Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Johannesburg, South Africa: Econ from $842. – Nov-Jan (Including Thanksgiving)
* This is a “fare dump” with a few alternate dates available.
BOS > Phoenix, Arizona: Econ from $140. – Oct-Dec (Including Fall Break)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Vilnius, Lithuania: Econ from $414. – Oct-Dec (Including Thanksgiving)
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: Econ from $107. – Sep-Nov (Including Fall Break)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Krakow, Poland: Econ from $446. – Dec-Feb (Including Winter Break and MLK Weekend)
Want to stretch your vacation dollars two to three times farther? Consider Eastern Europe over Western Europe. You’ll stretch your…
BOS > Dubrovnik, Croatia: Econ from $550. – Oct-Dec (Including Thanksgiving)
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Newark, New Jersey: Biz from $277 Econ from $38. – Sep-Nov (Including Fall Break)
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Marrakesh, Morocco: Econ from $521. – Mar-May (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 > San Antonio, Texas: Econ from $148. – Sep-Nov (Including Fall Break)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Detroit, Michigan: Biz from $387 Econ from $66. – Oct-Dec (Including Fall Break)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Quito, Ecuador: Biz from $946 Econ from $349. – Oct-Dec (Including Thanksgiving)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Porto Alegre, Brazil: Econ from $500. – Oct-Dec (Including Thanksgiving)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Kingston, Jamaica: Biz from $924 Econ from $254. – Sep-Nov (Including Fall Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Prague, Czech Republic: Econ from $406. – 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 > San Diego, California: Econ from $120. – Sep-Nov (Including Fall Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Myrtle Beach, South Carolina: Econ from $64. – Sep-Nov (Including Fall Break)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Fort Myers, Florida: Econ from $78. – Dec-Feb (Including MLK Weekend)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Pristina, Kosovo: Econ from $548. – 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 > San Jose, Costa Rica: Biz from $924 Econ from $265. – Sep-Nov (Including Fall Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Split, Croatia: Econ from $620. – Feb-Apr (Including Spring Break)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Kansas City, Kansas: Biz from $569 Econ from $72. – Sep-Nov (Including Fall Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Cluj Napoca, Romania: Econ from $499. – 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 > Denver, Colorado: Econ from $105. – Sep-Nov (Including Fall Break)
If you visit Denver, be sure to drop me a note. I moved here from California 25 years ago, and…
BOS > Kralendijk, Caribbean Netherlands: Biz from $939 Econ from $380. – Oct-Dec (Including Thanksgiving)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Tunis, Tunisia: Econ from $612. – 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 > Luqa, Malta: Econ from $543. – 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 > Grand Rapids, Michigan: Biz from $466 Econ from $131. – Sep-Nov (Including Fall Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Simpson Bay, St. Maarten: Biz from $938 Econ from $266. – Oct-Dec (Including Fall Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Raleigh, North Carolina: Biz from $379 Econ from $68. – Sep-Nov (Including Fall Break)
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Pico Island, Portugal: Econ from $349. – Jan-Mar (Including President’s Day Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Johannesburg, South Africa: Econ from $774. – Feb-Apr (Including Spring Break)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Tallinn, Estonia: Econ from $455. – Oct-Dec (Including Fall Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Milwaukee, Wisconsin: Biz from $416 Econ from $85. – Sep-Nov (Including Fall Break)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Tivat, Montenegro: Econ from $844. – 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 > Christiansted, U.S. Virgin Islands: Econ from $210. – Sep-Nov (Including Fall Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Marrakesh, Morocco: Econ from $495. – Oct-Dec (Including Thanksgiving)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Newark, New Jersey: Biz from $277. Econ from $38. – Sep-Nov (Including Fall Break)
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Podgorica, Montenegro: Biz from $3170. Econ from $661. – Oct-Dec (Including Thanksgiving)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > San Salvador, El Salvador: Biz from $893 Econ from $272. – Sep-Nov (Including Fall Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…