Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Charleston, South Carolina: From $77 round-trip – Sep-Nov *BB [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Ponta Delgada, Portugal: From $297 round-trip – May-Jul (Including Summer Break) *BB [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Birmingham, Alabama: From $161 round-trip – Nov-Jan
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Cleveland, Ohio: From $74 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Little Rock, Arkansas: From $164 round-trip – Sep-Nov [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Grand Rapids, Michigan: From $162 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Willemstad, Curaçao: From $238 round-trip – Oct-Dec *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > West Palm Beach, Florida: From $103 round-trip – 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 > Detroit, Michigan: From $74 round-trip – Sep-Nov *BB [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Guatemala City, Guatemala: From $244 round-trip – Sep-Nov *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Panama City, Florida: From $168 round-trip – Sep-Nov [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Austin, Texas: From $110 round-trip – Nov-Jan *BB
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Chicago, Illinois: From $106 round-trip – Oct-Dec *BB [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Quito, Ecuador: From $360 round-trip – Sep-Nov (Including Fall Break) *BB [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 > Panama City, Panama: From $263 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Philadelphia, Pennsylvania: From $58 round-trip – Aug-Oct *BB [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 Jose, California: From $176 round-trip – Aug-Oct [SOLD OUT]
Beaches, Sunsets, Redwoods, Golden Gate Bridge, fine dining, night life, Lombard Street, & cable cars… San Francisco is one of…
BOS > Miami, Florida: From $71 round-trip – Aug-Oct [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: From $274 round-trip – Oct-Dec *BB [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
BOS > Knoxville, Tennessee: From $77 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Cleveland, Ohio: From $74 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Cali, Colombia: From $230 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Oakland, California: From $74 round-trip – Aug-Oct [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 > Grenada, Grenada: From $382 round-trip – Oct-Dec (Including Thanksgiving) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Asheville, North Carolina: From $57 round-trip – Aug-Oct [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 > Atlanta, Georgia: From $98 round-trip – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Tampa, Florida: From $103 round-trip – Dec-Feb *BB [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Dublin, Ireland: From $298 round-trip – 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 > Nassau, The Bahamas: From $278 round-trip – Nov-Jan *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Cedar Rapids, Iowa: From $167 round-trip – Jul-Sep [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Paris, France: From $314 round-trip – Nov-Jan [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Orlando, Florida: From $32 round-trip – Aug-Oct [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Vancouver, Canada: From $294 round-trip – Oct-Dec (Including Thanksgiving) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Phoenix, Arizona: From $120 round-trip – Jul-Sep [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Denver, Colorado: From $50 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Bogota, Colombia: From $233 round-trip – Sep-Nov *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Madison, Wisconsin: From $97 round-trip – Aug-Oct [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Lima, Peru: From $335 round-trip – Aug-Oct *BB [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Valparaiso, Florida: From $58 round-trip – Aug-Oct [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…