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

BOS > Gdansk, Poland: Biz from $1684. Econ from $382. – 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 > Cagliari, Italy: Econ from $502. – Mar-May
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

BOS > Marrakesh, Morocco: Econ from $454. – Dec-Feb [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 > New Delhi, India: Econ from $619.- Apr-Jun
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

BOS > Cozumel, Mexico: Biz from $837 Econ from $403.- Nov-Jan (Including Winter Break) [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…

BOS > Krakow, Poland: Econ from $333.- Feb-Apr (Including Spring Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

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 > Dubrovnik, Croatia: Econ from $378.- Feb-Apr (Including Spring Break)
* There only appear to be a few seats at this price and availability is spotty. It will take a…

BOS > Abu Dhabi, United Arab Emirates: Econ from $747. – 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 > Nadi, Fiji: Econ from $818. – Apr-Jun
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

BOS > St. John’s, Antigua And Barbuda: Biz from $964 Econ from $369. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
The first thing you’ll learn when going to Antigua is how to properly pronounce it. (The “u” is not pronounced,…

BOS > Porto, Portugal: Econ from $373. – Feb-Apr (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 > Brisbane, Australia: Econ from $853. – 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 > Colombo, Sri Lanka: Econ from $830. – 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 > Cape Town, South Africa: Econ from $818. – Dec-Feb [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

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 > 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 > 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 > 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 > 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 > 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 > 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 > 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 > 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 > Shanghai, China: Econ from $903.- 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 > Kochi, India: Econ from $799.- Nov-Jan (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 > 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 > Graz, Austria: Econ from $596. – 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 > Abu Dhabi, United Arab Emirates: Econ from $683. – 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 > Osaka, Japan: Econ from $934. – Nov-Jan (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 > 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 > 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 > Amman, Jordan: Econ from $747. – 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 > Thera, Greece: Econ from $594. – Nov-Jan [SOLD OUT]
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…