For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
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 > Johannesburg, South Africa: From $658 round-trip – Sep-Nov (Including Fall Break) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Simpson Bay, Sint Maarten: From $288 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 > Ponta Delgada, Portugal: From $297 round-trip – May-Jul (Including Summer Break) *BB [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Cleveland, Ohio: From $74 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 > Grand Rapids, Michigan: From $162 round-trip – Sep-Nov (Including Fall Break) *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 > Mumbai, India: From $540 round-trip – Sep-Nov (Including Fall Break) [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 > Tokyo, Japan: From $535 round-trip – Feb-Apr (Including Spring Break) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Detroit, Michigan: From $74 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 > Providenciales, Turks and Caicos Islands: From $299 round-trip – Dec-Feb (Including MLK Weekend) *BB [SOLD OUT]
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…
BOS > Quito, Ecuador: From $360 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 > Panama City, Panama: From $263 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Bilbao, Spain: From $396 round-trip – Jan-Mar (Including President’s Day Weekend) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Miami, Florida: From $71 round-trip – Aug-Oct [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Knoxville, Tennessee: From $77 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 > Sofia, Bulgaria: From $441 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 > Cleveland, Ohio: From $74 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 > Cali, Colombia: From $230 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 > Osaka, Japan: From $538 round-trip – Oct-Dec (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 > Grenada, Grenada: From $382 round-trip – Oct-Dec (Including Thanksgiving) *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 > Vancouver, Canada: From $294 round-trip – Oct-Dec (Including Thanksgiving) *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 > Denver, Colorado: From $50 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Cancun, Mexico: From $211 round-trip – Aug-Oct (Including Labor Day) *BB [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Charlotte, North Carolina: From $52 round-trip – Jul-Sep (Including Summer 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 > Fort Lauderdale, Florida: From $26 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Minneapolis, Minnesota: From $110 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
JGOOT Subscriber tells us about his $63 round-trip direct flight to Minneapolis (among other adventures). * This is an airline…
BOS > Santo Domingo, Dominican Republic: From $214 round-trip – Aug-Oct (Including Labor Day) *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 > Charleston, South Carolina: From $115 round-trip – Jul-Sep (Including Summer 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 > Portland, Oregon: From $90 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Simpson Bay, Sint Maarten: From $180 round-trip – Jul-Sep (Including Summer 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 > Seattle, Washington: From $92 round-trip – Jul-Sep (Including Summer 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 > Chicago, Illinois: From $32 round-trip – Jul-Sep *BB [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Columbus, Ohio: From $62 round-trip – Jul-Sep (Including Summer Break) *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 > Belo Horizonte, Brazil: From $571 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 > Managua, Nicaragua: From $213 round-trip – Jul-Sep (Including Summer 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 > Cleveland, Ohio: From $28 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Dallas, Texas: From $32 round-trip – Jul-Sep (Including Summer Break) *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 > Sofia, Bulgaria: From $358 round-trip – Feb-Apr (Including Spring Break) *BB [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…