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 $1,000 Econ from $490. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Aguadilla, Puerto Rico: Biz from $706 Econ from $308. – Sep-Nov (Including Fall Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Corfu, Greece: Econ from $886. – Sep-Nov (Including Fall Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

IND > Liberia, Costa Rica: Biz from $1,090 Econ from $476. – Jan-Mar (Presidents day Weekend)
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

IND > Kralendijk, Caribbean Netherlands: Biz from $1,433 Econ from $591. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Florianopolis, Brazil: Econ from $1052. – Mar-May
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

IND > Christiansted, U.S. Virgin Islands: Biz from $930 Econ from $450. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Sydney, Australia: Econ from $1029. – Oct-Dec
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

IND > Cancun, Mexico: Biz from $779 Econ from $401. – Oct-Dec (Including Thanksgiving)
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

IND > Honolulu, Hawaii: Econ from $519. – Jan-Mar
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

IND > Queenstown, New Zealand: Econ from $1118. – Jan-Mar (Presidents day Weekend)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

IND > Jacksonville, Florida: Econ from $126. – Dec-Feb
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Georgetown, Guyana: Biz from $1,068 Econ from $707. – Oct-Dec (Including Fall Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

IND > San Juan, Puerto Rico: Biz from $622 Econ from $203. – Sep-Nov (Including Fall Break)
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 $500. – Dec-Feb (Including MLK Weekend)
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…

IND > Christchurch, New Zealand: Econ from $1025. – Feb-Apr (Including Spring Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

IND > Sarasota, Florida: Econ from $169. – 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 > Saint Thomas Island, U.S. Virgin Islands: Biz from $883 Econ from $294. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Nadi, Fiji: Econ from $1245. – Feb-Apr (Including Spring Break)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

IND > San Jose, Costa Rica: Biz from $1,048 Econ from $439. – Jan-Mar (Presidents day Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Auckland, New Zealand: Econ from $1048. – 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 > Fort Lauderdale, Florida: Econ from $92. – Sep-Nov
Have you ever booked a cruise only to find out that the flight to get there was going to be…

IND > Riga, Latvia: Econ from $978. – May-Jul (Including Summer Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

IND > Buenos Aires, Argentina: Econ from $1099. – Jan-Mar
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

IND > George Town, Cayman Islands: Biz from $931 Econ from $421. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Nassau, The Bahamas: Biz from $690 Econ from $400. – Nov-Jan
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 $486. – Nov-Jan
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

IND > Rabat, Morocco: Econ from $817. – Nov-Jan
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 $986 Econ from $437. – Oct-Dec
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 $1,090 Econ from $443. – Sep-Nov (Including Fall Break)
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

IND > Thera, Greece: Econ from $965. – Sep-Nov (Including Fall Break)
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…

IND > Rio de Janeiro, Brazil: Econ from $1115. – Oct-Dec
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

IND > Kahului, Hawaii: Econ from $434. – 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 > Miami, Florida: Econ from $114. – Oct-Dec
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Belize City, Belize: Econ from $508. – Oct-Dec
* There only appear to be a few seats at this price and availability is spotty. It will take a…

IND > Kailua Kona, Hawaii: Econ from $440. – Oct-Dec
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

IND > Willemstad, Curaçao: Biz from $1,510 Econ from $671. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Sao Paulo, Brazil: Econ from $966. – 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 > Honolulu, Hawaii: Econ from $434. – Oct-Dec
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
