Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > San Pedro Sula, Honduras: Biz from $1070 Econ from $274. – 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 > Montego Bay, Jamaica: Biz from $858 Econ from $277. – 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 > Abuja, Nigeria: Biz from $3415 Econ from $829. – 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 > San Jose, Costa Rica: Biz from $954 Econ from $249. – 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 > Praia, Cape Verde: Biz from $1632 Econ from $474 – Nov-Jan [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

BOS > Tunis, Tunisia: Biz from $3211 Econ from $511. – Feb-Apr
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

BOS > Raleigh, North Carolina: Biz from $379 Econ from $68. – Oct-Dec [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

BOS > Oranjestad, Aruba: Biz from $868 Econ from $268. – Oct-Dec [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

BOS > Grand Rapids, Michigan: Biz from $586 Econ from $103. – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

BOS > Cartagena, Colombia: Biz from $895 Econ from $263. – 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 > Coxen Hole, Honduras: Biz from $1524 Econ from $507. – Apr-Jun
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…

BOS > Philadelphia, Pennsylvania: Biz from $309 Econ from $48. – Oct-Dec [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

BOS > Willemstad, Curaçao: Biz from $948 Econ from $404. – Mar-May
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 $277 Econ from $38. – Sep-Nov (Including Fall Break) [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…

BOS > San Salvador, El Salvador: Biz from $1,079 Econ from $263. – 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 > Charlotte, North Carolina: Biz from $383 Econ from $67. – Oct-Dec [SOLD OUT]
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 [SOLD OUT]
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

BOS > Detroit, Michigan: Biz from $387 Econ from $66. – Oct-Dec (Including Fall 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 > George Town, Cayman Islands: Biz from $838 Econ from $274. – 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 > Quito, Ecuador: Biz from $946 Econ from $349. – Oct-Dec (Including Thanksgiving) [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 > Panama City, Panama: Biz from $1036 Econ from $408. – Oct-Dec [SOLD OUT]
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 [SOLD OUT]
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 [SOLD OUT]
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 $924 Econ from $254. – Sep-Nov (Including Fall Break) [SOLD OUT]
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 $924 Econ from $265. – Sep-Nov (Including Fall Break) [SOLD OUT]
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 $920 Econ from $363. – 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 > Kansas City, Kansas: Biz from $569 Econ from $72. – Sep-Nov (Including Fall Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

BOS > Kralendijk, Caribbean Netherlands: Biz from $939 Econ from $380. – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Grand Rapids, Michigan: Biz from $466 Econ from $131. – Sep-Nov (Including Fall Break) [SOLD OUT]
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) [SOLD OUT]
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) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…

BOS > Cartagena, Colombia: Biz from $949 Econ from $233. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Oranjestad, Aruba: Biz from $868 Econ from $262. – Oct-Dec [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

BOS > Milwaukee, Wisconsin: Biz from $416 Econ from $85. – Sep-Nov (Including Fall 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 > Montego Bay, Jamaica: Biz from $923 Econ from $278. – Sep-Nov (Including Fall Break) [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: Biz from $883 Econ from $187. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Charlotte, North Carolina: Biz from $379. Econ from $57. – Sep-Nov [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

BOS > Newark, New Jersey: Biz from $277. Econ from $38. – Sep-Nov (Including Fall Break) [SOLD OUT]
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) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…