Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

IND > Saint Thomas Island, U.S. Virgin Islands: Biz from $884 Econ from $360. – Nov-Jan
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 $859. – Jan-Mar (Presidents 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 > Thera, Greece: Econ from $1011. – Mar-May
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…

IND > Christiansted, U.S. Virgin Islands: Biz from $870 Econ from $390. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Fort Lauderdale, Florida: Econ from $83. – Nov-Jan
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

IND > Simpson Bay, St. Maarten: Econ from $439. – 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 > Sydney, Australia: Econ from $1159. – 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 > Heraklion, Greece: Econ from $868. – Oct-Dec
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

IND > Rio de Janeiro, Brazil: Econ from $1134. – 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 > George Town, Cayman Islands: Biz from $951 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 > Rabat, Morocco: Econ from $812. – Nov-Jan
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 $1,126 Econ from $643. – 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.…

IND > Sarasota, Florida: Econ from $137. – Dec-Feb (Including MLK Weekend)
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

IND > Montego Bay, Jamaica: Biz from $1,010 Econ from $470. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Key West, Florida: Econ from $154. – Oct-Dec
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

IND > Cancun, Mexico: Biz from $784 Econ from $394. – Nov-Jan
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 $1153. – Oct-Dec (Including Thanksgiving)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

IND > Liberia, Costa Rica: Biz from $1,164 Econ from $490. – Oct-Dec
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

IND > Melbourne, Australia: Econ from $1173. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

IND > San Jose, Costa Rica: Biz from $1,161 Econ from $445. – 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 > San Juan, Puerto Rico: Biz from $571 Econ from $167. – 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 > Jacksonville, Florida: Econ from $153. – Oct-Dec (Including Thanksgiving)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

IND > Christchurch, New Zealand: Econ from $1024. – Jan-Mar (Presidents 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 > Luqa, Malta: Econ from $774. – Dec-Feb
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 $860. – Nov-Jan
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 $424. – Oct-Dec
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

IND > Tangier, Morocco: Econ from $816. – Dec-Feb (Including Winter Break and MLK Weekend)
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: Biz from $826 Econ from $248. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Fort Lauderdale, Florida: Econ from $98. – Jan-Mar
Have you ever booked a cruise only to find out that the flight to get there was going to be…

IND > Nassau, The Bahamas: Biz from $740 Econ from $400. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Kahului, Hawaii: Econ from $424. – Dec-Feb (Including MLK Weekend)
* This is a “fare dump” with a few alternate dates available.

IND > Sao Paulo, Brazil: Econ from $805. – 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 > Oranjestad, Aruba: Econ from $423. – Oct-Dec
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…

IND > Zagreb, Croatia: Econ from $630. – Nov-Jan
* This is a “fare dump” with a few alternate dates available.

IND > Boston, Massachusetts: Econ from $160. – Oct-Dec (Including Fall Break)
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…

IND > Lisbon, Portugal: Econ from $580. – Feb-Apr
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

IND > George Town, Cayman Islands: Biz from $956 Econ from $421. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IND > Rabat, Morocco: Econ from $847. – Nov-Jan
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

IND > San Pedro Sula, Honduras: Biz from $1,050 Econ from $618. – 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.…
