Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Florianopolis, Brazil: Econ from $761. – May-Jul (Including Summer Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Simpson Bay, St. Maarten: Biz from $887 Econ from $225. – May-Jul (Including Summer 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 Diego, California: Econ from $137. – May-Jul (Including Summer Break) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Saint Thomas Island, U.S. Virgin Islands: Biz from $796 Econ from $196. – May-Jul (Including Summer 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 > Orlando, Florida: Econ from $66. – May-Jul (Including Summer Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Myrtle Beach, South Carolina: Biz from $449 Econ from $47. – Apr-Jun (Including Summer Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > George Town, Cayman Islands: Biz from $798 Econ from $345. – May-Jul (Including Summer Break)
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 $897 Econ from $260. – May-Jul (Including Summer 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 > Santiago, Chile: Econ from $628. – Apr-Jun (Including Summer Break) [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 Juan, Puerto Rico: Econ from $120. – May-Jul (Including Summer 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 > Asheville, North Carolina: Econ from $104. – May-Jul (Including Summer Break)
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 $814 Econ from $269. – May-Jul (Including Summer 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 > Lima, Peru: Biz from $1113 Econ from $433. – Jan-Mar (Including President’s Day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Houston, Texas: Econ from $91. – May-Jul (Including Summer Break)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Grenada, Grenada: Biz from $927 Econ from $356. – May-Jul (Including Summer 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: Econ from $95. – May-Jul (Including Summer Break)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Fortaleza, Brazil: Econ from $766. – May-Jul (Including Summer Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Georgetown, Guyana: Biz from $948 Econ from $374. – May-Jul (Including Summer Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Norfolk, Virginia: Econ from $79. – May-Jul (Including Summer Break)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Asheville, North Carolina: Econ from $94. – May-Jul (Including Summer Break)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
(Including Summer Break) BOS > Indianapolis, Indiana: Econ from $116. – May-Jul
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > San Juan, Puerto Rico: Econ from $138. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Houston, Texas: Econ from $106. – May-Jul (Including Summer Break) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Fort Lauderdale, Florida: Econ from $88. – May-Jul (Including Summer Break)
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Brasilia, Brazil: Econ from $720. – May-Jul (Including Summer Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Cincinnati, Ohio: Econ from $78. – Jun-Aug (Including Summer Break)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Dallas, Texas: Econ from $118. – May-Jul (Including Summer Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Georgetown, Guyana: Biz from $980 Econ from $479. – Jun-Aug (Including Summer Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Panama City, Panama: Biz from $928 Econ from $287. – May-Jul (Including Summer Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Panama City, Panama: Biz from $1037 Econ from $287. – May-Jul (Including Summer Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Indianapolis, Indiana: Econ from $157. – May-Jul (Including Summer Break)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Asheville, North Carolina: Econ from $94. – May-Jul (Including Summer Break)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Belize City, Belize: Biz from $1069. Econ from $437. – May-Jul (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 > Norfolk, Virginia: Econ from $120. – May-Jul (Including Summer Break)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Heraklion, Greece: Econ from $669. – Apr-Jun (Including Summer Break) [SOLD OUT]
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
BOS > Curitiba, Brazil: Biz from $2723. Econ from $697. – May-Jul (Including Summer Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Newark, New Jersey: Biz from $297. Econ from $79. – Jun-Aug (Including Summer Break)
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Cozumel, Mexico: Biz from $871. Econ from $359. – May-Jul (Including Summer Break)
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
BOS > Vitória, Brazil: Econ from $808. – May-Jul (Including Summer Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…