Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Bogota, Colombia: Biz from $913. Econ from $293. – Apr-Jun [SOLD OUT]
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 [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Cartagena, Colombia: Biz from $903. Econ from $292. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Phoenix, Arizona: Econ from $156. – Apr-Jun [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Split, Croatia: Econ from $598. – Sep-Nov
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Panama City, Panama: Biz from $972. Econ from $302. – Dec-Feb
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Los Angeles, California: Econ from $149. – Apr-Jun [SOLD OUT]
Beaches, Hollywood, 5 amusement parks, home to the Lakers, Dodgers, Rams, Ducks, Kings, Angels, and quick access to Mexico cruises…
BOS > Kingston, Jamaica: Biz from $909. Econ from $298. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Nairobi, Kenya: Econ from $647. – Sep-Nov
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Paris, France: Econ from $334. – 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 > Asheville, North Carolina: Econ from $94. – May-Jul (Including Summer Break)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Grand Rapids, Michigan: Biz from $548 Econ from $114. – Aug-Oct (Including Labor Day)
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
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 > Curitiba, Brazil: Biz from $2980 Econ from $722. – Apr-Jun [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
(Including Summer Break) BOS > Indianapolis, Indiana: Econ from $116. – May-Jul
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
(Including Fall Break) BOS > Sofia, Bulgaria: Econ from $607. – Sep-Nov
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Algiers, Algeria: Econ from $670. – Apr-Jun [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Cancun, Mexico: Biz from $696 Econ from $212. – Apr-Jun [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Prague, Czech Republic: Econ from $430. – Aug-Oct (Including Labor Day)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > San Diego, California: Econ from $136. – Apr-Jun [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: Econ from $111. – Mar-May [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
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 > Riga, Latvia: Econ from $426. – Sep-Nov (Including Fall Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Jacksonville, Florida: Econ from $80. – Mar-May [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
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 > Houston, Texas: Econ from $106. – May-Jul (Including Summer 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 > Abuja, Nigeria: Biz from $3504 Econ from $960. – Apr-Jun [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 > Nassau, The Bahamas: Biz from $648 Econ from $248. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Raleigh, North Carolina: Econ from $48. – Apr-Jun [SOLD OUT]
3 different flights to/from Raleigh – All under $100 round-trip. * This is an airline sale that is time-sensitive. Plenty…
BOS > Fort Lauderdale, Florida: Econ from $88. – May-Jul (Including Summer Break)
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Bucharest, Romania: Econ from $523. – Jul-Sep
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget budgetbudget two or three times…
BOS > Coxen Hole, Honduras: Biz from $905 Econ from $335. – Apr-Jun [SOLD OUT]
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
BOS > Louisville, Kentucky: Econ from $151. – Apr-Jun [SOLD OUT]
Bourbon Anyone? Click here to read a blog post from our Director of Support – Brooke Merkle – about her…
BOS > Skopje, North Macedonia: Econ from $565. – 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 > 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 > Orlando, Florida: Econ from $56. – Apr-Jun [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > San Pedro Sula, Honduras: Biz from $770 Econ from $247. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Liberia, Costa Rica: Biz from $1050 Econ from $408. – Apr-Jun [SOLD OUT]
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
BOS > Minneapolis, Minnesota: Econ from $97. – Mar-May [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…