Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Tunis, Tunisia: Biz from $2936 Econ from $574. – Feb-Apr
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 $691 Econ from $230. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Guayaquil, Ecuador: Biz from $1104 Econ from $264. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Montego Bay, Jamaica: Biz from $915 Econ from $273. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Newark, New Jersey: Biz from $347 Econ from $55. – Dec-Feb (Including Winter Break)
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > San Jose, Costa Rica: Biz from $1020 Econ from $225. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Saint Thomas Island, U.S. Virgin Islands: Biz from $812 Econ from $183. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Sao Paulo, Brazil: Biz from $1968 Econ from $492. – Feb-Apr (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 > Charlotte, North Carolina: Biz from $433 Econ from $82. – Dec-Feb
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Cali, Colombia: Biz from $766 Econ from $222. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Philadelphia, Pennsylvania: Biz from $329 Econ from $46. – Dec-Feb
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BOS > Barranquilla, Colombia: Biz from $773 Econ from $198. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Belo Horizonte, Brazil: Biz from $1998 Econ from $600. – Feb-Apr (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 > 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 > 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 > 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 > 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 > Rio de Janeiro, Brazil: Biz from $2411 Econ from $663. – Jan-Mar (Including President’s Day Weekend)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
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 > Newark, New Jersey: Biz from $334 Econ from $65. – Nov-Jan
Have you ever booked a cruise only to find out that the flight to get there was going to be…
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 > Panama City, Panama: Biz from $967 Econ from $336. – Jan-Mar
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > San Jose, Costa Rica: Biz from $1153 Econ from $239. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Porto Alegre, Brazil: Biz from $1298 Econ from $496. – Aug-Oct
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Tunis, Tunisia: Biz from $3232 Econ from $520. – Feb-Apr
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Charlotte, North Carolina: Biz from $435 Econ from $68. – Nov-Jan
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
BOS > Palanga, Lithuania: Biz from $2237 Econ from $368. – 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 > Belo Horizonte, Brazil: Biz from $2517 Econ from $508. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > San Pedro Sula, Honduras: Biz from $1177 Econ from $336. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Grand Rapids, Michigan: Biz from $506 Econ from $117. – Dec-Feb (Including Winter Break)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Cape Town, South Africa: Biz from $2942 Econ from $835. – Jan-Mar
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Liberia, Costa Rica: Biz from $1299 Econ from $302. – 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 > Montego Bay, Jamaica: Biz from $1063 Econ from $277. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Chicago, Illinois: Biz from $427 Econ from $111. – Nov-Jan
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BOS > Tunis, Tunisia: Biz from $3207 Econ from $597. – Feb-Apr
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BOS > Oranjestad, Aruba: Biz from $1053 Econ from $267. – Nov-Jan
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
BOS > Newark, New Jersey: Biz from $287 Econ from $66. – Nov-Jan (Including Thanksgiving)
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…