If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
IND > Providenciales, Turks and Caicos Islands: Econ from $401. – Jan-Mar
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. (Pictures included) * This is…
IND > Sao Paulo, Brazil: Econ from $767. – 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 > 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 > Honolulu, Hawaii: Econ from $432. – Nov-Jan
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Nassau, The Bahamas: Biz from $684 Econ from $380. – 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 $918. – Aug-Oct [SOLD OUT]
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
IND > Melbourne, Australia: Econ from $1210. – Jul-Sep [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 > Nadi, Fiji: Econ from $1109. – Sep-Nov (Including Fall 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 Juan, Puerto Rico: Biz from $614 Econ from $213. – Oct-Dec
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 $854. – Sep-Nov (Including Fall Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Miami, Florida: Econ from $139. – Oct-Dec
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 $1,004 Econ from $602. – 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 > Dubrovnik, Croatia: Econ from $841. – Sep-Nov (Including Fall Break)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Fort Lauderdale, Florida: Econ from $87. – Oct-Dec
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
IND > Kralendijk, Caribbean Netherlands: Biz from $1,516 Econ from $646. – Apr-Jun
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 $1066. – Jan-Mar
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
IND > Thera, Greece: Econ from $960. – 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 > Saint Thomas Island, U.S. Virgin Islands: Biz from $770 Econ from $320. – 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 Jose, Costa Rica: Biz from $1,027 Econ from $358. – 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 > Simpson Bay, St. Maarten: Econ from $419. – 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 > George Town, Cayman Islands: Biz from $903 Econ from $401. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Bridgetown, Barbados: Econ from $426. – 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 > Piarco, Trinidad and Tobago: Biz from $922 Econ from $538. – 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 > Cancun, Mexico: Biz from $757 Econ from $422. – Oct-Dec
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
IND > Montego Bay, Jamaica: Biz from $960 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 > Key West, Florida: Econ from $155. – Oct-Dec
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
IND > Heraklion, Greece: Econ from $920. – Sep-Nov (Including Fall Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
IND > Liberia, Costa Rica: Biz from $1,075 Econ from $480. – Jan-Mar
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
IND > Providenciales, Turks and Caicos Islands: Econ from $423. – Dec-Feb
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…
IND > Oranjestad, Aruba: Econ from $451.- Dec-Feb (Including Winter Break)
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
IND > Sao Paulo, Brazil: Econ from $779.- Aug-Oct [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 > Rio de Janeiro, Brazil: Econ from $1005. – Sep-Nov (Including Fall 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 Juan, Puerto Rico: Biz from $584 Econ from $256. – 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 > Nassau, The Bahamas: Biz from $712 Econ from $380. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Buenos Aires, Argentina: Biz from $2,846 Econ from $988. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
IND > Christchurch, New Zealand: Econ from $1027. – Aug-Oct [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 > Boston, Massachusetts: Econ from $169. – Oct-Dec
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
IND > Simpson Bay, St. Maarten: Econ from $419. – 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 > Nadi, Fiji: Econ from $997. – Jul-Sep [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…