Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Kingston, Jamaica: From $311 round-trip – Jul-Sep (Including Summer Break) *BB [SOLD OUT]
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: From $340 round-trip – Aug-Oct *BB [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: From $277 round-trip – Oct-Dec *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Santo Domingo, Dominican Republic: From $325 round-trip – Aug-Oct *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Willemstad, Curaçao: From $258 round-trip – Oct-Dec *BB [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: From $302 round-trip – Jul-Sep (Including Summer Break) *BB [SOLD OUT]
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: From $269 round-trip – Aug-Oct *BB [SOLD OUT]
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: From $342 round-trip – Aug-Oct (Including Labor Day) *BB [SOLD OUT]
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: From $92 round-trip – Jun-Aug (Including Summer Break) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Grenada, Grenada: From $266 round-trip – Aug-Oct *BB [SOLD OUT]
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: From $362 round-trip – Jul-Sep (Including Summer Break) *BB [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: From $277 round-trip – Sep-Nov (Including Fall Break) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Basseterre, Saint Kitts and Nevis: From $259 round-trip – Sep-Nov (Including Fall Break)*BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Willemstad, Curaçao: From $258 round-trip – Oct-Dec *BB [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, Sint Maarten: From $372 round-trip – Jul-Sep (Including Summer Break) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Santo Domingo, Dominican Republic: From $261 round-trip – Jun-Aug (Including Summer Break) *BB [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Port Au Prince, Haiti: From $256 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
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: From $259 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
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: From $154 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
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: From $352 round-trip – 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 > Grenada, Grenada: From $416 round-trip – 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.…
IND > Piarco, Trinidad and Tobago: From $342 round-trip – 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 > Willemstad, Curaçao: From $408 round-trip – Jun-Aug (Including Summer Break) [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: From $521 round-trip – Jan-Mar [SOLD OUT]
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: From $244 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Kingston, Jamaica: From $420 round-trip – 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 > San Juan, Puerto Rico: From $169 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
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: From $328 round-trip – Jul-Sep (Including Summer Break) [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: From $352 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
IND > Punta Cana, Dominican Republic: From $339 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
IND > Oranjestad, Aruba: From $442 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
IND > Montego Bay, Jamaica: From $384 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
IND > George Town, Cayman Islands: From $455 round-trip – Sep-Nov [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Saint Thomas Island, U.S. Virgin Islands: From $215 round-trip – Jul-Sep [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
IND > San Juan, Puerto Rico: From $222 round-trip – Jul-Sep [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Christiansted, U.S. Virgin Islands: From $357 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
IND > Nassau, The Bahamas: From $355 round-trip – Jul-Sep [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
IND > Piarco, Trinidad and Tobago: From $417 round-trip – Aug-Oct [SOLD OUT]
* 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: From $356 round-trip – Jun-Aug (Including Summer Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.