* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > San Juan, Puerto Rico: Biz from $438 Econ from $178. – Jan-Mar
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 $420. – Nov-Jan
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
IND > Nassau, The Bahamas: Econ from $348. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Saint Thomas Island, U.S. Virgin Islands: Biz from $945 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 > Lihue, Hawaii: Econ from $538. – Nov-Jan
* There only appear to be a few seats at this price and availability is spotty. It will take a…
IND > Kahului, Hawaii: Econ from $538. – Dec-Feb
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Montego Bay, Jamaica: Biz from $1,051 Econ from $458. – Nov-Jan
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 $914 Econ from $430. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Heraklion, Greece: Econ from $990. – Mar-May
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
IND > Kralendijk, Caribbean Netherlands: Biz from $1,572 Econ from $618. – Feb-Apr
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 $1,212 Econ from $462. – Nov-Jan (Including Winter Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Willemstad, Curaçao: Econ from $675. – Nov-Jan
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: Biz from $679 Econ from $116. – Nov-Jan
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
IND > Nelson, New Zealand: Econ from $1059. – Jan-Mar (Presidents day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
IND > Kailua Kona, Hawaii: Econ from $435. – Dec-Feb (Including MLK Weekend)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > San Juan, Puerto Rico: Biz from $548 Econ from $205. – Oct-Dec
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 $396. – Jan-Mar
* There only appear to be a few seats at this price and availability is spotty. It will take a…
IND > Christchurch, New Zealand: Econ from $1077. – 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 > Providenciales, Turks and Caicos Islands: Econ from $470. – Oct-Dec
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…
IND > Rio de Janeiro, Brazil: Econ from $1120. – Nov-Jan
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Oranjestad, Aruba: Econ from $512. – Dec-Feb
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
IND > Queenstown, New Zealand: Econ from $1173. – 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 > Saint Thomas Island, U.S. Virgin Islands: Biz from $904 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 > Christiansted, U.S. Virgin Islands: Biz from $894 Econ from $410. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Simpson Bay, St. Maarten: Econ from $459. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Heraklion, Greece: Econ from 980. – Mar-May
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
IND > George Town, Cayman Islands: Biz from $972 Econ from $442.- Dec-Feb
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 $998 Econ from $474. – Jan-Mar
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 $125. – Oct-Dec
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > Kahului, Hawaii: Econ from $424. – Jan-Mar
* This is a “fare dump” with a few alternate dates available.
IND > Lihue, Hawaii: Econ from $430. – Oct-Dec
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Honolulu, Hawaii: Econ from $408. – Jan-Mar
* This is a “fare dump” with a few alternate dates available.
IND > Kralendijk, Caribbean Netherlands: Biz from $1,316 Econ from $696. – Oct-Dec
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 $641 Econ from $198. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Willemstad, Curaçao: Econ from $673. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Christchurch, New Zealand: Econ from $1077. – 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 > Queenstown, New Zealand: Econ from $1119. – Jan-Mar (Presidents day Weekend)
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 $472. – Feb-Apr (Including Spring Break)
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
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.…