Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Charlotte, North Carolina: Biz from $383 Econ from $67. – Oct-Dec
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Liberia, Costa Rica: Biz from $947 Econ from $380. – Oct-Dec
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
BOS > Entebbe, Uganda: Econ from $799. – Oct-Dec
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Podgorica, Montenegro: Econ from $697. – Oct-Dec
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
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 > George Town, Cayman Islands: Biz from $838 Econ from $274. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Fortaleza, Brazil: Econ from $479. – Mar-May
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Asheville, North Carolina: Econ from $96. – Nov-Jan
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Orlando, Florida: Econ from $65. – Oct-Dec
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Wroclaw, Poland: Econ from $528. – Oct-Dec
Want to stretch your vacation dollars two to three times farther? Consider Eastern Europe over Western Europe. You’ll stretch your…
BOS > Grenada, Grenada: Econ from $315. – Oct-Dec
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 $584. – Oct-Dec
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Knoxville, Tennessee: Econ from $122. – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > New Orleans, Louisiana: Econ from $76. – Jan-Mar
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
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 > Panama City, Panama: Biz from $1036 Econ from $408. – Oct-Dec
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Port Au Prince, Haiti: Biz from $823 Econ from $290. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Barranquilla, Colombia: Biz from $930 Econ from $209. – Oct-Dec
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 $369. – Oct-Dec
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
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 > Tirana, Albania: Econ from $490. – Oct-Dec
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Houston, Texas: Econ from $73. – Oct-Dec
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
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 > Reykjavik, Iceland: Econ from $260. – Oct-Dec
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
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 > Managua, Nicaragua: Biz from $920 Econ from $363. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
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 > Sofia, Bulgaria: Econ from $480. – Feb-Apr
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
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…