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 $422. – Oct-Dec
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > San Pedro Sula, Honduras: Biz from $537 Econ from $239. – Mar-May
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 $383. – Mar-May
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > San Salvador, El Salvador: Biz from $675. Econ from $289. – Apr-Jun
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 $284. – Mar-May (Including Spring Break)
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 $771. – Aug-Oct
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Barcelona, Spain: Econ from $367. – Mar-May
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Christchurch, New Zealand: Econ from $951. – Apr-Jun (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 > Managua, Nicaragua: Biz from $549. Econ from $298. – Apr-Jun
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 $881. – Apr-Jun
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 $1046. Econ from $358. – Mar-May
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Coxen Hole, Honduras: Biz from $988 Econ from $439. – Apr-Jun
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
BOS > Cancun, Mexico: Biz from $522 Econ from $299. – Feb-Apr (Including Spring Break)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Praia, Cape Verde: Biz from $1741 Econ from $584. – Oct-Dec
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Providenciales, Turks and Caicos Islands: Biz from $795 Econ from $351. – Mar-May
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. (Pictures included) * This is…
BOS > Fort Lauderdale, Florida: Biz from $259 Econ from $84. – Feb-Apr (Including Spring Break)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Faro, Portugal: Biz from $1331. Econ from $376. – Apr-Jun
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Cartagena, Colombia: Biz from $625. Econ from $265. – Feb-Apr (Including Spring Break)
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 $239. Econ from $71. – Feb-Apr (Including Spring Break)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Dubai, United Arab Emirates: Econ from $571. – 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 > Oranjestad, Aruba: Biz from $523. Econ from $235. – Feb-Apr (Including Spring Break)
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
BOS > Kingston, Jamaica: Biz from $825 Econ from $424. – 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 > Willemstad, Curaçao: Biz from $971 Econ from $275.- Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Liberia, Costa Rica: Biz from $946 Econ from $327. – Mar-May
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
BOS > Dubrovnik, Croatia: Econ from $374. – Jul-Sep
* This is a “fare dump” with a few alternate dates available.
BOS > George Town, Cayman Islands: Biz from $504 Econ from $279. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Luqa, Malta: Econ from $372. – Mar-May
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 $538 Econ from $235. – Feb-Apr (Including Spring Break)
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 $361. – Feb-Apr (Including Spring Break)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Kralendijk, Caribbean Netherlands: Biz from $1292. Econ from $452. – Apr-Jun
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: Econ from $98. – Feb-Apr (Including Spring Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Montego Bay, Jamaica: Biz from $531. Econ from $273. – Feb-Apr
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 $508. – Apr-Jun
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Piarco, Trinidad and Tobago: Biz from $584. Econ from $256. – Feb-Apr
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 $481. Econ from $227. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Managua, Nicaragua: Biz from $467. Econ from $248. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > San Pedro Sula, Honduras: Biz from $615 Econ from $257. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Coxen Hole, Honduras: Biz from $1024. Econ from $407. – Mar-May
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
BOS > Bridgetown, Barbados: Biz from $982. Econ from $296. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…