For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
IND > Saint Thomas Island, U.S. Virgin Islands: Econ from $267. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Split, Croatia: Econ from $886. – Apr-Jun
* There only appear to be a few seats at this price and availability is spotty. It will take a…
IND > Thera, Greece: Econ from $588. – Sep-Nov (Including Fall Break) [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
IND > Santo Domingo, Dominican Republic: Econ from $239. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Oakland, California: Econ from $154. – Sep-Nov (Including Fall Break) [SOLD OUT]
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
IND > Fort Lauderdale, Florida: Econ from $75. – Sep-Nov [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
IND > San Juan, Puerto Rico: Biz from $737 Econ from $143. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Rio de Janeiro, Brazil: Econ from $956. – Feb-Apr
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > San Pedro Sula, Honduras: Biz from $1,083 Econ from $302. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Liberia, Costa Rica: Biz from $954 Econ from $296. – Dec-Feb [SOLD OUT]
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
IND > Miami, Florida: Econ from $116. – Aug-Oct [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
IND > San Jose, Costa Rica: Biz from $1,282 Econ from $239. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Mykonos, Greece: Econ from $845. – Apr-Jun
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
IND > Boston, Massachusetts: Biz from $518 Econ from $141. – Sep-Nov [SOLD OUT]
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
IND > San Juan, Puerto Rico: Biz from $770 Econ from $131. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Lihue, Hawaii: Econ from $498. – Sep-Nov [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > San Salvador, El Salvador: Biz from $793 Econ from $210. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Dubai, United Arab Emirates: Econ from $961. – Feb-Apr
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
IND > Montego Bay, Jamaica: Biz from $1,063 Econ from $264. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Los Angeles, California: Econ from $108. – Sep-Nov (Including Fall Break) [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
IND > Cancun, Mexico: Biz from $856 Econ from $208. – Aug-Oct [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > Managua, Nicaragua: Biz from $1,201 Econ from $348.- Nov-Jan [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Lisbon, Portugal: Econ from $620. – Oct-Dec (Including Thanksgiving) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Belize City, Belize: Biz from $885 Econ from $418. – Sep-Nov (Including Fall Break) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Honolulu, Hawaii: Econ from $493. – Jan-Mar (Including President’s Day Weekend)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Barcelona, Spain: Econ from $590. – Oct-Dec [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
IND > Auckland, New Zealand: Econ from $1129. – Oct-Dec [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
IND > Port Au Prince, Haiti: Econ from $260. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Punta Cana, Dominican Republic: Econ from $267. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Lihue, Hawaii: Econ from $496. – Aug-Oct [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Saint Thomas Island, U.S. Virgin Islands: Econ from $257. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Guatemala City, Guatemala: Econ from $222. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Oranjestad, Aruba: Econ from $315. – Oct-Dec [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
IND > Kingston, Jamaica: Biz from $1,235 Econ from $284. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Split, Croatia: Econ from $889. – Sep-Nov (Including Fall Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
IND > Rio de Janeiro, Brazil: Econ from $956. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Santo Domingo, Dominican Republic: Econ from $243. – Sep-Nov [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Jacksonville, Florida: Biz from $623 Econ from $105. – Nov-Jan [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > Buenos Aires, Argentina: Econ from $876. – Apr-Jun
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…