Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Norfolk, Virginia: Econ from $132. – Jun-Aug (Including Summer Break) [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 > Funchal, Portugal: Econ from $585. – 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 > Lebanon, Tennessee: Econ from $134. – Apr-Jun [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Ponce, Puerto Rico: Econ from $226. – 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 > Tallinn, Estonia: Econ from $564. – Sep-Nov [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 > Richmond, Virginia: Econ from $128. – Apr-Jun [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Graz, Austria: Econ from $676. – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Fort Lauderdale, Florida: Econ from $88. – May-Jul (Including Summer Break) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Simpson Bay, St. Maarten: Econ from $358. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Piarco, Trinidad and Tobago: Econ from $397. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Minneapolis, Minnesota: Econ from $139. – Apr-Jun (Including Summer Break) [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Tangier, Morocco: Econ from $551. – Aug-Oct [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Newark, New Jersey: Biz from $258. Econ from $88. – Apr-Jun [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Prague, Czech Republic: Econ from $504. – Feb-Apr [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Male, Maldives: Econ from $1019. – Aug-Oct [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 > Lihue, Hawaii: Econ from $441. – Nov-Jan (Including Thanksgiving) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Montego Bay, Jamaica: Biz from $994. Econ from $289. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Augusta, Georgia: Econ from $123. – Apr-Jun [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 > Cancun, Mexico: Biz from $873. Econ from $235. – Apr-Jun [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Denver, Colorado: Econ from $131. – Apr-Jun [SOLD OUT]
If you visit Denver, be sure to drop me a note. I moved here from California 25 years ago, and…
BOS > Punta Cana, Dominican Republic: Econ from $323. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Salzburg, Austria: Econ from $634. – 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 > Knoxville, Tennessee: Econ from $122. – Apr-Jun [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Casablanca, Morocco: Biz from $2231. Econ from $551. – 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 > Entebbe, Uganda: Econ from $875. – 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 > Sarasota, Florida: Econ from $160. – Apr-Jun [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Cincinnati, Ohio: Econ from $168. – Apr-Jun [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > St. John’s, Antigua And Barbuda: Biz from $942. Econ from $387. – Jan-Mar [SOLD OUT]
The first thing you’ll learn when going to Antigua is how to properly pronounce it. (The “u” is not pronounced,…
BOS > Sarajevo, Bosnia and Herzegovina: Econ from $714. – 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 > Milwaukee, Wisconsin: Biz from $418. Econ from $178. – Aug-Oct [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Brussels, Belgium: Econ from $351. – Aug-Oct [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Fort Myers, Florida: Econ from $86. – Apr-Jun [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 > San Pedro Sula, Honduras: Biz from $1099. Econ from $276. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Curitiba, Brazil: Biz from $2550. Econ from $793. – Sep-Nov (Including Fall Break) [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 > Myrtle Beach, South Carolina: Econ from $90. – Apr-Jun [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Copenhagen, Denmark: Econ from $344. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Atlanta, Georgia: Econ from $89. – Apr-Jun [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Saint Thomas Island, U.S. Virgin Islands: Econ from $287. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Buenos Aires, Argentina: Biz from $2641. Econ from $799. – May-Jul (Including Summer Break) [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…