I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
BNA > Panama City, Panama: Biz from $886 Econ from $426. – Dec-Feb
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BNA > Simpson Bay, St. Maarten: Econ from $315. – Oct-Dec (Including Thanksgiving)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > Sarasota, Florida: Econ from $80. – Nov-Jan
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
BNA > Honolulu, Hawaii: Econ from $470. – Jan-Mar
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
BNA > San Jose, Costa Rica: Biz from $1,107 Econ from $279. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > Christiansted, U.S. Virgin Islands: Econ from $255. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > Cancun, Mexico: Biz from $677 Econ from $283. – Oct-Dec
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BNA > Oranjestad, Aruba: Econ from $357. – Dec-Feb (Including Winter Break)
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
BNA > Myrtle Beach, South Carolina: Econ from $124. – Oct-Dec (Including Thanksgiving)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BNA > Oakland, California: Econ from $168. – Dec-Feb
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BNA > Larnaca, Cyprus: Econ from $797. – Nov-Jan
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BNA > Kingston, Jamaica: Biz from $1,170 Econ from $373. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > Fort Lauderdale, Florida: Econ from $78. – Nov-Jan
Have you ever booked a cruise only to find out that the flight to get there was going to be…
BNA > Montego Bay, Jamaica: Biz from $958 Econ from $337. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > Los Angeles, California: Econ from $126. – Oct-Dec
Beaches, Hollywood, 5 amusement parks, home to the Lakers, Dodgers, Rams, Ducks, Kings, Angels, and quick access to Mexico cruises…
BNA > Oakland, California: Econ from $168. – Dec-Feb
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
BNA > Buenos Aires, Argentina: Econ from $974. – Nov-Jan
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BNA > Willemstad, Curaçao: Biz from $1,550 Econ from $517. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > George Town, Cayman Islands: Econ from $484. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > Sao Paulo, Brazil: Econ from $757. – Nov-Jan
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
BNA > Rio de Janeiro, Brazil: Econ from $698. – Feb-Apr (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
BNA > Split, Croatia: Econ from $860. – Apr-Jun
* There only appear to be a few seats at this price and availability is spotty. It will take a…
BNA > San Pedro Sula, Honduras: Biz from $1,286 Econ from $334. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > Saint Thomas Island, U.S. Virgin Islands: Econ from $236. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > Oranjestad, Aruba: Biz from $986 Econ from $334. – Oct-Dec (Including Thanksgiving)
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
BNA > Sarasota, Florida: Econ from $78. – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BNA > Lihue, Hawaii: Econ from $432. – Nov-Jan
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
BNA > Cartagena, Colombia: Econ from $282. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > San Juan, Puerto Rico: Econ from $180. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > Izmir, Turkey: Econ from $803. – Oct-Dec
On a tight budget? Consider Eastern Europe over Western Europe. You’ll stretch your travel budget two or three times as…
BNA > San Salvador, El Salvador: Biz from $803 Econ from $298. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > Boston, Massachusetts: Econ from $64. – Oct-Dec
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
BNA > Cozumel, Mexico: Econ from $362. – Jan-Mar
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
BNA > San Francisco, California: Econ from $128. – Oct-Dec
Beaches, Sunsets, Redwoods, Golden Gate Bridge, fine dining, night life, Lombard Street, & cable cars… San Francisco is one of…
BNA > Christiansted, U.S. Virgin Islands: Econ from $235. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > Fort Lauderdale, Florida: Econ from $72. – Oct-Dec
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
BNA > Nassau, The Bahamas: Econ from $333. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
BNA > Panama City, Panama: Biz from $926 Econ from $416. – Jan-Mar
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
BNA > Liberia, Costa Rica: Econ from $441. – Dec-Feb (Including MLK Weekend)
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…