Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Atlanta, Georgia: Econ from $54. – Dec-Feb (Including MLK Weekend)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Casablanca, Morocco: Econ from $484. – Dec-Feb (Including MLK Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Praia, Cape Verde: Biz from $1572 Econ from $530. – Dec-Feb
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Tallinn, Estonia: Econ from $422. – Dec-Feb (Including MLK Weekend)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > New Orleans, Louisiana: Econ from $66. – Dec-Feb
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Pittsburgh, Pennsylvania: Biz from $371 Econ from $97. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Austin, Texas: Econ from $108. – Dec-Feb
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Oranjestad, Aruba: Biz from $1,053 Econ from $273. – Jan-Mar
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
BOS > Chicago, Illinois: Econ from $107. – Jan-Mar
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 $550. – Dec-Feb
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > San Antonio, Texas: Econ from $116. – Dec-Feb (Including MLK Weekend)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Coxen Hole, Honduras: Biz from $1139 Econ from $606. – Dec-Feb
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
BOS > Piarco, Trinidad and Tobago: Biz from $898 Econ from $194. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Denver, Colorado: Econ from $108. – Dec-Feb (Including MLK Weekend)
If you visit Denver, be sure to drop me a note. I moved here from California 25 years ago, and…
BOS > Milwaukee, Wisconsin: Econ from $112. – Dec-Feb (Including MLK Weekend)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Budapest, Hungary: Econ from $451. – Jan-Mar
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Nashville, Tennessee: Econ from $117. – Dec-Feb
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
BOS > Riga, Latvia: Econ from $498. – Dec-Feb
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 $283. – Dec-Feb
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > San Salvador, El Salvador: Biz from $863 Econ from $165. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Indianapolis, Indiana: Econ from $82. – Dec-Feb
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Marrakesh, Morocco: Econ from $492. – Dec-Feb
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Kingston, Jamaica: Biz from $934 Econ from $260. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Montego Bay, Jamaica: Biz from $919 Econ from $282. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Miami, Florida: Econ from $34. – Dec-Feb (Including MLK Weekend)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Dallas, Texas: Econ from $108. – Jan-Mar
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Myrtle Beach, South Carolina: Econ from $78. – Dec-Feb
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Raleigh, North Carolina: Econ from $54. – Dec-Feb
My brother sent my Nephew to visit us for a weekend thanks to cheap fares to Raleigh. Watch this video…
BOS > Willemstad, Curaçao: Econ from $354. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Houston, Texas: Econ from $102. – Dec-Feb
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Pereira, Colombia: Econ from $403. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Los Angeles, California: Econ from $152. – Dec-Feb
Be sure to check out the “cruises” links below to see if you could grab this cheap flight, and hop…
BOS > Cali, Colombia: Econ from $234. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Managua, Nicaragua: Econ from $242. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Prague, Czech Republic: Econ from $359. – Dec-Feb
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > New Orleans, Louisiana: Econ from $76. – Dec-Feb
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > George Town, Cayman Islands: Econ from $269. – 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 > Bucaramanga, Colombia: Econ from $314. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Luqa, Malta: Econ from $464. – Jan-Mar
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…