s travel company, which have more in common with Cuba’s cuentapropistas. After his tour’s conclusion, Smith stayed in the country for three extra days, retained an attorney and found a photographer to take publicity shots for his website. Since then he’s returned to Havana twice and commissioned several employees to prepare for the eventual arrival of inbound travelers. (Native-born Americans are free to travel to Cuba if they are part of an established tour that provides a visa and round trip ticket, while naturalized Cuban Americans must get a special visa or, in some cases, a Cuban passport to use in place of their American one.)

“Cuba’s infrastructure is underwhelming, but Havana has a good feeling,” Smith says. While the Communist Party “remains firmly in control,” Havana welcomes capitalist investment, expertise, machinery and management as long as Western influence stays within the economic sector.

Related: Travelers Are Embracing Human Travel Agents Again

“I was very encouraged by what I saw on my two trips to Cuba this year,” says Maria Contreras-Sweet, the administrator of the Small Business Administration. She views home repair and construction as two of the biggest untapped markets. “A lot of preservation is taking place by Cubans committed to the restoration of historic Havana,” she says. “A lot of people I met wanted to restore their homes but they need hardware.”

Reza Haghayegh, president of the LHP Group, a Miami construction and building supply company, made the same observation when he visited Havana in March on one of Laguna’s tours. “I think there’s a niche market for large stepping stones that can be used on patios and driveways,” he says. “Everything can be made there; I just need to bring in molds, machinery and vibrators.”

Attracted to Havana by its lifestyle, cuisine and proximity to Miami, Haghayegh has filed the necessary paperwork to start a joint venture. “I’m going for a second visit next month and hopefully the door will be open by the time the approvals are granted.”

Chicago resident Kimberly Wallace traveled to Cuba earlier this year to do background research for a novel. But after several days roaming Havana, Wallace, who has experience in grocery retailing and food packaging, realized that Cuba lacks a wholesale food industry. “I’d go to paladares and some of the items on the menu wouldn’t be available because the restaurant had run out,” she says. “I asked how they replaced products like butter and olive oil and was told they flew to Mexico and went shopping at Sam’s Club. It’s amazing that somebody has to leave the country in order for food to come in.”

In July, Zona+, a quasi Costco opened in Havana, but Wallace thinks it falls short of being a true food distributor. She plans to fly to Havana in September to seek approvals for her own wholesale distribution company that will bring U.S. foodstuffs to Cuba in bulk and return to the U.S. with sugar, avocados and a Cuban fruit called mamey.

Related: Why President Obama Is Promoting Cuban Entrepreneurship

The Obama administration is not letting the embargo stand in the way of increased bilateral trade. Recently, it loosened rules on financial services so that U.S. banks could extend credit to companies doing business in Cuba although thus far only one financial institution, Stonegate Bank in Pompano Beach, FL, has issued a credit card good for transactions in Cuba.

Maria Contreras-Sweet urges entrepreneurs to look at the Small Business Administration’s loan products. Options include working capital loans of up to $5 million to fund export transactions and an International Trade Loan Program, which helps small American businesses trying to enter the international market by guaranteeing up to 90% of a loan used for working capital financing and debt refinancing.

“Being mindful of the current limitations on trade doesn’t preclude an honest and direct conversation now on what is possible in the future,” she says. In other words, the situation in Cuba is still uncertain, but there are already a lot of opportunities for U.S. entrepreneurs.

About the Author
By David DeVoss
See full bioRight Arrow Button Icon

Latest in

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in

AI
Bernie Sanders and AOC launch bill to ban new data-center construction
By March 25, 2026
3 minutes ago
emily
PoliticsElections
Meet the 40-year-old Democrat who owns a fitness company for pregnant and postpartum women and just won in Trump’s district
By Bill Barrow, Mike Schneider and The Associated PressMarch 25, 2026
7 minutes ago
Big TechSocial Media
A court just ruled that tech addiction is real—and dangerous. It could be Meta and YouTube’s Big Tobacco moment
By Kristin StollerMarch 25, 2026
36 minutes ago
C-SuiteFood and drink
‘I didn’t want anybody shooting me’: Five Guys CEO gave away $1.5 million bonus to employees over botched BOGO burger birthday celebration
By Catherina GioinoMarch 25, 2026
48 minutes ago
EconomyHiring
‘Don’t leave’: the remote work guru who nailed the labor market during the Great Resignation offers job advice for 2026
By Marco Quiroz-GutierrezMarch 25, 2026
1 hour ago
Jack Fusco, chief executive officer of Cheniere Energy, at the CERAWeek by S&P Global conference in Houston.
Energyliquified natural gas
U.S. natural gas exporters literally answer Asia’s calls for ‘help’ from the Iran war, but aid can’t come overnight
By Jordan BlumMarch 25, 2026
1 hour ago

Most Popular

Magazine
The youngest-ever female CEO of a Fortune 500 company is fighting Trump's cuts to keep Medicaid strong
By Fortune EditorsMarch 24, 2026
1 day ago
Commentary
The Treasury just declared the U.S. insolvent. The media missed it
By Fortune EditorsMarch 23, 2026
2 days ago
Success
Palantir’s billionaire CEO says only two kinds of people will succeed in the AI era: trade workers — ‘or you’re neurodivergent’
By Fortune EditorsMarch 24, 2026
1 day ago
Energy
Nobel laureate Paul Krugman calls it 'treason': $580 million in suspicious oil futures traded minutes before Trump's Iran reversal
By Fortune EditorsMarch 24, 2026
1 day ago
Success
The job market is so bad that ‘reverse recruiters’ are charging $1,500 a month just to help people look for jobs
By Fortune EditorsMarch 25, 2026
13 hours ago
Success
JPMorgan has started monitoring the keystrokes, video calls, and meetings of its junior investment bankers—and they say it's for employee well-being
By Fortune EditorsMarch 24, 2026
1 day ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.