Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Riga, Latvia: Biz from $2106 Econ from $369. – Feb-Apr (Including Spring Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Indianapolis, Indiana: Econ from $166. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Miami, Florida: Biz from $230 Econ from $98. – Jan-Mar
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 $496 Econ from $292. – Oct-Dec [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 $151. – Nov-Jan (Including Winter Break)
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: Econ from $127. – Nov-Jan
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > San Salvador, El Salvador: Biz from $618. Econ from $240. – Dec-Feb
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: Econ from $99.- Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Grand Rapids, Michigan: Biz from $451 Econ from $84.- Nov-Jan
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: Biz from $506 Econ from $227.- Jan-Mar
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: Biz from $268 Econ from $87.- Oct-Dec [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Detroit, Michigan: Biz from $213 Econ from $49.- Oct-Dec [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Chicago, Illinois: Econ from $97. – Oct-Dec [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: Biz from $226. Econ from $72. – Oct-Dec [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > San Diego, California: Econ from $162. – Dec-Feb (Including MLK Weekend)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Bogotá, Colombia: Biz from $689. Econ from $320. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Newark, New Jersey: Biz from $267. Econ from $102. – Oct-Dec [SOLD OUT]
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Austin, Texas: Econ from $129. – Dec-Feb (Including MLK Weekend)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Santo Domingo, Dominican Republic: Biz from $544. Econ from $314. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > San Francisco, California: Econ from $174. – Dec-Feb (Including MLK Weekend)
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Denver, Colorado: Econ from $107. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Des Moines, Iowa: Econ from $98. – Oct-Dec [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 > Madrid, Spain: Econ from $320. – Nov-Jan
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Jacksonville, Florida: Biz from $407 Econ from $127.- Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Newark, New Jersey: Biz from $267 Econ from $97.- Oct-Dec [SOLD OUT]
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Oranjestad, Aruba: Biz from $497 Econ from $306.- Oct-Dec (Including Thanksgiving) [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
BOS > Houston, Texas: Biz from $328 Econ from $127.- Oct-Dec [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Raleigh, North Carolina: Econ from $54.- Oct-Dec [SOLD OUT]
3 different flights to/from Raleigh – All under $100 round-trip. * This is a “fare dump” with a few alternate…
BOS > Liberia, Costa Rica: Biz from $983 Econ from $290.- Jan-Mar
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
BOS > Krakow, Poland: Econ from $339.- Oct-Dec (Including Thanksgiving) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > West Palm Beach, Florida: Econ from $137. – Oct-Dec [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Myrtle Beach, South Carolina: Biz from $377. Econ from $107. – Oct-Dec [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 Juan, Puerto Rico: Biz from $462 Econ from $175. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Dallas, Texas: Biz from $430 Econ from $141. – Oct-Dec [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Nashville, Tennessee: Biz from $249 Econ from $60. – Jan-Mar
If you like live music, you’ve got to check out Nashville. We visited Broadway street every night we were there,…
BOS > Richmond, Virginia: Econ from $117. – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Savannah, Georgia: Econ from $137. – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Belize City, Belize: Biz from $933. Econ from $328. – Nov-Jan
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Cleveland, Ohio: Econ from $58. – Oct-Dec [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…