Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Saint Petersburg, Russia: Econ from $558. – Feb-Apr (Including Spring Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Sacramento, California: Econ from $116. – 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 > Anchorage, Alaska: Econ from $259. – 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 > Detroit, Michigan: Biz from $383. Econ from $99. – Jul-Sep [SOLDOUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > San Juan, Puerto Rico: Biz from $628. Econ from $157. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Nice, France: Econ from $364. – Oct-Dec [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Dar Es Salaam, Tanzania: Econ from $790. – Nov-Jan [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 > St. Louis, Missouri: Econ from $110. – Jul-Sep [SOLDOUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Santiago de los Caballeros, Dominican Republic: Biz from $741. Econ from $289. – 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 > Sarasota, Florida: Econ from $97. – 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 > Ahmedabad, India: Econ from $649. – Oct-Dec [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 > Cleveland, Ohio: Biz from $345. Econ from $118. – Jul-Sep [SOLDOUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Lyon, France: Econ from $377. – Jan-Mar [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 $425. Econ from $93. – Jul-Sep [SOLDOUT]
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Providenciales, Turks and Caicos Islands: Biz from $917. Econ from $352. – Aug-Oct [SOLD OUT]
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. (Pictures included) * This is…
BOS > Kathmandu, Nepal: Econ from $803. – Nov-Jan [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 > Horta, Portugal: Econ from $392. – Apr-Jun
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Las Vegas, Nevada: Econ from $116. – 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 > Miami, Florida: Econ from $85. – Jul-Sep [SOLDOUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Bogota, Colombia: Biz from $792. Econ from $266. – 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 > Natal, Brazil: Biz from $1999. Econ from $627. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Pico Island, Portugal: Econ from $397. – Apr-Jun
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Minneapolis, Minnesota: Econ from $157. – Sep-Nov [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Oakland, California: Econ from $117. – 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 > Medellin, Colombia: Biz from $638. Econ from $303. – 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 > Marrakesh, Morocco: Biz from $1911. Econ from $450. – Nov-Jan [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Malaga, Spain: Econ from $412. – Jan-Mar
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Austin, Texas: Econ from $107. – Sep-Nov [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Baltimore, Maryland: Econ from $40. – 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 > Liberia, Costa Rica: Biz from $918. Econ from $428. – Oct-Dec [SOLD OUT]
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
BOS > Moscow, Russia: Econ from $400. – Jan-Mar
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Louisville, Kentucky: Econ from $175. – Jul-Sep [SOLDOUT]
Bourbon Anyone? Click here to read a blog post from our Director of Support – Brooke Merkle – about her…
BOS > Paris, France: Econ from $364. – Feb-Apr (Including Spring Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Indianapolis, Indiana: Biz from $403. Econ from $87. – Jul-Sep [SOLDOUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > San Jose, Costa Rica: Biz from $796. Econ from $261. – 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 > Male, Maldives: Biz from $2792. Econ from $729. – Oct-Dec [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 > Honolulu, Hawaii: Econ from $497. – Sep-Nov [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Grand Rapids, Michigan: Biz from $513. Econ from $88. – 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 > Fort Lauderdale, Florida: Econ from $69. – Jul-Sep [SOLDOUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…