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

SFO > Kralendijk, Caribbean Netherlands: Econ from $797. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Oranjestad, Aruba: Econ from $399. – Jan-Mar
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

SFO > Montego Bay, Jamaica: Econ from $400. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SJC > San Juan, Puerto Rico: Biz from $895 Econ from $294. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > George Town, Cayman Islands: Econ from $516. – 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.…

SFO > Kralendijk, Caribbean Netherlands: Econ from $766. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Bridgetown, Barbados: Econ from $521. – 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.…

SFO > Willemstad, Curaçao: Econ from $466. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

OAK > George Town, Cayman Islands: Econ from $549. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Montego Bay, Jamaica: Econ from $344. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SJC > San Juan, Puerto Rico: Biz from $874 Econ from $366. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Kralendijk, Caribbean Netherlands: Econ from $776. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Willemstad, Curaçao: Econ from $421. – Sep-Nov
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > George Town, Cayman Islands: Econ from $463. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SJC > Montego Bay, Jamaica: Biz from $1,004 Econ from $412. – 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.…

SFO > Piarco, Trinidad and Tobago: Econ from $478. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SJC > San Juan, Puerto Rico: Biz from $983 Econ from $336. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SJC > Saint Thomas Island, U.S. Virgin Islands: Econ from $442. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > George Town, Cayman Islands: Econ from $463.- Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Willemstad, Curaçao: Biz from $1,407 Econ from $387. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Montego Bay, Jamaica: Biz from $1,190 Econ from $433. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SJC > San Juan, Puerto Rico: Econ from $306. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Piarco, Trinidad and Tobago: Econ from $432. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Willemstad, Curaçao: Biz from $1,372 Econ from $388. – Aug-Oct (Including Labor Day)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Montego Bay, Jamaica: Biz from $1,170 Econ from $454. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SJC > San Juan, Puerto Rico: Econ from $306. – 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.…

SJC > George Town, Cayman Islands: Biz from $1,118 Econ from $427. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Kingston, Jamaica: Econ from $498. – 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.…

SFO > Willemstad, Curaçao: Biz from $1,227 Econ from $397. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Bridgetown, Barbados: Econ from $404. – 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.…
![SJC > San Juan, Puerto Rico: Biz from $875 Econ from $296. – Feb-Apr [SOLD OUT] SJC > San Juan, Puerto Rico: Biz from $875 Econ from $296. – Feb-Apr [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/puerto-rico-1292633_1280.jpg)
SJC > San Juan, Puerto Rico: Biz from $875 Econ from $296. – Feb-Apr [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Montego Bay, Jamaica: Biz from $1,100 Econ from $426. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
![SFO > George Town, Cayman Islands: Econ from $387. – Feb-Apr [SOLD OUT] SFO > George Town, Cayman Islands: Econ from $387. – Feb-Apr [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/beach-hut-237489_1280.jpg)
SFO > George Town, Cayman Islands: Econ from $387. – Feb-Apr [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SFO > Kingston, Jamaica: Econ from $476. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
![SFO > Oranjestad, Aruba: Econ from $310. – Jan-Mar [SOLD OUT] SFO > Oranjestad, Aruba: Econ from $310. – Jan-Mar [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/JochelleSCUBA.jpg)
SFO > Oranjestad, Aruba: Econ from $310. – Jan-Mar [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: Biz from $1,478Econ from $470. – 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.…
![SFO > Piarco, Trinidad and Tobago: Econ from $371. – Feb-Apr [SOLD OUT] SFO > Piarco, Trinidad and Tobago: Econ from $371. – Feb-Apr [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/glen-jackson-301620.jpg)
SFO > Piarco, Trinidad and Tobago: Econ from $371. – Feb-Apr [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

SJC > San Juan, Puerto Rico: Biz from $997. Econ from $296. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
![SFO > Montego Bay, Jamaica: Biz from $1,140 Econ from $426. – Feb-Apr [SOLD OUT] SFO > Montego Bay, Jamaica: Biz from $1,140 Econ from $426. – Feb-Apr [SOLD OUT]](https://justgetoutoftown.com/wp-content/uploads/2017/10/jamaica-80749_1280.jpg)
SFO > Montego Bay, Jamaica: Biz from $1,140 Econ from $426. – Feb-Apr [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…