St. Maarten
Boston → St. Maarten
$311 USDRoundtrip
✓ $284.52 USD−$26.48 · checked 22h ago
Oct – Nov 2026 · United Airlines · 1 stop
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← Boston Deals / Caribbean
Cheap Flights From Boston to Caribbean
Active Caribbean deals departing Boston.
Punta Cana
Boston → Punta Cana
$392 USDRoundtrip
✓ $392.29 USDchecked 22h ago
Sep 2026 – Aug 2027
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Basseterre
Boston → Basseterre
$475 USDRoundtrip
$839 USD+$364 · checked 22h ago
Oct – Nov 2026
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Other regions from Boston