Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Boise, Idaho: Econ from $153. – 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 > 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 > 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 > 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 > 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 > Lima, Peru: Econ from $542. – 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…
IND > Quito, Ecuador: Biz from $1,046 Econ from $547. – 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…
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 > Bogota, Colombia: Biz from $967 Econ from $275. – 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 > Christiansted, U.S. Virgin Islands: Biz from $1,061 Econ from $274. – 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 > Burbank, California: Econ from $130. – Sep-Nov (Including Fall Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > Christiansted, U.S. Virgin Islands: Biz from $1,097 Econ from $273. – 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 > Belize City, Belize: Biz from $969 Econ from $418. – Jan-Mar
* This is a “fare dump” with a few alternate dates available.
IND > Kingston, Jamaica: Econ from $309. – 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 > Montego Bay, Jamaica: Biz from $1,153 Econ from $270. – 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 > Lima, Peru: Econ from $448. – Aug-Oct [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 > Bogota, Colombia: Biz from $1,005 Econ from $275. – 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 > Honolulu, Hawaii: Econ from $497. – Aug-Oct [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Christiansted, U.S. Virgin Islands: Biz from $1,051 Econ from $263. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Guayaquil, Ecuador: Biz from $1,014 Econ from $358. – Aug-Oct [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > George Town, Cayman Islands: Biz from $978 Econ from $388. – 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 > Santiago, Chile: Econ from $626. – Sep-Nov (Including Fall Break) [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
IND > San Pedro Sula, Honduras: Biz from $767 Econ from $258. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Lima, Peru: Econ from $500. – Sep-Nov [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
IND > Bogota, Colombia: Econ from $279. – 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 > Honolulu, Hawaii: Econ from $520. – Dec-Feb [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Christiansted, U.S. Virgin Islands: Econ from $254. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Richmond, Virginia: Econ from $153. – Jul-Sep (Including Summer Break) [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
IND > San Salvador, El Salvador: Biz from $756 Econ from $281. – Jul-Sep (Including Summer 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 > Charlotte, North Carolina: Econ from $132. – Jul-Sep [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > Hamilton, Bermuda: Econ from $356. – Jul-Sep (Including Summer Break) [SOLD OUT]
Years ago, we had a family reunion in Bermuda. Of all of the islands I’ve been to, Bermuda is one…
IND > Key West, Florida: Econ from $112. – Jul-Sep (Including Summer Break) [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > San Pedro Sula, Honduras: Biz from $797 Econ from $343. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Providenciales, Turks and Caicos Islands: Econ from $384. – Sep-Nov (Including Fall Break) [SOLD OUT]
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…
IND > Guayaquil, Ecuador: Biz from $1,017 Econ from $338. – Aug-Oct [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Kailua Kona, Hawaii: Econ from $520. – Aug-Oct [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Kingston, Jamaica: Biz from $1,102 Econ from $412. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > George Town, Cayman Islands: Biz from $1,197 Econ from $458. – 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 > Sarasota, Florida: Econ from $90. – Jun-Aug (Including Summer Break) [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…