Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Medellin, Colombia: $336 round-trip – Aug-Oct [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
BOS > Miami, Florida: $126 round-trip – Sep-Nov [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Panama City, Panama: $274 round-trip – Aug-Oct [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Cali, Colombia: $339 round-trip – Aug-Oct [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Atlanta, Georgia: $92 round-trip – Aug-Oct (Including Labor Day) [SOLD OUT]
Have friends or family in Atlanta? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > Denver, Colorado: $97 round-trip – Sep-Nov [SOLD OUT]
Looking for a more unique bar than one of dozens of national chains on 16th street? Here are several amazing…
BOS > Cancun, Mexico: $343 round-trip – Aug-Oct [SOLD OUT]
Premium subscriber benefit: Log in and click below to download a 6-night luxury vacation voucher for Mayan Palace in Mazatlan,…
BOS > Cleveland, Ohio: $65 round-trip – Jul-Sep [SOLD OUT]
Have friends or family in Cleveland? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > Santo Domingo, Dominican Republic: $269 round-trip – Sep-Nov [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Montego Bay, Jamaica: $335 round-trip – Sep-Nov [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
BOS > Myrtle Beach, South Carolina: $109 round-trip – Aug-Oct [SOLD OUT]
Have friends or family in Myrtle Beach? Grab this cheap flight and visit them, or check out the reverse search…
BOS > Dallas, Texas: $112 round-trip – Aug-Oct (Including Labor Day) [SOLD OUT]
Have friends or family in Dallas? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > Port Au Prince, Haiti: $273 round-trip – Aug-Oct [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Sarasota, Florida: $151 round-trip – Aug-Oct [SOLD OUT]
Have friends or family in Sarasota? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > Bogota, Colombia: $293 round-trip – Aug-Oct (Including Labor Day) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
BOS > Pittsburgh, Pennsylvania: $101 round-trip – Oct-Dec [SOLD OUT]
Have friends or family in Pittsburgh? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > Cartagena, Colombia: $261 round-trip – Aug-Oct (Including Labor Day) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Jacksonville, Florida: $117 round-trip – Sep-Nov [SOLD OUT]
Have friends or family in Jacksonville? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > San Pedro Sula, Honduras: $287 round-trip – Sep-Nov [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
BOS > Chicago, Illinois: $114 round-trip – Sep-Nov (Including Fall Break) [SOLD OUT]
Have friends or family in Chicago? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > Managua, Nicaragua: $335 round-trip – Jul-Sep [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Orlando, Florida: $85 round-trip – Aug-Oct [SOLD OUT]
Have friends or family in Orlando? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > Oranjestad, Aruba: $292 round-trip – Aug-Oct [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
BOS > Nantucket, Massachusetts: $140 round-trip – Sep-Nov [SOLD OUT]
Have friends or family in Nantucket? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > San Salvador, El Salvador: $306 round-trip – Aug-Oct [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
BOS > Fort Myers, Florida: $109 round-trip – Sep-Nov (Including Fall Break) [SOLD OUT]
Have friends or family in Fort Myers? Grab this cheap flight and visit them, or check out the reverse search…
BOS > Charleston, South Carolina: $124 round-trip – Sep-Nov [SOLD OUT]
Have friends or family in Charleston? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > London, United Kingdom: $311 round-trip – Oct-Dec [SOLD OUT]
It’s been a while since I’ve been to London, but I’ll never forget it. We did the touristy thing and…
BOS > Oaxaca, Mexico: $265 round-trip – Aug-Oct [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Philadelphia, Pennsylvania: $127 round-trip – Dec-Feb (Including Winter Break) [SOLD OUT]
Have friends or family in Philadelphia? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > Kingston, Jamaica: $361 round-trip – Aug-Oct [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > West Palm Beach, Florida: $115 round-trip – Nov-Jan [SOLD OUT]
Have friends or family in West Palm Beach? Grab this cheap flight and visit them, or check out the reverse…
BOS > Madrid, Spain: $280 round-trip – Feb-Apr (Including Spring Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
BOS > Raleigh, North Carolina: $91 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
3 different flights to/from Raleigh – All under $100 round-trip. * This is a “fare dump” with a few alternate…
BOS > Medellin, Colombia: $336 round-trip – Aug-Oct [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
BOS > Belize City, Belize: $370 round-trip – Dec-Feb (Including MLK Weekend)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Richmond, Virginia: $117 round-trip – Oct-Dec [SOLD OUT]
Have friends or family in Richmond? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > Atlanta, Georgia: $109 round-trip – Oct-Dec [SOLD OUT]
Have friends or family in Atlanta? Grab this cheap flight and visit them, or check out the reverse search link…
BOS > Cancun, Mexico: $320 round-trip – Aug-Oct [SOLD OUT]
Premium subscriber benefit: Log in and click below to download a 6-night luxury vacation voucher for Mayan Palace in Mazatlan,…