For the airport:
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Travel documents (passport, drivers license, airline tickets, cruise docs if applicable)
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A well-packed carry on (anything essential you might need in the first 24 hours)
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TSA approved locks (The only thing more upsetting than lost luggage is a bag that has been ransacked) I also recommend locks that don’t require a key
There will be sun!
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Sunscreen
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Aloe
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Bug spray
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Lip Balm with SPF
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Sunglasses and Hat
Clothing:
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Do NOT overpack
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Lightweight clothing
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Light jacket
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Comfortable shoes and multiple bathing suits
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Clothing NOT to Pack: Take note that camouflage clothing is strictly prohibited, and even illegal in some Caribbean areas, so just leave all these at home.