For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Piarco, Trinidad and Tobago: Biz from $595. Econ from $235. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Colombo, Sri Lanka: Econ from $921. – Mar-May
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Prague, Czech Republic: Econ from $365. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > San Jose, Costa Rica: Biz from $902. Econ from $244. – Apr-Jun
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 $311. Econ from $110. – Dec-Feb [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Los Angeles, California: Econ from $164. – Dec-Feb [SOLD OUT]
Be sure to check out the “cruises” links below to see if you could grab this cheap flight, and hop…
BOS > Cartagena, Colombia: Biz from $698. Econ from $250. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Auckland, New Zealand: Econ from $695. – Jan-Mar [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 > Coxen Hole, Honduras: Biz from $882 Econ from $338.- Dec-Feb (Including MLK Weekend) [SOLD OUT]
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
BOS > Sofia, Bulgaria: Econ from $333.- Jan-Mar [SOLD OUT]
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget two or three times as…
BOS > Sarajevo, Bosnia and Herzegovina: Econ from $349.- Feb-Apr (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Dallas, Texas: Biz from $444. Econ from $110. – Jan-Mar [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Myrtle Beach, South Carolina: Biz from $271. Econ from $72. – Jan-Mar [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Baku, Azerbaijan: Econ from $589. – 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 > Cluj Napoca, Romania: Econ from $386. – Feb-Apr (Including Spring Break)
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget two or three times as…
BOS > Willemstad, Curaçao: Biz from $946. Econ from $279. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > San Antonio, Texas: Biz from $409. Econ from $139. – Jan-Mar
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Raleigh, North Carolina: Econ from $110. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
3 different flights to/from Raleigh – All under $100 round-trip. * This is an airline sale that is time-sensitive. Plenty…
BOS > Kralendijk, Caribbean Netherlands: Biz from $1274. Econ from $402. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Gdansk, Poland: Econ from $365. – Mar-May
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Oranjestad, Aruba: Biz from $559 Econ from $262. – Jan-Mar [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
BOS > Porto, Portugal: Econ from $356. – Mar-May
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Lisbon, Portugal: Econ from $367. – Feb-Apr (Including Spring Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Oranjestad, Aruba: Biz from $748. Econ from $247. – Dec-Feb [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
BOS > Luqa, Malta: Econ from $338. – Jan-Mar [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > San Diego, California: Econ from $159. – Jan-Mar (Presidents day Weekend)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Managua, Nicaragua: Biz from $492 Econ from $298. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Poznan, Poland: Econ from $330. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Kochi, India: Econ from $800. – Dec-Feb [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 > San Salvador, El Salvador: Biz from $548 Econ from $244.- Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Krakow, Poland: Econ from $335.- Apr-Jun
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > George Town, Cayman Islands: Biz from $880 Econ from $270.- Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Bucharest, Romania: Econ from $351.- Mar-May
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget budgetbudget two or three times…
BOS > Algiers, Algeria: Econ from $328.- Dec-Feb [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 > Funchal, Portugal: Econ from $437. – Jan-Mar [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Brisbane, Australia: Econ from $786. – Jan-Mar (Presidents day Weekend)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Guatemala City, Guatemala: Biz from $664. Econ from $240. – Apr-Jun
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 $764. – Dec-Feb [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Antalya, Turkey: Econ from $522. – Mar-May
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…