Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Saint Thomas Island, U.S. Virgin Islands: Econ from $184. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Coxen Hole, Honduras: Econ from $507. – Apr-Jun
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
BOS > Florianopolis, Brazil: Econ from $547. – Aug-Oct
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BOS > Reykjavik, Iceland: Econ from $265. – Dec-Feb (Including MLK Weekend)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
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 > San Francisco, California: Econ from $179. – Jan-Mar
Beaches, Sunsets, Redwoods, Golden Gate Bridge, fine dining, night life, Lombard Street, & cable cars… San Francisco is one of…
BOS > San Juan, Puerto Rico: Econ from $87. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Simpson Bay, St. Maarten: Econ from $208. – Dec-Feb (Including MLK Weekend)
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 $487. – Jan-Mar (Including President’s Day Weekend)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
BOS > Helsinki, Finland: Biz from $997 Econ from $354. – Dec-Feb (Including MLK Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
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 > Barcelona, Spain: Econ from $350. – Feb-Apr (Including Spring Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
BOS > Miami, Florida: Econ from $40. – Nov-Jan
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
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 > Heraklion, Greece: Econ from $646. – Sep-Nov
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BOS > Dubrovnik, Croatia: Econ from $567. – Apr-Jun
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BOS > Fort Lauderdale, Florida: Econ from $72. – Nov-Jan
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Cartagena, Colombia: Econ from $259. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Split, Croatia: Econ from $470. – Aug-Oct (Including Labor Day)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Jacksonville, Florida: Econ from $148. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BOS > Christiansted, U.S. Virgin Islands: 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 > Willemstad, Curaçao: Econ from $401. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Lisbon, Portugal: Econ from $349. – Jan-Mar
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BOS > Thera, Greece: Econ from $648. – Aug-Oct
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
BOS > Piarco, Trinidad and Tobago: Econ from $172. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Larnaca, Cyprus: Econ from $528. – Feb-Apr (Including Spring Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
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 > Bridgetown, Barbados: Econ from $319. – 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 $485. – 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 $157. – Nov-Jan
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BOS > Managua, Nicaragua: Econ from $323. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > San Pedro Sula, Honduras: Biz from $999 Econ from $357. – 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 $547. – Feb-Apr (Including Spring Break)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BOS > Saint Thomas Island, U.S. Virgin Islands: Econ from $194. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > George Town, Cayman Islands: Biz from $888 Econ from $249. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > Nassau, The Bahamas: Biz from $679 Econ from $227. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BOS > San Francisco, California: Econ from $178. – Jan-Mar
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
BOS > Dakar, Senegal: Econ from $667. – 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…