Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Barcelona, Spain: Econ from $326.- 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 > George Town, Cayman Islands: Biz from $1045 Econ from $270.- Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Lisbon, Portugal: Econ from $371. – Mar-May
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: Biz from $266 Econ from $86. – Oct-Dec [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 Salvador, El Salvador: Biz from $721 Econ from $254. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > St. John’s, Antigua And Barbuda: Econ from $399. – Jan-Mar
The first thing you’ll learn when going to Antigua is how to properly pronounce it. (The “u” is not pronounced,…
BOS > Guatemala City, Guatemala: Biz from $529 Econ from $203. – Oct-Dec [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 Jose, Costa Rica: Biz from $520 Econ from $206. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Malaga, Spain: Econ from $357.- Nov-Jan
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 $1072 Econ from $448.- Oct-Dec [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > San Pedro Sula, Honduras: Biz from $620 Econ from $280.- Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Montego Bay, Jamaica: Biz from $483 Econ from $243. – Sep-Nov (Including Fall 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 > Split, Croatia: Econ from $365. – Oct-Dec [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Oranjestad, Aruba: Biz from $968 Econ from $336. – Sep-Nov (Including Fall Break) [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
BOS > Luqa, Malta: Econ from $426. – Apr-Jun
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Myrtle Beach, South Carolina: Biz from $333 Econ from $153. – Sep-Nov (Including Fall Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Larnaca, Cyprus: Econ from $506.- Oct-Dec [SOLD OUT]
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 $1149 Econ from $333.- Oct-Dec (Including Thanksgiving) [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 > Willemstad, Curaçao: Biz from $887 Econ from $373. – Oct-Dec [SOLD OUT]
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 $384. – Oct-Dec [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Boracay, Philippines: Econ from $917. – Oct-Dec [SOLD OUT]
Have I mentioned that the Philippines has some of the best diving in the world? The beaches are amazing too.…
BOS > Kralendijk, Caribbean Netherlands: Biz from $1623. Econ from $367. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Praia, Cape Verde: Econ from $592.- Oct-Dec (Including Fall Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > George Town, Cayman Islands: Biz from $957 Econ from $270.- Oct-Dec (Including Thanksgiving) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Barcelona, Spain: Econ from $328. – 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 > Nadi, Fiji: Econ from $835. – Apr-Jun (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 > Miami, Florida: Biz from $235 Econ from $92. – Sep-Nov (Including Fall Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Managua, Nicaragua: Biz from $873 Econ from $299. – Nov-Jan (Including Thanksgiving) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Bridgetown, Barbados: Econ from $315. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Providenciales, Turks and Caicos Islands: Biz from $892 Econ from $329. – Sep-Nov (Including Fall Break) [SOLD OUT]
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…
BOS > Thera, Greece: Econ from $594. – Nov-Jan
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
BOS > Fort Lauderdale, Florida: Biz from $243 Econ from $74. – Sep-Nov (Including Fall Break) [SOLD OUT]
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Cancun, Mexico: Biz from $565 Econ from $265. – Nov-Jan
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > West Palm Beach, Florida: Econ from $137. – Oct-Dec [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Dubai, United Arab Emirates: Econ from $618. – Oct-Dec (Including Thanksgiving) [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 > Belize City, Belize: Biz from $571 Econ from $332.- Nov-Jan
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Panama City, Panama: Biz from $1183 Econ from $300.- Oct-Dec [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > San Pedro Sula, Honduras: Biz from $550 Econ from $236.- Nov-Jan
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 $1151 Econ from $429. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…