Joe Sandillo


Many American travelers still avoid Cuba because of the country’s complicated relationship with the U.S. Sandillo, who has traveled all over the island, is intimately familiar with the Treasury Department’s license requirements, so his clients get the customization and flexibility they seek while still following the law. He’s passionate about Cuban culture and strives to help clients who are looking for a deeper understanding of the country. Interested in Cuban music and dance? Sandillo can organize a private concert and jam session in the home of a rumba master.

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Colombia, Peru, and Brazil

Languages Spoken
English, Spanish, and Portuguese

Minimum Daily Spend
$500–$600 per person

Trip Planning Fees

Highlighted Review

"Joe Sandillo and his team did an amazing job planning my week-long trip to Cuba. I told him the dates I was available and what I hoped for, and he took care of the rest. He arranged everything flawlessly with a wonderful team on the ground to help expedite airport procedures. One highlight was the Presidio Modelo. I was able to spend two days photographing the site. I had a guide with me at all times, so I really didn't have to worry about a single thing. I highly recommend Joe and look forward to working with him again in the near future." - David Leventi