Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Oakland, California: Econ from $151. – May-Jul (Including Summer Break)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Kos, Greece: Econ from $866. – May-Jul (Including Summer Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Asheville, North Carolina: Econ from $100. – May-Jul (Including Summer Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Cali, Colombia: Biz from $966 Econ from $255. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Riga, Latvia: Econ from $602. – Aug-Oct (Including Labor Day)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Porto, Portugal: Econ from $436. – Oct-Dec
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Guayaquil, Ecuador: Biz from $1029 Econ from $346. – May-Jul (Including Summer Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Kansas City, Kansas: Econ from $135. – May-Jul (Including Summer Break)
Ribs anyone? * This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but…
BOS > Miami, Florida: Econ from $56. – May-Jul (Including Summer Break)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Willemstad, Curaçao: Biz from $996 Econ from $383. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Malaga, Spain: Econ from $392. – Oct-Dec
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > New Orleans, Louisiana: Econ from $79. – May-Jul (Including Summer Break)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Sharjah, United Arab Emirates: Econ from $704. – Aug-Oct
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Phoenix, Arizona: Econ from $146. – May-Jul (Including Summer Break)
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Montego Bay, Jamaica: Biz from $854 Econ from $266. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Male, Maldives: Econ from $966. – Aug-Oct
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Philadelphia, Pennsylvania: Biz from $329 Econ from $38. – May-Jul (Including Summer Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Liberia, Costa Rica: Biz from $1208 Econ from $402. – May-Jul (Including Summer Break)
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
BOS > Georgetown, Guyana: Biz from $980 Econ from $445. – Jun-Aug (Including Fourth of July and Summer Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Casablanca, Morocco: Econ from $491. – Sep-Nov
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Gdansk, Poland: Econ from $432. – Sep-Nov (Including Fall Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > San Salvador, El Salvador: Biz from $771 Econ from $179. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Louisville, Kentucky: Econ from $105. – May-Jul (Including Summer Break)
Bourbon Anyone? Click here to read a blog post from our Director of Support – Brooke Merkle – about her…
BOS > Luqa, Malta: Econ from $679. – Oct-Dec
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Marrakesh, Morocco: Econ from $629. – Sep-Nov (Including Fall Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Grenada, Grenada: Biz from $927 Econ from $307. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Graz, Austria: Econ from $733. – Jan-Mar (Including President’s Day Weekend)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Pittsburgh, Pennsylvania: Econ from $62. – May-Jul (Including Summer Break)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Atlanta, Georgia: Econ from $77. – May-Jul (Including Summer Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Abu Dhabi, United Arab Emirates: Econ from $793. – Oct-Dec (Including Thanksgiving)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Managua, Nicaragua: Biz from $945 Econ from $203. – May-Jul (Including Summer Break)
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 $407 Econ from $61. – May-Jul (Including Summer Break)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Innsbruck, Austria: Econ from $637. – Dec-Feb
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Split, Croatia: Econ from $604. – Sep-Nov
* This is a “fare dump” with a few alternate dates available.
BOS > Dallas, Texas: Econ from $79. – May-Jul (Including Summer Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Cartagena, Colombia: Biz from $924 Econ from $262. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Jeddah, Saudi Arabia: Econ from $1044. – Oct-Dec (Including Thanksgiving)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Munich, Germany: Econ from $461. – Jan-Mar
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Nantucket, Massachusetts: Econ from $167. – May-Jul (Including Summer Break)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…