Cheap trips from Boston
A week under $1,000 from Boston.
From Boston, 13 destinations fit a full week under $1,000, airfare plus seven days on the ground. It starts at Guatemala City, about $622 all in. $1,000 also reaches Sofia, Kraków and San Juan. Just over the line: Belgrade at $1,011.
Prices updated 2026-06-07.
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Every week under $1,000 from Boston
- Guatemala City, Guatemalaflight $307 + $45/day for a week$622
- Medellín, Colombiaflight $317 + $50/day for a week$667
- Bogotá, Colombiaflight $371 + $55/day for a week$756
- Cartagena, Colombiaflight $314 + $75/day for a week$839
- Yerevan, Armeniaflight $620 + $40/day for a week$900
- Lima, Peruflight $484 + $60/day for a week$904
- San José, Costa Ricaflight $344 + $80/day for a week$904
- Mérida, Mexicoflight $576 + $50/day for a week$926
- Oaxaca, Mexicoflight $552 + $55/day for a week$937
- Cairo, Egyptflight $600 + $50/day for a week$950
- Sofia, Bulgariaflight $653 + $45/day for a week$968
- Kraków, Polandflight $596 + $55/day for a week$981
- San Juan, Puerto Ricoflight $282 + $100/day for a week$982