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 > George Town, Cayman Islands: Biz from $880 Econ from $284.- Jan-Mar
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 $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 > St. John’s, Antigua And Barbuda: Biz from $1003. Econ from $390. – Dec-Feb
The first thing you’ll learn when going to Antigua is how to properly pronounce it. (The “u” is not pronounced,…

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 > Bogotá, Colombia: Biz from $689. Econ from $320. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

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…

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
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 $391. – Nov-Jan
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

BOS > Kingston, Jamaica: Biz from $803. Econ from $390. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BOS > Madrid, Spain: Econ from $320. – Nov-Jan
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 > 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 > 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
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

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 > Liberia, Costa Rica: Biz from $983 Econ from $290.- Jan-Mar
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

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

BOS > San Juan, Puerto Rico: Biz from $462 Econ from $175. – Feb-Apr
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 $596. – Nov-Jan
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

BOS > Budapest, Hungary: Econ from $369. – Nov-Jan (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 > 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 > Sibiu, Romania: Econ from $512. – 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 > Belize City, Belize: Biz from $933. Econ from $328. – Nov-Jan
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

BOS > Bangalore, India: Econ from $683. – Dec-Feb
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

BOS > Cagliari, Italy: Econ from $511. – Jun-Aug (Including Fourth of July and Summer Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Coxen Hole, Honduras: Biz from $1132 Econ from $342. – Jan-Mar
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…

BOS > Managua, Nicaragua: Biz from $606 Econ from $317. – Jan-Mar
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 $341. – Jan-Mar (Presidents day Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
