* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![OAK > George Town, Cayman Islands: From $438 round-trip – May-Jul (Including Summer Break) [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/boat-2363352_1280.jpg "OAK > George Town, Cayman Islands: From $438 round-trip – May-Jul (Including Summer Break) [SOLD OUT]")
OAK > George Town, Cayman Islands: From $438 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 > San Juan, Puerto Rico: From $83 round-trip – Apr-Jun [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/brenda-godinez-227278.jpg "OAK > San Juan, Puerto Rico: From $83 round-trip – Apr-Jun [SOLD OUT]")
OAK > San Juan, Puerto Rico: From $83 round-trip – Apr-Jun [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![SFO > Saint Thomas Island, U.S. Virgin Islands: From $154 round-trip [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/marco-assmann-178084.jpg "SFO > Saint Thomas Island, U.S. Virgin Islands: From $154 round-trip [SOLD OUT]")
SFO > Saint Thomas Island, U.S. Virgin Islands: From $154 round-trip [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![OAK > Christiansted, U.S. Virgin Islands: $174 round-trip – Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/coral-1355479_1280.jpg "OAK > Christiansted, U.S. Virgin Islands: $174 round-trip – Mar-May [SOLD OUT]")
OAK > Christiansted, U.S. Virgin Islands: $174 round-trip – Mar-May [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![SFO > Oranjestad, Aruba: $308 round-trip – Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/Aruba.jpg "SFO > Oranjestad, Aruba: $308 round-trip – Mar-May [SOLD OUT]")
SFO > Oranjestad, Aruba: $308 round-trip – Mar-May [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
![SFO > Montego Bay, Jamaica: $339 round-trip – Feb-Apr (Including Spring Break) [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/jamaica-80749_1280.jpg "SFO > Montego Bay, Jamaica: $339 round-trip – Feb-Apr (Including Spring Break) [SOLD OUT]")
SFO > Montego Bay, Jamaica: $339 round-trip – Feb-Apr (Including Spring Break) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![OAK > Kingston, Jamaica: $321 round-trip – Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/jamaica-1046596_1280.jpg "OAK > Kingston, Jamaica: $321 round-trip – Mar-May [SOLD OUT]")
OAK > Kingston, Jamaica: $321 round-trip – Mar-May [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![SJC > Willemstad, Curaçao: $411 round-trip – Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/beach-2745681_1280.jpg "SJC > Willemstad, Curaçao: $411 round-trip – Mar-May [SOLD OUT]")
SJC > Willemstad, Curaçao: $411 round-trip – Mar-May [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: $206 round-trip – Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/cristian-escobar-287262.jpg "OAK > San Juan, Puerto Rico: $206 round-trip – Mar-May [SOLD OUT]")
OAK > San Juan, Puerto Rico: $206 round-trip – Mar-May [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![OAK > Saint Thomas Island, U.S. Virgin Islands: $308 round-trip – Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/nassau-2444243_1280.jpg "OAK > Saint Thomas Island, U.S. Virgin Islands: $308 round-trip – Mar-May [SOLD OUT]")
OAK > Saint Thomas Island, U.S. Virgin Islands: $308 round-trip – Mar-May [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![SFO > George Town, Cayman Islands: $432 round-trip – Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/lagoon-911963_1280.jpg "SFO > George Town, Cayman Islands: $432 round-trip – Mar-May [SOLD OUT]")
SFO > George Town, Cayman Islands: $432 round-trip – Mar-May [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: $323 round-trip – Apr-Jun [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/fashion-985556_1280.jpg "OAK > Christiansted, U.S. Virgin Islands: $323 round-trip – Apr-Jun [SOLD OUT]")
OAK > Christiansted, U.S. Virgin Islands: $323 round-trip – Apr-Jun [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![SFO > Santo Domingo, Dominican Republic: $293 round-trip – May-Jul (Including Summer Break) [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/dominican-republic-1884286_1280.jpg "SFO > Santo Domingo, Dominican Republic: $293 round-trip – May-Jul (Including Summer Break) [SOLD OUT]")
SFO > Santo Domingo, Dominican Republic: $293 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…
SFO > Piarco, Trinidad and Tobago: $469 round-trip – Feb-Apr (Including Spring Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![OAK > Kingston, Jamaica: $376 round-trip – Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/jamaica-679366_1280.jpg "OAK > Kingston, Jamaica: $376 round-trip – Mar-May [SOLD OUT]")
OAK > Kingston, Jamaica: $376 round-trip – Mar-May [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SFO > Willemstad, Curaçao: $571 round-trip – Jul-Sep (Including Summer Break) [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
![SFO > Montego Bay, Jamaica: $491 round-trip – Feb-Apr (Including Spring Break) [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/gorgeous-1303903_1280.jpg "SFO > Montego Bay, Jamaica: $491 round-trip – Feb-Apr (Including Spring Break) [SOLD OUT]")
SFO > Montego Bay, Jamaica: $491 round-trip – Feb-Apr (Including Spring 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 > San Juan, Puerto Rico: $174 round-trip – Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/boat-1292642_1280.jpg "OAK > San Juan, Puerto Rico: $174 round-trip – Mar-May [SOLD OUT]")
OAK > San Juan, Puerto Rico: $174 round-trip – Mar-May [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
OAK > Saint Thomas Island, U.S. Virgin Islands: $281 round-trip- Apr-Jun
* 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: $431 round-trip – Apr-Jun
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
OAK > Willemstad, Curaçao: $421 round-trip – Apr-Jun
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![SFO > Santo Domingo, Dominican Republic: $285 round-trip – Feb-Apr [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/dominican-republic-2828634_1280.jpg "SFO > Santo Domingo, Dominican Republic: $285 round-trip – Feb-Apr [SOLD OUT]")
SFO > Santo Domingo, Dominican Republic: $285 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…
![OAK > San Juan, Puerto Rico: $178 round-trip – Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/puerto-rico-1292633_1280.jpg "OAK > San Juan, Puerto Rico: $178 round-trip – Mar-May [SOLD OUT]")
OAK > San Juan, Puerto Rico: $178 round-trip – Mar-May [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
OAK > Christiansted, U.S. Virgin Islands: $405 round-trip – Feb-Apr (Including Spring Break) [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
OAK > Montego Bay, Jamaica: $378 round-trip – Mar-May [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
OAK > Kingston, Jamaica: $352 round-trip – Apr-May [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: $439 round-trip – Mar-May [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
![OAK > Saint Thomas Island, U.S. Virgin Islands: $387 round-trip – Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/bahamas-783799_1280.jpg "OAK > Saint Thomas Island, U.S. Virgin Islands: $387 round-trip – Mar-May [SOLD OUT]")
OAK > Saint Thomas Island, U.S. Virgin Islands: $387 round-trip – Mar-May [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![SJC > Willemstad, Curaçao: $421 round-trip – Feb-Apr [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/curacao-2009782_1280.jpg "SJC > Willemstad, Curaçao: $421 round-trip – Feb-Apr [SOLD OUT]")
SJC > Willemstad, Curaçao: $421 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…
OAK > San Juan, Puerto Rico: $326 round-trip – Feb-Apr [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
![OAK > Montego Bay, Jamaica: $373 round-trip – Mar-May [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/beach-1029014_1280.jpg "OAK > Montego Bay, Jamaica: $373 round-trip – Mar-May [SOLD OUT]")
OAK > Montego Bay, Jamaica: $373 round-trip – Mar-May [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SJC > Kingston, Jamaica: $434 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…
![SJC > Santo Domingo, Dominican Republic: $341 round-trip – Jan-Mar [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/iguanas-1887.jpg "SJC > Santo Domingo, Dominican Republic: $341 round-trip – Jan-Mar [SOLD OUT]")
SJC > Santo Domingo, Dominican Republic: $341 round-trip – Jan-Mar [SOLD OUT]
* There only appear to be a few seats at this price and availability is spotty. It will take a…
SFO > Willemstad, Curaçao: $501 round-trip – Apr-Jun [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 – Jan-Mar [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
OAK > San Juan, Puerto Rico: $395 round-trip – Dec-Feb [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: $367 round-trip – Dec-Feb [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/beach-hut-237489_1280.jpg "SFO > George Town, Cayman Islands: $367 round-trip – Dec-Feb [SOLD OUT]")
SFO > George Town, Cayman Islands: $367 round-trip – Dec-Feb [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SJC > Saint Thomas Island, U.S. Virgin Islands: $357 round-trip – Dec-Feb [SOLD OUT]
* This is a “fare dump” with a few alternate dates available.
SFO > Willemstad, Curaçao: $500 round-trip – Sep-Nov
* There only appear to be a few seats at this price and availability is spotty. It will take a…