Departing from Boston
Best Deals from Boston
We scan 50+ destinations from Logan Intl (BOS) every 6 hours and surface the best all-in trips — flights, hotel, food, and activities.
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All-in price per trip, including flights from Boston.
Popular destinations from Boston
Click any destination to see budget details, best time to visit, and what it costs.
Cancún
Mexico
Caribbean CoastPrice from BOS →
Montego Bay
Jamaica
CaribbeanPrice from BOS →
Nassau
Bahamas
CaribbeanPrice from BOS →
Hamilton
Bermuda
AtlanticPrice from BOS →
San Juan
Puerto Rico
CaribbeanPrice from BOS →
Punta Cana
Dominican Republic
CaribbeanPrice from BOS →
Liberia
Costa Rica
GuanacastePrice from BOS →
San José
Costa Rica
Central ValleyPrice from BOS →
Grand Cayman
Cayman Islands
CaribbeanPrice from BOS →
Oranjestad
Aruba
CaribbeanPrice from BOS →
St. Maarten
Sint Maarten
CaribbeanPrice from BOS →
New York
USA
NortheastPrice from BOS →
All 38 destinations from Boston
Browse every destination we track, with budget estimates and flight search.