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

BWI > San Juan, Puerto Rico: Econ from $116. – 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.…

BWI > Piarco, Trinidad and Tobago: Biz from $834 Econ from $359. – 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.…

DCA > Port Au Prince, Haiti: Biz from $713 Econ from $356. – Dec-Feb (Including MLK Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BWI > Kingston, Jamaica: Biz from $893 Econ from $307. – 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.…

DCA > Kralendijk, Caribbean Netherlands: Biz from $1288 Econ from $518. – 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.…

BWI > Saint Thomas Island, U.S. Virgin Islands: Econ from $200. – 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.…

BWI > Montego Bay, Jamaica: Biz from $996 Econ from $284. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IAD > Willemstad, Curaçao: Biz from $1110 Econ from $382. – 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.…

BWI > Christiansted, U.S. Virgin Islands: Econ from $237. – 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.…

BWI > San Juan, Puerto Rico: Econ from $117. – 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.…

BWI > Port Au Prince, Haiti: Biz from $810 Econ from $261. – 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.…

BWI > Oranjestad, Aruba: Biz from $967 Econ from $282. – Sep-Nov (Including Fall Break) [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

BWI > Piarco, Trinidad and Tobago: Biz from $801 Econ from $326. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BWI > Kingston, Jamaica: Biz from $758 Econ from $307. – 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.…

BWI > Saint Thomas Island, U.S. Virgin Islands: Econ from $200. – 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.…

BWI > Christiansted, U.S. Virgin Islands: Biz from $936 Econ from $215. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IAD > Willemstad, Curaçao: Biz from $1096 Econ from $428. – 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.…

BWI > Oranjestad, Aruba: Biz from $965 Econ from $269. – Sep-Nov (Including Fall Break) [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

BWI > Piarco, Trinidad and Tobago: Biz from $817 Econ from $229. – 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.…

BWI > Montego Bay, Jamaica: Biz from $996 Econ from $273. – Sep-Nov (Including Fall Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BWI > Saint Thomas Island, U.S. Virgin Islands: Econ from $198. – 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.…

BWI > San Juan, Puerto Rico: Econ from $123. – 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.…

BWI > Christiansted, U.S. Virgin Islands: Biz from $926 Econ from $220. – 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.…

BWI > Kingston, Jamaica: Biz from $758 Econ from $289. – 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.…

IAD > Willemstad, Curaçao: Biz from $1100 Econ from $403. – 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.…

BWI > Oranjestad, Aruba: Biz from $971. Econ from $250. – Aug-Oct [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

IAD > Piarco, Trinidad and Tobago: Biz from $801. Econ from $364. – 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.…

IAD > Nassau, The Bahamas: Biz from $773. Econ from $246. – 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.…

BWI > Saint Thomas Island, U.S. Virgin Islands: Econ from $227. – 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.…

DCA > Kralendijk, Caribbean Netherlands: Biz from $1016 Econ from $488. – 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.…

BWI > Simpson Bay, St. Maarten: Biz from $1015 Econ from $320. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IAD > Oranjestad, Aruba: Biz from $750 Econ from $310. – Oct-Dec [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

BWI > Montego Bay, Jamaica: Biz from $926 Econ from $246. – 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.…

IAD > Willemstad, Curaçao: Biz from $1065 Econ from $357. – 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.…

BWI > Saint Thomas Island, U.S. Virgin Islands: Biz from $878 Econ from $206. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BWI > San Juan, Puerto Rico: Econ from $133. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BWI > San Juan, Puerto Rico: Econ from $144. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BWI > Kingston, Jamaica: Biz from $905 Econ from $305. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BWI > Simpson Bay, St. Maarten: Biz from $933 Econ from $307. – Jul-Sep [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…