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BOS > Georgetown, Guyana: Biz from $1302 Econ from $437. – Oct-Dec 

BOS > Georgetown, Guyana: Biz from $1302 Econ from $437. – 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 > Coxen Hole, Honduras: Biz from $1218 Econ from $335. – Sep-Nov (Including Fall Break) 

BOS > Coxen Hole, Honduras: Biz from $1218 Econ from $335. – Sep-Nov (Including Fall Break)  [SOLD OUT]

A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…

BOS > Belgrade, Serbia: Econ from $367. – Oct-Dec (Including Fall Break) 

BOS > Belgrade, Serbia: Econ from $367. – Oct-Dec (Including Fall Break) 

Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

BOS > Male, Maldives: Econ from $909.  – Mar-May 

BOS > Male, Maldives: Econ from $909. – Mar-May 

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 $632 Econ from $322. – Sep-Nov 

BOS > Oranjestad, Aruba: Biz from $632 Econ from $322. – Sep-Nov  [SOLD OUT]

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

BOS > Bucharest, Romania: Econ from $344. – Nov-Jan (Including Thanksgiving) 

BOS > Bucharest, Romania: Econ from $344. – Nov-Jan (Including Thanksgiving)  [SOLD OUT]

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

BOS > Copenhagen, Denmark: Econ from $381.- Oct-Dec

BOS > Copenhagen, Denmark: Econ from $381.- 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 > Liberia, Costa Rica: Biz from $1231 Econ from $342.- Oct-Dec

BOS > Liberia, Costa Rica: Biz from $1231 Econ from $342.- Oct-Dec [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 > Pristina, Kosovo: Econ from $352.- Oct-Dec

BOS > Pristina, Kosovo: Econ from $352.- Oct-Dec [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

BOS > Luqa, Malta: Econ from $417.- Nov-Jan

BOS > Luqa, Malta: Econ from $417.- 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 > Willemstad, Curaçao: Biz from $1199 Econ from $308.- Oct-Dec

BOS > Willemstad, Curaçao: Biz from $1199 Econ from $308.- 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 > Riga, Latvia: Econ from $347.- Oct-Dec (Including Fall Break)

BOS > Riga, Latvia: Econ from $347.- Oct-Dec (Including Fall Break) [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

BOS > Krakow, Poland: Econ from $353. – Nov-Jan (Including Winter Break) 

BOS > Krakow, Poland: Econ from $353. – Nov-Jan (Including Winter Break) 

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 $884 Econ from $270. – Oct-Dec (Including Thanksgiving) 

BOS > George Town, Cayman Islands: Biz from $884 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 > Split, Croatia: Econ from $371. – Oct-Dec 

BOS > Split, Croatia: Econ from $371. – 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 > San Juan, Puerto Rico: Biz from $411 Econ from $176. – Feb-Apr

BOS > San Juan, Puerto Rico: Biz from $411 Econ from $176. – Feb-Apr

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 $345. – Jan-Mar (Presidents day Weekend) 

BOS > Prague, Czech Republic: Econ from $345. – Jan-Mar (Presidents day Weekend) 

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

BOS > Porto, Portugal: Econ from $331. – Oct-Dec

BOS > Porto, Portugal: Econ from $331. – 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 > Nadi, Fiji: Econ from $820. – Apr-Jun 

BOS > Nadi, Fiji: Econ from $820. – 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 > Managua, Nicaragua: Biz from $823 Econ from $283. – Dec-Feb 

BOS > Managua, Nicaragua: Biz from $823 Econ from $283. – Dec-Feb 

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Bogotá, Colombia: Biz from $835. Econ from $264. – Oct-Dec

BOS > Bogotá, Colombia: Biz from $835. Econ from $264. – 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 > Palanga, Lithuania: Econ from $406. – Oct-Dec (Including Thanksgiving)

BOS > Palanga, Lithuania: Econ from $406. – Oct-Dec (Including Thanksgiving) [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 > Larnaca, Cyprus: Econ from $392. – Jan-Mar

BOS > Larnaca, Cyprus: Econ from $392. – Jan-Mar

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

BOS > Kathmandu, Nepal: Econ from $822. – Jan-Mar

BOS > Kathmandu, Nepal: Econ from $822. – Jan-Mar

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

BOS > Cork, Ireland: Econ from $374. – Oct-Dec

BOS > Cork, Ireland: Econ from $374. – Oct-Dec [SOLD OUT]

Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

BOS > Kralendijk, Caribbean Netherlands: Biz from $1610. Econ from $385. – Nov-Jan

BOS > Kralendijk, Caribbean Netherlands: Biz from $1610. Econ from $385. – Nov-Jan

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Brisbane, Australia: Econ from $981. – Nov-Jan (Including Thanksgiving)

BOS > Brisbane, Australia: Econ from $981. – Nov-Jan (Including Thanksgiving) [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

BOS > Bridgetown, Barbados: Econ from $330. – Nov-Jan

BOS > Bridgetown, Barbados: Econ from $330. – Nov-Jan [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Graz, Austria: Econ from $612. – Oct-Dec (Including Fall Break)

BOS > Graz, Austria: Econ from $612. – 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 > Dublin, Ireland: Econ from $319. – Oct-Dec (Including Thanksgiving)

BOS > Dublin, Ireland: Econ from $319. – Oct-Dec (Including Thanksgiving) [SOLD OUT]

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

BOS > Dubai, United Arab Emirates: Econ from $613. – Oct-Dec

BOS > Dubai, United Arab Emirates: Econ from $613. – Oct-Dec [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

BOS > San Salvador, El Salvador: Biz from $819. Econ from $229. – Sep-Nov (Including Fall Break)

BOS > San Salvador, El Salvador: Biz from $819. Econ from $229. – 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 > Santo Domingo, Dominican Republic: Biz from $471. Econ from $229. – Sep-Nov

BOS > Santo Domingo, Dominican Republic: Biz from $471. Econ from $229. – Sep-Nov [SOLD OUT]

Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Abuja, Nigeria: Econ from $863. – Sep-Nov (Including Fall Break)

BOS > Abuja, Nigeria: Econ from $863. – Sep-Nov (Including Fall 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 > Cluj Napoca, Romania: Econ from $405. – Feb-Apr (Including Spring Break)

BOS > Cluj Napoca, Romania: Econ from $405. – Feb-Apr (Including Spring Break)

On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget two or three times as…

BOS > Cairo, Egypt: Biz from $__ Econ from $662. – Oct-Dec

BOS > Cairo, Egypt: Econ from $621. – Oct-Dec [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 > Barcelona, Spain: Biz from $__ Econ from $329. – Sep-Nov (Including Fall Break)

BOS > Barcelona, Spain: Econ from $340. – Sep-Nov (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 > San Pedro Sula, Honduras: Biz from $__ Econ from $257. – Sep-Nov (Including Fall Break)

BOS > San Pedro Sula, Honduras: Biz from $441. Econ from $223. – 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 > Kochi, India: Econ from $769. – Oct-Dec (Including Fall Break)

BOS > Kochi, India: Econ from $769. – Oct-Dec (Including Fall Break) [SOLD OUT]

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

BOS > Belize City, Belize: Biz from $992. Econ from $372. – Feb-Apr

BOS > Belize City, Belize: Biz from $992. Econ from $372. – Feb-Apr

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

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