Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Liberia, Costa Rica: Econ from $368. – Nov-Jan
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
BOS > Fort Myers, Florida: Econ from $84. – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Casablanca, Morocco: Econ from $536. – Oct-Dec
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Paris, France: Econ from $275. – Jan-Mar
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: Econ from $178. – Nov-Jan
Beaches, Sunsets, Redwoods, Golden Gate Bridge, fine dining, night life, Lombard Street, & cable cars… San Francisco is one of…
BOS > Nashville, Tennessee: Econ from $70. – Sep-Nov
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Tunis, Tunisia: Biz from $3211 Econ from $511. – Feb-Apr
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Sofia, Bulgaria: Econ from $435. – Nov-Jan
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Denver, Colorado: Econ from $106. – Sep-Nov (Including Fall Break)
If you visit Denver, be sure to drop me a note. I moved here from California 25 years ago, and…
BOS > Raleigh, North Carolina: Biz from $379 Econ from $68. – Oct-Dec
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Dubai, United Arab Emirates: Econ from $571. – Nov-Jan (Including Thanksgiving)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Saint Thomas Island, U.S. Virgin Islands: Econ from $201. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Vienna, Austria: Econ from $492. – Nov-Jan
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Oranjestad, Aruba: Biz from $868 Econ from $268. – Oct-Dec
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
BOS > Indianapolis, Indiana: Econ from $94. – Jan-Mar
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Grand Rapids, Michigan: Biz from $586 Econ from $103. – Oct-Dec (Including Thanksgiving)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Algiers, Algeria: Econ from $552. – Oct-Dec
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Johannesburg, South Africa: Econ from $842. – Nov-Jan (Including Thanksgiving)
* This is a “fare dump” with a few alternate dates available.
BOS > Cartagena, Colombia: Biz from $895 Econ from $263. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Dallas, Texas: Econ from $104. – Oct-Dec
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Poznan, Poland: Econ from $413. – Oct-Dec
Want to stretch your vacation dollars two to three times farther? Consider Eastern Europe over Western Europe. You’ll stretch your…
BOS > Phoenix, Arizona: Econ from $140. – Oct-Dec (Including Fall Break)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Charleston, South Carolina: Econ from $73. – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Salzburg, Austria: Econ from $612. – Feb-Apr
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Riga, Latvia: Econ from $463. – Oct-Dec
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Lisbon, Portugal: Econ from $331. – Oct-Dec
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Vilnius, Lithuania: Econ from $414. – Oct-Dec (Including Thanksgiving)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Cleveland, Ohio: Econ from $107. – Sep-Nov (Including Fall Break)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Louisville, Kentucky: Econ from $164. – Oct-Dec
Bourbon Anyone? Click here to read a blog post from our Director of Support – Brooke Merkle – about her…
BOS > San Juan, Puerto Rico: Econ from $86. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Krakow, Poland: Econ from $446. – Dec-Feb (Including Winter Break and MLK Weekend)
Want to stretch your vacation dollars two to three times farther? Consider Eastern Europe over Western Europe. You’ll stretch your…
BOS > Philadelphia, Pennsylvania: Biz from $309 Econ from $48. – Oct-Dec
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Willemstad, Curaçao: Biz from $948 Econ from $404. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Dubrovnik, Croatia: Econ from $550. – Oct-Dec (Including Thanksgiving)
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Los Angeles, California: Econ from $145. – Jan-Mar
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Newark, New Jersey: Biz from $277 Econ from $38. – Sep-Nov (Including Fall Break)
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Marrakesh, Morocco: Econ from $521. – Mar-May (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 > San Salvador, El Salvador: Biz from $1,079 Econ from $263. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Reno, Nevada: Econ from $170. – Oct-Dec
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…