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 $548 Econ from $244.- 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 > George Town, Cayman Islands: Biz from $880 Econ from $270.- Feb-Apr
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 $634. Econ from $391. – 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 > Funchal, Portugal: Econ from $437. – Jan-Mar [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Brisbane, Australia: Econ from $786. – Jan-Mar (Presidents day Weekend)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Guatemala City, Guatemala: Biz from $664. Econ from $240. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Male, Maldives: Econ from $764. – 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 > Larnaca, Cyprus: Biz from $1588. Econ from $461. – Jan-Mar
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Belize City, Belize: Biz from $681. Econ from $322. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
BOS > Fort Lauderdale, Florida: Biz from $268. Econ from $86. – Nov-Jan [SOLD OUT]
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Miami, Florida: Biz from $235. Econ from $97. – Jan-Mar
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 $491. Econ from $256. – 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 $372 Econ from $139.- Nov-Jan [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Willemstad, Curaçao: Biz from $926 Econ from $272.- 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 $271. Econ from $107. – 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 > Los Angeles, California: Econ from $139. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Beaches, Hollywood, 5 amusement parks, home to the Lakers, Dodgers, Rams, Ducks, Kings, Angels, and quick access to Mexico cruises…
BOS > Coxen Hole, Honduras: Biz from $909. 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 > Georgetown, Guyana: Biz from $958. Econ from $484. – Apr-Jun
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Bridgetown, Barbados: Biz from $923. 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 > Christchurch, New Zealand: Econ from $1130. – 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 > Liberia, Costa Rica: Biz from $935. Econ from $310. – 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 > Cancun, Mexico: Biz from $489. Econ from $271. – 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 > Cozumel, Mexico: Biz from $837 Econ from $403.- Nov-Jan (Including Winter Break) [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
BOS > Managua, Nicaragua: Biz from $765 Econ from $292.- Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Dubrovnik, Croatia: Econ from $378.- Feb-Apr (Including Spring Break)
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Abu Dhabi, United Arab Emirates: Econ from $747. – Feb-Apr (Including Spring Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Montego Bay, Jamaica: Biz from $494. Econ from $290. – Nov-Jan [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Nadi, Fiji: Econ from $818. – Apr-Jun
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > St. John’s, Antigua And Barbuda: Biz from $964 Econ from $369. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
The first thing you’ll learn when going to Antigua is how to properly pronounce it. (The “u” is not pronounced,…
BOS > Brisbane, Australia: Econ from $853. – Feb-Apr (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > San Salvador, El Salvador: Biz from $583. Econ from $240. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Funchal, Portugal: Econ from $480. – 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 > Kingston, Jamaica: Biz from $633. Econ from $357. – Nov-Jan [SOLD OUT]
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 $830. – Feb-Apr (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Malaga, Spain: Econ from $355. – Nov-Jan [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Santo Domingo, Dominican Republic: Biz from $446. Econ from $242. – Nov-Jan [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: Biz from $310 Econ from $86.- Nov-Jan [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 Juan, Puerto Rico: Econ from $163.- Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > George Town, Cayman Islands: Biz from $740 Econ from $284. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…