Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Mexico City, Mexico: From $290 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Although I’ve been to about half a dozen cities in Mexico, Mexico City isn’t one of them. Several of my…
BOS > Columbus, Ohio: From $74 round-trip – Sep-Nov [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Quito, Ecuador: From $301 round-trip – Sep-Nov *BB [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 > Barcelona, Spain: From $288 round-trip – Apr-Jun
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Atlanta, Georgia: From $58 round-trip – Sep-Nov [SOLD OUT]
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Oranjestad, Aruba: From $265 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
BOS > Guayaquil, Ecuador: From $220 round-trip – Sep-Nov (Including Fall Break) *BB [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 > Indianapolis, Indiana: From $125 round-trip – Sep-Nov *BB [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Cartagena, Colombia: From $227 round-trip – Nov-Jan *BB
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > St. Louis, Missouri: From $116 round-trip – Sep-Nov [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Denver, Colorado: From $74 round-trip – Sep-Nov (Including Fall Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Asheville, North Carolina: From $85 round-trip – Sep-Nov (Including Fall Break) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Bogota, Colombia: From $231 round-trip – Sep-Nov *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Louisville, Kentucky: From $155 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Bourbon Anyone? Click here to read a blog post from our Director of Support – Brooke Merkle – about her…
BOS > Santo Domingo, Dominican Republic: From $193 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Madison, Wisconsin: From $155 round-trip – Sep-Nov (Including Fall Break) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Minneapolis, Minnesota: From $105 round-trip – Sep-Nov [SOLD OUT]
JGOOT Subscriber tells us about his $63 round-trip direct flight to Minneapolis (among other adventures). * This is an airline…
BOS > Cancun, Mexico: From $175 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Kalamazoo, Michigan: From $155 round-trip – Sep-Nov [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Vancouver, Canada: From $228 round-trip – Oct-Dec (Including Thanksgiving) *BB [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > San Francisco, California: From $143 round-trip – Oct-Dec [SOLD OUT]
Beaches, Sunsets, Redwoods, Golden Gate Bridge, fine dining, night life, Lombard Street, & cable cars… San Francisco is one of…
BOS > Charlottesville, Virginia: From $99 round-trip – Sep-Nov *BB [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > San Jose del Cabo, Mexico: From $315 round-trip – Sep-Nov [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Spokane, Washington: From $158 round-trip – Sep-Nov [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Burbank, California: From $124 round-trip – Sep-Nov (Including Fall Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Madrid, Spain: From $352 round-trip – Feb-Apr (Including Spring Break) [SOLD OUT]
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: From $324 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Omaha, Nebraska: From $152 round-trip – Oct-Dec *BB [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Columbia, South Carolina: From $149 round-trip – Sep-Nov *BB [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Santa Maria Huatulco, Mexico: From $324 round-trip – Sep-Nov *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Lima, Peru: From $296 round-trip – Sep-Nov (Including Fall Break) *BB [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 > Lexington, Kentucky: From $155 round-trip – Oct-Dec [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Greenville, South Carolina: From $149 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Cozumel, Mexico: From $308 round-trip – Oct-Dec *BB [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 > Sacramento, California: From $138 round-trip – Sep-Nov (Including Fall Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Fort Myers, Florida: From $57 round-trip – Nov-Jan
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Savannah, Georgia: From $119 round-trip – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Nashville, Tennessee: From $77 round-trip – Oct-Dec *BB [SOLD OUT]
If you like live music, you’ve got to check out Nashville. We visited Broadway street every night we were there,…
BOS > San Salvador, El Salvador: From $267 round-trip – Oct-Dec *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…