Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Bogota, Colombia: Econ from $266. – Feb-Apr [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Cairo, Egypt: Econ from $642. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Asheville, North Carolina: Econ from $110 . – Feb-Apr (Including Spring Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Helsinki, Finland: Econ from $362. – 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 > Fort Myers, Florida: Econ from $75. – 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 > Cartagena, Colombia: Econ from $327. – 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 > Paris, France: Econ from $293. – Feb-Apr [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Milwaukee, Wisconsin: Econ from $98. – Jan-Mar [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 Juan, Puerto Rico: Econ from $151. – 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 > Miami, Florida: Econ from $69. – 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 > Tunis, Tunisia: Biz from $2425. Econ from $642. – Feb-Apr [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 > Christiansted, U.S. Virgin Islands: Econ from $247. – 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 > Minneapolis, Minnesota: Econ from $127. – Dec-Feb [SOLD OUT]
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 $51. – 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 > Sofia, Bulgaria: Econ from $409. – Feb-Apr (Including Spring Break) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Casablanca, Morocco: Econ from $524. – Jan-Mar [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Johannesburg, South Africa: Econ from $764. – Feb-Apr (Including Spring Break) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Indianapolis, Indiana: Econ from $95. – Mar-May [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > San Pedro Sula, Honduras: Biz from $990. Econ from $328. – 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 > Sao Paulo, Brazil: Econ from $697. – Apr-Jun [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Kansas City, Kansas: Econ from $98. – Jan-Mar [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Santo Domingo, Dominican Republic: Econ from $221. – 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 > Barcelona, Spain: Econ from $316. – Jan-Mar [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Philadelphia, Pennsylvania: Biz from $216. Econ from $50. – Feb-Apr [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Oranjestad, Aruba: Biz from $992. Econ from $271. – Jan-Mar [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
BOS > Bucharest, Romania: Econ from $474. – Feb-Apr [SOLD OUT]
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget budgetbudget two or three times…
BOS > West Palm Beach, Florida: Econ from $118. – 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 > Rio de Janeiro, Brazil: Biz from $2282. Econ from $566. – Jan-Mar [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Skopje, North Macedonia: Econ from $637. – 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 > Charlotte, North Carolina: Econ from $116. – Jan-Mar [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 > Port Au Prince, Haiti: Econ from $319. – 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 > Fort Lauderdale, Florida: Econ from $69. – Jan-Mar [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Medellin, Colombia: Biz from $818. Econ from $272. – 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 > Marrakesh, Morocco: Econ from $528. – 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 > Orlando, Florida: Econ from $78. – 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 > Salzburg, Austria: Econ from $562. – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Dallas, Texas: Econ from $93. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Nassau, The Bahamas: Econ from $250. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Tangier, Morocco: Econ from $636. – Feb-Apr [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…