When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
BOS > Kansas City, Kansas: Biz from $436 Econ from $123. – 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 > Atlanta, Georgia: Econ from $62. – 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 > Saint Thomas Island, U.S. Virgin Islands: Biz from $741 Econ from $91. – 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 > Myrtle Beach, South Carolina: Econ from $73. – Nov-Jan (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 > Fort Lauderdale, Florida: Econ from $37. – Nov-Jan [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > San Jose, Costa Rica: Biz from $570 Econ from $145. – 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 > Charleston, South Carolina: Biz from $353 Econ from $139. – 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 > Guayaquil, Ecuador: Econ from $309. – Jan-Mar [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Sarasota, Florida: Econ from $72. – Nov-Jan [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Mexico City, Mexico: Biz from $586 Econ from $229. – Jan-Mar [SOLD OUT]
Although I’ve been to about half a dozen cities in Mexico, Mexico City isn’t one of them. Several of my…
BOS > Denver, Colorado: Econ from $99. – Nov-Jan [SOLD OUT]
Looking for a more unique bar than one of dozens of national chains on 16th street? Here are several amazing…
BOS > West Palm Beach, Florida: Econ from $83. – Nov-Jan [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Barcelona, Spain: Econ from $306. – Apr-Jun
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Savannah, Georgia: Econ from $144. – Nov-Jan [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Reykjavik, Iceland: Econ from $348. – Mar-May [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Charlotte, North Carolina: Econ from $90. – Nov-Jan [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 > Cartagena, Colombia: Biz from $901 (Business Bargain). Econ from $252. – 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 > Houston, Texas: Econ from $74. – Nov-Jan [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Kingston, Jamaica: Biz from $823 (Business Bargain). Econ from $331. – 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 Myers, Florida: Econ from $31. – Nov-Jan [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Panama City, Panama: Biz from $874 (Business Bargain). Econ from $254. – 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 > Santa Ana, California: Econ from $150. – 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 > Philadelphia, Pennsylvania: Biz from $289 (Business Bargain). Econ from $65. – Dec-Feb (Including Winter Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Santo Domingo, Dominican Republic: Biz from $734 (Business Bargain). Econ from $260. – Jan-Mar (Including President’s Day 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 > Las Vegas, Nevada: Econ from $96. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Vegas Baby! * This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but…
BOS > Richmond, Virginia: Biz from $323 (Business Bargain). Econ from $90. – Nov-Jan (Including Winter Break) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Guatemala City, Guatemala: Biz from $773 (Business Bargain). 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 > Cleveland, Ohio: Econ from $98. – Nov-Jan [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 > Chicago, Illinois: Biz from $339 (Business Bargain). Econ from $73. – Apr-Jun
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 $685 (Business Bargain). Econ from $235. – 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 > Raleigh, North Carolina: Biz from $285 (Business Bargain). Econ from $113. – Nov-Jan [SOLD OUT]
3 different flights to/from Raleigh – All under $100 round-trip. * This is an airline sale that is time-sensitive. Plenty…
BOS > Oakland, California: Econ from $99. – Jan-Mar [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 > Aguadilla, Puerto Rico: Biz from $608 (Business Bargain). Econ from $187. – 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 > Burbank, California: Econ from $138. – 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 > Newark, New Jersey: Econ from $31. Biz from $287 (Business Bargain). – Nov-Jan [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > San Juan, Puerto Rico: Econ from $75. Biz from $642 (Business Bargain). – Nov-Jan [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 $74. – Nov-Jan [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 > Orlando, Florida: Econ from $31. Biz from $399 (Business Bargain). – Nov-Jan [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 > Nassau, The Bahamas: Econ from $235. Biz from $593 (Business Bargain). – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…