The low cost of living coupled with affordable yet quality medical care options available makes St Maarten an excellent Caribbean island to live with a family. To acquire a pensioner's permit in St Maarten, you must be 60 years or older and have a minimum savings of $255,000.

Yes, Americans can retire in Sint Maarten (the Dutch side of the island), but it requires a formal residency permit process as it is not a U.S. territory. In 2026, the primary path for retirees is the "Penshonado" or pensioner status. To qualify, you must typically be at least 50 years old and prove that you have a stable, guaranteed income—such as a pension or Social Security—that meets the local minimum threshold (often around $25,000 to $35,000 per year). You will also need to provide a "clean" police record, proof of health insurance that covers the island, and a local address. Many Americans find the process manageable due to the Dutch-American Friendship Treaty, which simplifies certain business and residency requirements. The island is highly attractive for its "tax-friendly" status, as there is no property tax on the Dutch side. However, it is vital to consult with a local immigration lawyer to navigate the current "Apostille" requirements for your birth certificate and other official documents.