Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

STL > Punta Cana, Dominican Republic: Biz from $921. Econ from $359. – Mar-May
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: Econ from $394. – Apr-Jun (Including Summer Break)
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 $890. Econ from $342. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > George Town, Cayman Islands: Biz from $1011. Econ from $427. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > San Jose, Costa Rica: Biz from $1124. Econ from $396. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Kralendijk, Caribbean Netherlands: Biz from $1166. Econ from $576. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > San Juan, Puerto Rico: Biz from $805. Econ from $188. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Willemstad, Curaçao: Biz from $1179. Econ from $572. – Feb-Apr (Including Spring Break)
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 $688. Econ from $375. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Punta Cana, Dominican Republic: Biz from $891. Econ from $370. – Mar-May
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 $1000. Econ from $336. – Jan-Mar
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 $859. Econ from $326. – 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.…

STL > Kralendijk, Caribbean Netherlands: Biz from $1161. Econ from $589. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > San Juan, Puerto Rico: Biz from $656. Econ from $174. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Oranjestad, Aruba: Biz from $1075. Econ from $334. – Feb-Apr
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

STL > Willemstad, Curaçao: Biz from $1356. Econ from $387. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Simpson Bay, St. Maarten: Biz from $960. Econ from $377. – Feb-Apr (Including Spring Break)
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 $756. Econ from $360. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Punta Cana, Dominican Republic: Econ from $193. – Feb-Apr (Including Spring Break)
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 $918. Econ from $305. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Bridgetown, Barbados: Econ from $404. – 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.…

STL > Montego Bay, Jamaica: Biz from $1015. Econ from $394. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > San Juan, Puerto Rico: Biz from $850. Econ from $188. – 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.…

STL > Kralendijk, Caribbean Netherlands: Biz from $1381. Econ from $551. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Willemstad, Curaçao: Biz from $1131. Econ from $448. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > St. John’s, Antigua And Barbuda: Econ from $417. – Feb-Apr
The first thing you’ll learn when going to Antigua is how to properly pronounce it. (The “u” is not pronounced,…

STL > Nassau, The Bahamas: Biz from $724. Econ from $384. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Oranjestad, Aruba: Biz from $1049. Econ from $416. – Jan-Mar
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

STL > Punta Cana, Dominican Republic: Biz from $918. Econ from $325. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > San Pedro Sula, Honduras: Biz from $937. Econ from $247. – Dec-Feb [SOLD OUT]
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 $980. Econ from $391. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > San Juan, Puerto Rico: Biz from $635. Econ from $172. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Kralendijk, Caribbean Netherlands: Econ from $490. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Willemstad, Curaçao: Biz from $1500. Econ from $443. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Oranjestad, Aruba: Biz from $962. Econ from $349. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…

STL > Montego Bay, Jamaica: Biz from $931. Econ from $391. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > San Juan, Puerto Rico: Biz from $635. Econ from $148. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Kralendijk, Caribbean Netherlands: Biz from $1140. Econ from $545. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

STL > Punta Cana, Dominican Republic: Biz from $960. Econ from $265. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…