Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Barcelona, Spain: Econ from $312. – Mar-May (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 > Riga, Latvia: Biz from $2106 Econ from $369. – Feb-Apr (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 > Georgetown, Guyana: Biz from $1071 Econ from $563. – Jun-Aug (Including Fourth of July and Summer Break)
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 $866. – Apr-Jun
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Montego Bay, Jamaica: Biz from $496 Econ from $292. – 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 > Fort Myers, Florida: Econ from $151. – Nov-Jan (Including Winter Break) [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 > Amman, Jordan: Econ from $654. – Nov-Jan [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Thera, Greece: Econ from $645. – Nov-Jan [SOLD OUT]
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
BOS > San Salvador, El Salvador: Biz from $618. Econ from $240. – 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 > Almaty, Kazakhstan: Econ from $946.- Nov-Jan [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 > Guatemala City, Guatemala: Biz from $506 Econ from $227.- Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Antalya, Turkey: Econ from $534.- Mar-May
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget two or three times as…
BOS > Baku, Azerbaijan: Econ from $662.- Feb-Apr (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 > Prague, Czech Republic: Econ from $369.- Dec-Feb (Including Winter Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Kuala Lumpur, Malaysia: Econ from $755. – Dec-Feb (Including MLK Weekend) [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 > Milan, Italy: Econ from $418. – Nov-Jan [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Providenciales, Turks and Caicos Islands: Biz from $790. Econ from $323. – Nov-Jan [SOLD OUT]
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…
BOS > Heraklion, Greece: Econ from $766. – Nov-Jan [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Cape Town, South Africa: Econ from $874. – Mar-May (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 > Melbourne, Australia: Econ from $1184. – Feb-Apr
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Austin, Texas: Econ from $129. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Innsbruck, Austria: Econ from $621. – 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 > Hong Kong, Hong Kong: Econ from $676. – Jan-Mar (Presidents day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Santo Domingo, Dominican Republic: Biz from $544. Econ from $314. – 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 > San Francisco, California: Econ from $174. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Luqa, Malta: Econ from $391. – 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 > Charlotte, North Carolina: Biz from $285. Econ from $152. – Oct-Dec [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Kingston, Jamaica: Biz from $803. Econ from $390. – 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 > Des Moines, Iowa: Econ from $98. – Oct-Dec [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 > Madrid, Spain: Econ from $320. – 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 > Rabat, Morocco: Econ from $431. – Jan-Mar
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Newark, New Jersey: Biz from $267 Econ from $97.- Oct-Dec [SOLD OUT]
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Oranjestad, Aruba: Biz from $497 Econ from $306.- Oct-Dec (Including Thanksgiving) [SOLD OUT]
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 $520.- Nov-Jan [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Raleigh, North Carolina: Econ from $54.- Oct-Dec [SOLD OUT]
3 different flights to/from Raleigh – All under $100 round-trip. * This is a “fare dump” with a few alternate…
BOS > Krakow, Poland: Econ from $339.- Oct-Dec (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 > Male, Maldives: Econ from $822. – 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 > Willemstad, Curaçao: Biz from $870. Econ from $344. – 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 > Gdansk, Poland: Biz from $1792. Econ from $336. – Dec-Feb (Including Winter Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…