Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > San Antonio, Texas: Econ from $129. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

BOS > Charlotte, North Carolina: Econ from $45. – Dec-Feb [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

BOS > Oranjestad, Aruba: Biz from $896 Econ from $221. – Jan-Mar [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

BOS > Santo Domingo, Dominican Republic: Biz from $718 Econ from $239. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Praia, Cape Verde: Biz from $1603 Econ from $540. – Dec-Feb [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

BOS > Memphis, Tennessee: Econ from $98. – Dec-Feb [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

BOS > West Palm Beach, Florida: Econ from $121. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

BOS > Saint Thomas Island, U.S. Virgin Islands: Biz from $895. Econ from $182. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Milwaukee, Wisconsin: Econ from $118. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

BOS > Guayaquil, Ecuador: Biz from $920. Econ from $314. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

BOS > Punta Cana, Dominican Republic: Econ from $256. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Dallas, Texas: Econ from $120. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

BOS > Barranquilla, Colombia: Biz from $841. Econ from $249. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Austin, Texas: Biz from $498. Econ from $158. – Dec-Feb [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

BOS > Asheville, North Carolina: Econ from $76. – Dec-Feb (Including Winter Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

BOS > Cartagena, Colombia: Biz from $847. Econ from $221. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Grand Rapids, Michigan: Biz from $537. Econ from $138. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

BOS > Christiansted, U.S. Virgin Islands: Econ from $188. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Philadelphia, Pennsylvania: Econ from $48. – Dec-Feb [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

BOS > Fort Myers, Florida: Econ from $130. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

BOS > Warsaw, Poland: Econ from $346. – Dec-Feb [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

BOS > Cancun, Mexico: Biz from $753. Econ from $220. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

BOS > Managua, Nicaragua: Biz from $1061. Econ from $193. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Tangier, Morocco: Econ from $510. – Dec-Feb [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

BOS > Charleston, South Carolina: Econ from $100. – Dec-Feb [SOLD OUT]
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

BOS > Bogota, Colombia: Biz from $868. Econ from $222. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Fort Lauderdale, Florida: Econ from $70. – Dec-Feb [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

BOS > Montego Bay, Jamaica: Biz from $812. Econ from $259. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Atlanta, Georgia: Econ from $76. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

BOS > Gdansk, Poland: Econ from $430. – Dec-Feb [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

BOS > Nashville, Tennessee: Econ from $68. – Dec-Feb (Including Winter Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

BOS > San Salvador, El Salvador: Biz from $828. Econ from $194. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > New Orleans, Louisiana: Econ from $114. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

BOS > Jacksonville, Florida: Econ from $162. – Dec-Feb (Including Winter Break) [SOLD OUT]
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…

BOS > Paris, France: Econ from $311. – Dec-Feb [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

BOS > Guatemala City, Guatemala: Biz from $618. Econ from $224. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Indianapolis, Indiana: Biz from $440. Econ from $157. – Dec-Feb [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

BOS > Kingston, Jamaica: Biz from $716. Econ from $264. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Charlotte, North Carolina: Econ from $46. – Dec-Feb [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…