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 $259 Econ from $74. – 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 > Bucharest, Romania: Econ from $533. – Sep-Nov [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Riga, Latvia: Econ from $499. – Aug-Oct (Including Labor Day) [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Montego Bay, Jamaica: Biz from $864 Econ from $270. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Simpson Bay, St. Maarten: Biz from $802 Econ from $263. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Chicago, Illinois: Biz from $379 Econ from $39. – Aug-Oct (Including Labor Day) [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 > Phoenix, Arizona: Econ from $150. – 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 > Cancun, Mexico: Biz from $711 Econ from $249. – 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 > Pittsburgh, Pennsylvania: Econ from $54. – Aug-Oct [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > San Salvador, El Salvador: Biz from $703 Econ from $222. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Nadi, Fiji: Econ from $850. – Aug-Oct (Including Labor Day) [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 > Vienna, Austria: Econ from $385. – Aug-Oct [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Myrtle Beach, South Carolina: Biz from $428 Econ from $68. – 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 > San Jose, Costa Rica: Biz from $858 Econ from $207. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Louisville, Kentucky: Biz from $418 Econ from $140. – Sep-Nov [SOLD OUT]
Bourbon Anyone? Click here to read a blog post from our Director of Support – Brooke Merkle – about her…
BOS > Vilnius, Lithuania: Econ from $394. – Sep-Nov [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Fort Lauderdale, Florida: Econ from $71. – 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 > Kingston, Jamaica: Econ from $364. – Aug-Oct [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 $71. – 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 > Fort Myers, Florida: Econ from $104. – Aug-Oct [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > San Juan, Puerto Rico: Biz from $673 Econ from $85. – Aug-Oct (Including Labor Day) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Belgrade, Serbia: Econ from $585. – Sep-Nov [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Oranjestad, Aruba: Biz from $960 Econ from $277. – Aug-Oct [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
BOS > Raleigh, North Carolina: Econ from $58. – Sep-Nov [SOLD OUT]
3 different flights to/from Raleigh – All under $100 round-trip. * This is an airline sale that is time-sensitive. Plenty…
BOS > New Orleans, Louisiana: Econ from $116. – 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 > Managua, Nicaragua: Biz from $852 Econ from $311. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Nashville, Tennessee: Econ from $61. – 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 > Saint Thomas Island, U.S. Virgin Islands: Econ from $196. – Aug-Oct [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: Econ from $163. – Aug-Oct [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Punta Cana, Dominican Republic: Econ from $249. – Aug-Oct (Including Labor Day) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Orlando, Florida: Econ from $51. – 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 > Charleston, South Carolina: Econ from $60. – 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 > Montego Bay, Jamaica: Biz from $854 Econ from $257. – Aug-Oct [SOLD OUT]
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 $259 Econ from $57. – Aug-Oct [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Tivat, Montenegro: Econ from $868. – Aug-Oct [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Chicago, Illinois: Biz from $379 Econ from $50. – 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 > Riga, Latvia: Econ from $446. – Sep-Nov [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Christiansted, U.S. Virgin Islands: Biz from $940 Econ from $236. – Aug-Oct [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: Econ from $149. – Sep-Nov [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…