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A shipment to Puerto Rico doesn't need to go through customs because it is a domestic package. However, you will need a commercial invoice, and if the value of the shipment exceeds $2,500 US you will also need Electronic Export Information.
Currently, Puerto Rico is considered an unincorporated territory of the US. This means that the USPS considers Puerto Rico to be domestic shipping, but some private carriers (like FedEx or UPS) consider Puerto Rico to be international.
As a U.S. territory, shipments to Puerto Rico are not considered exports so duties are not applied.
Though shipments to Puerto Rico do not need to clear customs, they are subject to a sales tax based on the value of the goods (noted on the commercial invoice). Shipments must be declared and released by the Puerto Rico Tax Department before they can be delivered.
An AES filing is required for goods moving from a U.S. FTZ to Puerto Rico as indicated in FTR Section 30.2(a)(1)(ii).
Shipments arriving directly to Puerto Rico from international destinations must first clear U.S. Customs. Then, they'll be subject to the excise tax and clearance by Hacienda, as described above.
USPS considers Puerto Rico to be domestic shipping, but FedEx and UPS consider it to be international.
Does customs check every package? The short answer is yes. Customs checks all inbound international packages and mail. During this process, a customs officer in the country you're shipping to will review the package to make sure it meets the country's laws, regulations and policies.
Puerto Rico is part of the U.S. Customs territory and therefore no customs duties are assessed on products coming from the mainland United States. There is, however, a 11.5 percent excise tax (sales tax) applied on products imported into the island, as well as on those produced locally.
EEI filings are required for shipments from the U.S. mainland and Puerto Rico to the U.S. Virgin Islands, but not for shipments from the U.S. Virgin Islands to the U.S. mainland or Puerto Rico. filing of an EEI.