Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
BOS > Larnaca, Cyprus: Econ from $518. – Jan-Mar (Presidents day Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Jacksonville, Florida: Econ from $128. – 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 $167. – 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 > San Salvador, El Salvador: Biz from $455. Econ from $224. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Belgrade, Serbia: Econ from $378. – Mar-May
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Mykonos, Greece: Econ from $586. – Jan-Mar
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Liberia, Costa Rica: Biz from $943 Econ from $284. – 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 > Cincinnati, Ohio: Biz from $435 Econ from $132. – Jan-Mar
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Charleston, South Carolina: Biz from $359 Econ from $128. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Skopje, North Macedonia: Econ from $391. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Bridgetown, Barbados: Biz from $979. Econ from $295. – 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 > Male, Maldives: Econ from $816. – 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 > Detroit, Michigan: Biz from $301. Econ from $96. – 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 > Gdansk, Poland: Biz from $1512. Econ from $388. – Jan-Mar
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Denver, Colorado: Econ from $133. – Jan-Mar
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
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 > Miami, Florida: Biz from $200. Econ from $51. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Maputo, Mozambique: Econ from $996. – Mar-May (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 > Sibiu, Romania: Econ from $442. – Jan-Mar [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Asheville, North Carolina: Econ from $82.- 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 > Prague, Czech Republic: Econ from $337.- 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 > Split, Croatia: Econ from $388.- Aug-Oct
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Willemstad, Curaçao: Biz from $783 Econ from $244.- 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 > Charlotte, North Carolina: Biz from $348. Econ from $118. – 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 > Chicago, Illinois: Biz from $296. Econ from $127. – Dec-Feb [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 > Kochi, India: Econ from $833. – Mar-May
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Ankara, Turkey: Econ from $565. – 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 > San Jose, Costa Rica: Biz from $475. Econ from $212. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Cleveland, Ohio: Econ from $58. – 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 > Coxen Hole, Honduras: Biz from $915. Econ from $338. – Dec-Feb [SOLD OUT]
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
BOS > Bucharest, Romania: Econ from $338. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget budgetbudget two or three times…
BOS > Fort Lauderdale, Florida: Biz from $235. Econ from $67. – Dec-Feb [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Algiers, Algeria: Econ from $373. – 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 > Bilbao, Spain: Econ from $368. – Dec-Feb [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Abu Dhabi, United Arab Emirates: Econ from $772. – Dec-Feb [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 > Syracuse, New York: Econ from $97. – 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 > Dallas, Texas: Biz from $312. Econ from $111. – Jan-Mar
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
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 > San Antonio, Texas: Biz from $389. Econ from $153. – Jan-Mar [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…