Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Cozumel, Mexico: Biz from $906 Econ from $273. – Jan-Mar
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…

STL > Santo Domingo, Dominican Republic: Biz from $908. Econ from $353. – Nov-Jan (Including Thanksgiving) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Saint Thomas Island, U.S. Virgin Islands: Econ from $271. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Nadi, Fiji: Econ from $1378. – Jun-Aug (Including Summer Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

STL > San Juan, Puerto Rico: Biz from $708. Econ from $145. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Oranjestad, Aruba: Econ from $466. – Jan-Mar
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

STL > Lihue, Hawaii: Econ from $390. – Nov-Jan
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

STL > Nassau, The Bahamas: Econ from $345. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Willemstad, Curaçao: Econ from $553. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Christchurch, New Zealand: Econ from $1072. – 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…

STL > Montego Bay, Jamaica: Biz from $1070. Econ from $405. – Nov-Jan (Including Thanksgiving) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Kailua Kona, Hawaii: Econ from $390. – Dec-Feb
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

STL > Auckland, New Zealand: Econ from $1002. – Feb-Apr (Including Spring Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

STL > Sorvagur, Faroe Islands: Econ from $591. – Jan-Mar
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

STL > Kralendijk, Caribbean Netherlands: Econ from $564. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Kahului, Hawaii: Econ from $390. – Jan-Mar
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

STL > Saint Thomas Island, U.S. Virgin Islands: Biz from $1043. Econ from $298. – 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.…

STL > Santo Domingo, Dominican Republic: Biz from $983. Econ from $353. – 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.…

STL > Male, Maldives: Econ from $1013. – Dec-Feb
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

STL > George Town, Cayman Islands: Biz from $1148. Econ from $506. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Cozumel, Mexico: Biz from $780. Econ from $370. – Dec-Feb
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…

STL > Nadi, Fiji: Econ from $1100. – Feb-Apr (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

STL > San Juan, Puerto Rico: Econ from $129. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Nassau, The Bahamas: Biz from $844. Econ from $335. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Montego Bay, Jamaica: Biz from $1051. Econ from $364. – 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.…

STL > Kailua Kona, Hawaii: Econ from $390. – Dec-Feb
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

STL > Kingston, Jamaica: Econ from $364. – 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.…

STL > Willemstad, Curaçao: Econ from $553. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Larnaca, Cyprus: Econ from $660. – Nov-Jan
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

STL > Kahului, Hawaii: Econ from $395. – Nov-Jan [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

STL > Santo Domingo, Dominican Republic: Biz from $929. Econ from $343. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Auckland, New Zealand: Econ from $938. – Nov-Jan
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

STL > Lihue, Hawaii: Econ from $390. – Nov-Jan
Lihue is the main city of Kauai. I’ve been to Hawaii three times, and Kauai is my favorite by far.…

STL > Kralendijk, Caribbean Netherlands: Biz from $1114. Econ from $564. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Saint Thomas Island, U.S. Virgin Islands: Biz from $968. Econ from $253. – 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.…

STL > Cozumel, Mexico: Biz from $770. Econ from $360. – Jan-Mar
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…

STL > San Juan, Puerto Rico: Biz from $774. Econ from $133. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Nassau, The Bahamas: Biz from $840. Econ from $325. – 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.…

STL > Queenstown, New Zealand: Econ from $1196. – Nov-Jan
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…