For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

BOS > Poznan, Poland: Econ from $383. – Nov-Jan
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

BOS > Auckland, New Zealand: Econ from $779. – Feb-Apr
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

BOS > Raleigh, North Carolina: Econ from $58. – Dec-Feb (Including MLK Weekend)
My brother sent my Nephew to visit us for a weekend thanks to cheap fares to Raleigh. Watch this video…

BOS > Medellin, Colombia: Biz from $592 Econ from $271. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Sofia, Bulgaria: Econ from $326. – 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 > Willemstad, Curaçao: Biz from $872 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 > Bucharest, Romania: Econ from $364.- Mar-May
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

BOS > Sarajevo, Bosnia and Herzegovina: Econ from $357.- 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 $542 Econ from $256.- Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Krakow, Poland: Econ from $321.- Apr-Jun
Want to stretch your vacation dollars two to three times farther? Consider Eastern Europe over Western Europe. You’ll stretch your…

BOS > Algiers, Algeria: Biz from $2522 Econ from $357.- 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 > Port Louis, Mauritius: Econ from $1134.- Apr-Jun
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 $769.- Feb-Apr (Including Spring Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

BOS > Marseille, France: Econ from $397. – Nov-Jan
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

BOS > Cleveland, Ohio: Econ from $53. – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

BOS > Bridgetown, Barbados: Econ from $335. – Dec-Feb (Including Winter Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Dubai, United Arab Emirates: Econ from $542. – 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 > 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)
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
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
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
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
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)
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)
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
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
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
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)
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
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
