Caribbean – Page 9 – JGOOT

SFO > Oranjestad, Aruba: Econ from $388. – Dec-Feb [SOLD OUT]

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

SFO > Kingston, Jamaica: Econ from $423. – 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.…

SJC > George Town, Cayman Islands: Biz from $1,289 Econ from $361. – 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.…

SFO > San Juan, Puerto Rico: Econ from $286. – Dec-Feb [SOLD OUT]

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 $387. – Dec-Feb [SOLD OUT]

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 $1,341 Econ from $450. – 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.…

SFO > Providenciales, Turks and Caicos Islands: Econ from $385. – Jan-Mar [SOLD OUT]

Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…

SFO > Piarco, Trinidad and Tobago: Biz from $1,225 Econ from $388. – Dec-Feb [SOLD OUT]

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 $346. – 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.…

SJC > Montego Bay, Jamaica: Biz from $566 Econ from $408. – Feb-Apr (Including Spring Break) [SOLD OUT]

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 $371. – 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 > San Juan, Puerto Rico: Econ from $289. – Dec-Feb [SOLD OUT]

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

SFO > Saint Thomas Island, U.S. Virgin Islands: Econ from $459. – Apr-Jun [SOLD OUT]

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: Biz from $1,738 Econ from $519. – 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.…

SFO > Willemstad, Curaçao: Biz from $1,264 Econ from $392. – Dec-Feb [SOLD OUT]

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

SFO > Pointe-a-Pitre, Guadeloupe: Econ from $329. – 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.…

SFO > Piarco, Trinidad and Tobago: Biz from $1,241 Econ from $403. – 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.…

SFO > Montego Bay, Jamaica: Econ from $456. – Oct-Dec (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.…

SFO > Oranjestad, Aruba: Econ from $402. – Dec-Feb (Including MLK Weekend) [SOLD OUT]

When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

OAK > San Juan, Puerto Rico: Econ from $300. – 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.…

SFO > George Town, Cayman Islands: Biz from $1,240 Econ from $440. – Dec-Feb (Including MLK Weekend) [SOLD OUT]

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 $1,391 Econ from $503. – 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 > Piarco, Trinidad and Tobago: Econ from $431. – 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.…

OAK > San Juan, Puerto Rico: Econ from $278. – 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.…

SFO > Kingston, Jamaica: Econ from $503. – 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.…

SFO > Oranjestad, Aruba: Econ from $399. – Nov-Jan [SOLD OUT]

When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

SFO > George Town, Cayman Islands: Biz from $1,240 Econ from $440. – Jan-Mar

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

SJC > Providenciales, Turks and Caicos Islands: Econ from $397. – Feb-Apr [SOLD OUT]

Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…

SJC > Montego Bay, Jamaica: Biz from $1,196 Econ from $484. – Dec-Feb [SOLD OUT]

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 $493. – 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.…

SJC > Saint Thomas Island, U.S. Virgin Islands: Econ from $441. – 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.…

SFO > Piarco, Trinidad and Tobago: Econ from $431. – Dec-Feb [SOLD OUT]

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

OAK > San Juan, Puerto Rico: Econ from $286. – 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.…

SFO > George Town, Cayman Islands: Biz from $1,242 Econ from $442. – Apr-Jun [SOLD OUT]

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 $404. – Apr-Jun [SOLD OUT]

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

SJC > Providenciales, Turks and Caicos Islands: Econ from $395.- Oct-Dec [SOLD OUT]

Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…

SFO > Kingston, Jamaica: Econ from $478. – 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.…

SFO > Willemstad, Curaçao: Biz from $1,244 Econ from $400. – Dec-Feb [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 $1,055 Econ from $377. – Aug-Oct (Including Labor Day) [SOLD OUT]

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: Biz from $1,220 Econ from $419. – 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.…