For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Guatemala City, Guatemala: Biz from $531. Econ from $236. – Jan-Mar
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 $620. Econ from $354. – 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 > Myrtle Beach, South Carolina: Biz from $321. Econ from $83. – Apr-Jun
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Paphos, Cyprus: Econ from $539. – 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 > Nadi, Fiji: Econ from $811. – Apr-Jun
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Christiansted, U.S. Virgin Islands: Biz from $474 Econ from $217. – 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 > Luqa, Malta: Econ from $360. – Dec-Feb [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > San Pedro Sula, Honduras: Biz from $474 Econ from $240. – 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 > San Juan, Puerto Rico: Biz from $339. Econ from $119. – Jan-Mar
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 $951. Econ from $421. – 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 > Cancun, Mexico: Biz from $494. Econ from $259. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Christchurch, New Zealand: Econ from $890. – Feb-Apr
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Managua, Nicaragua: Biz from $451 Econ from $250. – 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 > San Salvador, El Salvador: Biz from $553 Econ from $203. – 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 > West Palm Beach, Florida: Econ from $117. – 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 > Liberia, Costa Rica: Biz from $947. Econ from $296. – Dec-Feb [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 > Heraklion, Greece: Econ from $540. – 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 > Belize City, Belize: Biz from $637. Econ from $281. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Larnaca, Cyprus: Econ from $529. – 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 > Barcelona, Spain: Econ from $324. – 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 > Miami, Florida: Biz from $199. Econ from $61. – 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 > Simpson Bay, St. Maarten: Biz from $591. Econ from $239. – 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 > Piarco, Trinidad and Tobago: Biz from $595. Econ from $235. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Colombo, Sri Lanka: Econ from $921. – Mar-May
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 $902. Econ from $244. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Los Angeles, California: Econ from $164. – Dec-Feb [SOLD OUT]
Be sure to check out the “cruises” links below to see if you could grab this cheap flight, and hop…
BOS > Cartagena, Colombia: Biz from $698. Econ from $250. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Auckland, New Zealand: Econ from $695. – 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 > Coxen Hole, Honduras: Biz from $882 Econ from $338.- Dec-Feb (Including MLK Weekend) [SOLD OUT]
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
BOS > Myrtle Beach, South Carolina: Biz from $271. Econ from $72. – 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 > Willemstad, Curaçao: Biz from $946. Econ from $279. – 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 > Dubai, United Arab Emirates: Econ from $843. – Dec-Feb (Including MLK 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 > Kralendijk, Caribbean Netherlands: Biz from $1274. Econ from $402. – 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 > Oranjestad, Aruba: Biz from $559 Econ from $262. – Jan-Mar [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
BOS > Split, Croatia: Biz from $2147 Econ from $367. – Jul-Sep (Including Summer Break)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Lisbon, Portugal: Econ from $367. – 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 > Oranjestad, Aruba: Biz from $748. Econ from $247. – Dec-Feb [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
BOS > Luqa, Malta: Econ from $338. – 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 > Montego Bay, Jamaica: Biz from $537. Econ from $313. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…