![SFO > Kingston, Jamaica: $455 round-trip- Oct-Dec [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/jamaica-679366_1280.jpg "SFO > Kingston, Jamaica: $455 round-trip- Oct-Dec [SOLD OUT]")
* This is a “fare dump” with a few alternate dates available.
![SFO > Piarco, Trinidad and Tobago: $447 round-trip- May-Jul (Including Summer Break) [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/glen-jackson-301620.jpg "SFO > Piarco, Trinidad and Tobago: $447 round-trip- May-Jul (Including Summer Break) [SOLD OUT]")
SFO > Piarco, Trinidad and Tobago: $447 round-trip- May-Jul (Including Summer Break) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![OAK > Kralendijk, Caribbean Netherlands: $659 round-trip- Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/lagoon-911963_1280.jpg "OAK > Kralendijk, Caribbean Netherlands: $659 round-trip- Mar-May [SOLD OUT]")
OAK > Kralendijk, Caribbean Netherlands: $659 round-trip- Mar-May [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![OAK > Saint Thomas Island, U.S. Virgin Islands: $395 round-trip- Aug-Oct [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/nassau-2444243_1280.jpg "OAK > Saint Thomas Island, U.S. Virgin Islands: $395 round-trip- Aug-Oct [SOLD OUT]")
OAK > Saint Thomas Island, U.S. Virgin Islands: $395 round-trip- Aug-Oct [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SFO > George Town, Cayman Islands: $428 round-trip – Jan-Mar [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![OAK > San Juan, Puerto Rico: $291 round-trip- Aug-Oct [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/boat-1292642_1280.jpg "OAK > San Juan, Puerto Rico: $291 round-trip- Aug-Oct [SOLD OUT]")
OAK > San Juan, Puerto Rico: $291 round-trip- Aug-Oct [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![SJC > Willemstad, Curaçao: $406 round-trip- Aug-Oct [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/antilles-914468_1280.jpg "SJC > Willemstad, Curaçao: $406 round-trip- Aug-Oct [SOLD OUT]")
SJC > Willemstad, Curaçao: $406 round-trip- Aug-Oct [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![SFO > Oranjestad, Aruba: $400 round-trip- Oct-Dec [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/Aruba.jpg "SFO > Oranjestad, Aruba: $400 round-trip- Oct-Dec [SOLD OUT]")
SFO > Oranjestad, Aruba: $400 round-trip- Oct-Dec [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
![SJC > Piarco, Trinidad and Tobago: $442 round-trip- Aug-Oct [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/marco-assmann-178084.jpg "SJC > Piarco, Trinidad and Tobago: $442 round-trip- Aug-Oct [SOLD OUT]")
SJC > Piarco, Trinidad and Tobago: $442 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…
![SJC > George Town, Cayman Islands: $427 round-trip – Aug-Oct (Including Labor Day) [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/red-sea-2613882_1280-1.jpg "SJC > George Town, Cayman Islands: $427 round-trip – Aug-Oct (Including Labor Day) [SOLD OUT]")
SJC > George Town, Cayman Islands: $427 round-trip – Aug-Oct (Including Labor Day) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![SJC > San Juan, Puerto Rico: $325 round-trip- Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/cristian-escobar-287262.jpg "SJC > San Juan, Puerto Rico: $325 round-trip- Mar-May [SOLD OUT]")
SJC > San Juan, Puerto Rico: $325 round-trip- Mar-May [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![SJC > Saint Thomas Island, U.S. Virgin Islands: $350 round-trip- Jan-Mar [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/bahamas-783799_1280.jpg "SJC > Saint Thomas Island, U.S. Virgin Islands: $350 round-trip- Jan-Mar [SOLD OUT]")
SJC > Saint Thomas Island, U.S. Virgin Islands: $350 round-trip- Jan-Mar [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![OAK > Christiansted, U.S. Virgin Islands: $465 round-trip- Nov-Jan [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/coral-1355479_1280.jpg "OAK > Christiansted, U.S. Virgin Islands: $465 round-trip- Nov-Jan [SOLD OUT]")
OAK > Christiansted, U.S. Virgin Islands: $465 round-trip- Nov-Jan [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![SJC > Willemstad, Curaçao: $406 round-trip- Jan-Mar [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/night-911995_1280.jpg "SJC > Willemstad, Curaçao: $406 round-trip- Jan-Mar [SOLD OUT]")
SJC > Willemstad, Curaçao: $406 round-trip- Jan-Mar [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![SFO > Kralendijk, Caribbean Netherlands: $674 round-trip- Sep-Nov (Including Fall Break) [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/aruba-107655_1280.jpg "SFO > Kralendijk, Caribbean Netherlands: $674 round-trip- Sep-Nov (Including Fall Break) [SOLD OUT]")
SFO > Kralendijk, Caribbean Netherlands: $674 round-trip- Sep-Nov (Including Fall Break) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![SFO > Oranjestad, Aruba: $402 round-trip- Jul-Sep [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/JochelleSCUBA.jpg "SFO > Oranjestad, Aruba: $402 round-trip- Jul-Sep [SOLD OUT]")
SFO > Oranjestad, Aruba: $402 round-trip- Jul-Sep [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
SJC > Piarco, Trinidad and Tobago: $441 round-trip- Oct-Dec [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![SFO > George Town, Cayman Islands: $425 round-trip- Jul-Sep [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/boat-2363352_1280.jpg "SFO > George Town, Cayman Islands: $425 round-trip- Jul-Sep [SOLD OUT]")
SFO > George Town, Cayman Islands: $425 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…
OAK > San Juan, Puerto Rico: $325 round-trip – Sep-Nov (Including Fall Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SJC > Saint Thomas Island, U.S. Virgin Islands: $329 round-trip- Aug-Oct [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![SJC > Willemstad, Curaçao: $416 round-trip- Aug-Oct [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/beach-2745681_1280.jpg "SJC > Willemstad, Curaçao: $416 round-trip- Aug-Oct [SOLD OUT]")
SJC > Willemstad, Curaçao: $416 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…
![SFO > Montego Bay, Jamaica: $519 round-trip- Dec-Feb (Including MLK Weekend) [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/beach-1029014_1280.jpg "SFO > Montego Bay, Jamaica: $519 round-trip- Dec-Feb (Including MLK Weekend) [SOLD OUT]")
SFO > Montego Bay, Jamaica: $519 round-trip- Dec-Feb (Including MLK Weekend) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
SFO > Kralendijk, Caribbean Netherlands: $674 round-trip- Aug-Oct [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![SFO > Piarco, Trinidad and Tobago: $458 round-trip- Jan-Mar [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/FamilySCUBA-1.jpg "SFO > Piarco, Trinidad and Tobago: $458 round-trip- Jan-Mar [SOLD OUT]")
SFO > Piarco, Trinidad and Tobago: $458 round-trip- Jan-Mar [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
SFO > Ponce, Puerto Rico: $422 round-trip- Sep-Nov [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
SFO > George Town, Cayman Islands: $425 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…
SJC > San Juan, Puerto Rico: $325 round-trip- Sep-Nov (Including Fall Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SFO > Oranjestad, Aruba: $400 round-trip- Jul-Sep [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
SJC > Willemstad, Curaçao: $510 round-trip- Aug-Oct (Including Labor Day) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
SJC > Saint Thomas Island, U.S. Virgin Islands: $329 round-trip- Aug-Oct [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SFO > George Town, Cayman Islands: $425 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…
SFO > Piarco, Trinidad and Tobago: $473 round-trip- Feb-Apr [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
SJC > San Juan, Puerto Rico: $325 round-trip- Aug-Oct [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![OAK > Kingston, Jamaica: $481 round-trip -Sep-Nov (Including Fall Break) [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/jamaica-80749_1280.jpg "OAK > Kingston, Jamaica: $481 round-trip -Sep-Nov (Including Fall Break) [SOLD OUT]")
OAK > Kingston, Jamaica: $481 round-trip -Sep-Nov (Including Fall Break) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
SFO > Oranjestad, Aruba: $400 round-trip- Jul-Sep [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
![SFO > Willemstad, Curaçao: $555 round-trip- Aug-Oct (Including Labor Day) [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/jabneel-statia-201582.jpg "SFO > Willemstad, Curaçao: $555 round-trip- Aug-Oct (Including Labor Day) [SOLD OUT]")
SFO > Willemstad, Curaçao: $555 round-trip- Aug-Oct (Including Labor Day) [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
SJC > Saint Thomas Island, U.S. Virgin Islands: $335 round-trip- Dec-Feb [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SFO > George Town, Cayman Islands: $429 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…
SFO > Piarco, Trinidad and Tobago: $465 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…
OAK > San Juan, Puerto Rico: $325 round-trip- Aug-Oct [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…