Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Grenada, Grenada: Biz from $927 Econ from $356. – May-Jul (Including Summer Break)
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 $504. – Oct-Dec
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Willemstad, Curaçao: Biz from $997 Econ from $383. – Aug-Oct (Including Labor Day)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Kralendijk, Caribbean Netherlands: Biz from $1070 Econ from $528. – Dec-Feb (Including MLK Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Heraklion, Greece: Econ from $814. – Apr-Jun
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 $909. Econ from $298. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > George Town, Cayman Islands: Biz from $823 Econ from $375. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Cancun, Mexico: Biz from $696 Econ from $212. – Apr-Jun
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > San Juan, Puerto Rico: Econ from $138. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Horta, Portugal: Econ from $499. – Aug-Oct
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Nassau, The Bahamas: Biz from $648 Econ from $248. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Coxen Hole, Honduras: Biz from $905 Econ from $335. – Apr-Jun
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
BOS > Praia, Cape Verde: Biz from $1634 Econ from $564. – Oct-Dec
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Nadi, Fiji: Econ from $951. – Nov-Jan
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Reykjavik, Iceland: Econ from $210. – Dec-Feb
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Oranjestad, Aruba: Biz from $934 Econ from $269. – Apr-Jun
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
BOS > Willemstad, Curaçao: Biz from $1022 Econ from $383. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Montego Bay, Jamaica: Biz from $862 Econ from $256. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Kralendijk, Caribbean Netherlands: Biz from $1072 Econ from $507. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Piarco, Trinidad and Tobago: Biz from $959 Econ from $382. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Piarco, Trinidad and Tobago: Econ from $404. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Larnaca, Cyprus: Econ from $609. – Mar-May
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 $1150 Econ from $325. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Heraklion, Greece: Econ from $583. – Mar-May
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: Econ from $124. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Nadi, Fiji: Econ from $1045. – 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 > Praia, Cape Verde: Biz from $1654 Econ from $599. – Dec-Feb (Including MLK Weekend)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Grenada, Grenada: Biz from $927 Econ from $365. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Willemstad, Curaçao: Biz from $1022 Econ from $383. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Oranjestad, Aruba: Biz from $903 Econ from $267. – Apr-Jun
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
BOS > Reykjavik, Iceland: Econ from $220. – Apr-Jun
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Piarco, Trinidad and Tobago: Biz from $812 Econ from $325. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Saint Thomas Island, U.S. Virgin Islands: Econ from $172. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Nassau, The Bahamas: Biz from $656 Econ from $246. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Kingston, Jamaica: Biz from $871 Econ from $328. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Montego Bay, Jamaica: Biz from $844 Econ from $268. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Heraklion, Greece: Econ from $612. – Mar-May
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: Econ from $142. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Larnaca, Cyprus: Econ from $491. – Mar-May
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…