Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Oranjestad, Aruba: Biz from $903 Econ from $267. – Apr-Jun [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
BOS > Cleveland, Ohio: Econ from $96. – Mar-May [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 > Denver, Colorado: Econ from $130. – Apr-Jun [SOLD OUT]
Looking for a more unique bar than one of dozens of national chains on 16th street? Here are several amazing…
BOS > Kansas City, Kansas: Econ from $150. – Mar-May [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse search…
BOS > Charleston, South Carolina: Econ from $94. – Mar-May [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Cartagena, Colombia: Biz from $962 Econ from $261. – Mar-May [SOLD OUT]
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: Econ from $440. – Apr-Jun [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Lisbon, Portugal: Econ from $351. – Apr-Jun [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Poznan, Poland: Econ from $475. – Mar-May [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Nashville, Tennessee: Econ from $67. – Apr-Jun [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Saint Thomas Island, U.S. Virgin Islands: Econ from $172. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Jacksonville, Florida: Econ from $86. – Mar-May [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 > Athens, Greece: Econ from $438. – Apr-Jun [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Minneapolis, Minnesota: Econ from $128. – Mar-May [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Skopje, North Macedonia: Econ from $596. – Mar-May [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Memphis, Tennessee: Econ from $104. – Mar-May (Including Spring Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > San Antonio, Texas: Econ from $136. – Mar-May [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Budapest, Hungary: Econ from $457. – Mar-May [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Cordoba, Argentina: Biz from $1652 Econ from $893. – Apr-Jun [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 > Medellin, Colombia: Biz from $912 Econ from $226. – Mar-May [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 $769 Econ from $214. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Phoenix, Arizona: Econ from $152. – Mar-May [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Florence, Italy: Econ from $300. – Mar-May [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Heraklion, Greece: Econ from $612. – Mar-May [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > San Juan, Puerto Rico: Econ from $142. – Apr-Jun [SOLD OUT]
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 $163. – Mar-May [SOLD OUT]
Beaches, Hollywood, 5 amusement parks, home to the Lakers, Dodgers, Rams, Ducks, Kings, Angels, and quick access to Mexico cruises…
BOS > Barranquilla, Colombia: Biz from $833 Econ from $243. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Larnaca, Cyprus: Econ from $491. – Mar-May [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Managua, Nicaragua: Biz from $976 Econ from $248. – Mar-May [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 $876. – Mar-May [SOLD OUT]
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 $86. – Apr-Jun [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 Pedro Sula, Honduras: Biz from $736 Econ from $248. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Thera, Greece: Econ from $602. – Apr-Jun [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Fort Lauderdale, Florida: Econ from $80. – Mar-May [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 Jose, Costa Rica: Biz from $884 Econ from $214. – Mar-May [SOLD OUT]
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 $384. – Mar-May (Including Spring Break) [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: Econ from $68. – Mar-May [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 > Denver, Colorado: Econ from $134. – Mar-May [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Piarco, Trinidad and Tobago: Biz from $828. Econ from $428. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…