Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Kingston, Jamaica: Biz from $888 Econ from $264. – Sep-Nov
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Christiansted, U.S. Virgin Islands: Biz from $814 Econ from $210. – Sep-Nov
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > San Salvador, El Salvador: Biz from $693 Econ from $247. – 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 > Pittsburgh, Pennsylvania: Biz from $257 Econ from $55. – Sep-Nov
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > San Pedro Sula, Honduras: Biz from $866 Econ from $289. – Sep-Nov
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Newark, New Jersey: Biz from $267 Econ from $38. – Sep-Nov
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Grenada, Grenada: Biz from $1127 Econ from $295. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Guayaquil, Ecuador: Biz from $825 Econ from $240. – Sep-Nov (Including Fall Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Bridgetown, Barbados: Biz from $996 Econ from $325. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Philadelphia, Pennsylvania: Biz from $297 Econ from $48. – Oct-Dec
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Kansas City, Kansas: Biz from $559 Econ from $62. – Sep-Nov
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Port Au Prince, Haiti: Biz from $798 Econ from $266. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Managua, Nicaragua: Biz from $925 Econ from $327. – Sep-Nov
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 $378 Econ from $50. – 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 > Willemstad, Curaçao: Biz from $1002 Econ from $384. – 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 > Saint Thomas Island, U.S. Virgin Islands: Biz from $847 Econ from $203. – 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 > Georgetown, Guyana: Biz from $1055 Econ from $434. – Sep-Nov (Including Fall Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > San Juan, Puerto Rico: Biz from $625 Econ from $106. – Aug-Oct
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: Biz from $1547 Econ from $410. – Oct-Dec (Including Thanksgiving)
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 $1000 Econ from $296. – 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 > San Jose, Costa Rica: Biz from $880 Econ from $254. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Kralendijk, Caribbean Netherlands: Biz from $1089 Econ from $389. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Cape Town, South Africa: Biz from $3125 Econ from $879. – Apr-Jun
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Simpson Bay, St. Maarten: Biz from $841 Econ from $241. – Sep-Nov
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Oslo, Norway: Biz from $1027 Econ from $377. – 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 > Oranjestad, Aruba: Biz from $858 Econ from $270. – Oct-Dec
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
BOS > Piarco, Trinidad and Tobago: Biz from $911 Econ from $217. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Christiansted, U.S. Virgin Islands: Biz from $803 Econ from $225. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Cincinnati, Ohio: Biz from $391 Econ from $53. – Aug-Oct
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Cancun, Mexico: Biz from $732 Econ from $226. – Aug-Oct
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Montego Bay, Jamaica: Biz from $894 Econ from $254. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Pittsburgh, Pennsylvania: Biz from $282 Econ from $66. – Aug-Oct (Including Labor Day)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Newark, New Jersey: Biz from $279 Econ from $56. – Aug-Oct
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > San Salvador, El Salvador: Biz from $723 Econ from $235. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Palanga, Lithuania: Biz from $2235 Econ from $431. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Santo Domingo, Dominican Republic: Biz from $760 Econ from $234. – Aug-Oct
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 $559 Econ from $62. – Aug-Oct
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Charlotte, North Carolina: Biz from $388 Econ from $38. – Aug-Oct
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Guatemala City, Guatemala: Biz from $809 Econ from $194. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…