Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Grenada, Grenada: Biz from $952 Econ from $398.- Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
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 > 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 > San Pedro Sula, Honduras: Biz from $497 Econ from $265. – Nov-Jan
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 $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 > Miami, Florida: Biz from $230 Econ from $98. – Jan-Mar
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
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 > 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 > 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 > Fort Lauderdale, Florida: Biz from $268 Econ from $87.- Oct-Dec [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
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 > 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 > 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 > 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 > San Francisco, California: Econ from $174. – Dec-Feb (Including MLK Weekend)
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
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 > 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 > 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 > West Palm Beach, Florida: Econ from $137. – Oct-Dec [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
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 > Myrtle Beach, South Carolina: Biz from $377. Econ from $107. – Oct-Dec [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
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 > 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 > 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 > 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 > 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 > Miami, Florida: Biz from $240 Econ from $107. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Los Angeles, California: Econ from $128. – Nov-Jan
Be sure to check out the “cruises” links below to see if you could grab this cheap flight, and hop…
BOS > Punta Cana, Dominican Republic: Biz from $481. Econ from $284. – 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 > Barcelona, Spain: Econ from $326.- 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…