Caribbean – Page 23 – JGOOT

SFO > Kingston, Jamaica: Flight & 9 nights: $577- 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…

SJC > Piarco, Trinidad and Tobago: Flight & 6 nights: $557- 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: Flight & 6 nights: $509 – Mar-May

* There only appear to be a few seats at this price and availability is spotty. It will take a…

SFO > George Town, Cayman Islands: Flight & 8 nights: $789 – 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 > Willemstad, Curaçao: Flight & 10 nights: $1,135- 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 > Oranjestad, Aruba: Flight & 6 nights: $510 – Apr-Jun [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: Flight & 8 nights: $608- 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 > Kralendijk, Caribbean Netherlands: Flight & 7 nights: $1,071- Feb-Apr [SOLD OUT]

* This is a “fare dump” with a few alternate dates available.

SFO > St. John’s, Antigua And Barbuda: Flight & 6 nights: $766- Feb-Apr [SOLD OUT]

The first thing you’ll learn when going to Antigua is how to properly pronounce it. (The “u” is not pronounced,…

SJC > Piarco, Trinidad and Tobago: Flight & 5 nights: $644- Jun-Aug (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: Flight & 3 nights: $369 – Feb-Apr [SOLD OUT]

* There only appear to be a few seats at this price and availability is spotty. It will take a…

SJC > George Town, Cayman Islands: Flight & 5 nights: $636 – 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: Flight & 8 nights: $525- 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 > Willemstad, Curaçao: Flight & 5 nights: $629 – 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 > Montego Bay, Jamaica: Flight & 6 nights: $585- Mar-May [SOLD OUT]

* There only appear to be a few seats at this price and availability is spotty. It will take a…

OAK > San Juan, Puerto Rico: Flight & 4 nights: $423 – 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…

SJC > Piarco, Trinidad and Tobago: Flight & 9 nights: $736- 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 > Christiansted, U.S. Virgin Islands: Flight & 6 nights: $860- Jan-Mar [SOLD OUT]

* There only appear to be a few seats at this price and availability is spotty. It will take a…

SJC > George Town, Cayman Islands: Flight & 9 nights: $817- 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 > Willemstad, Curaçao: Flight & 5 nights: $629 – 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…

SFO > Oranjestad, Aruba: Flight & 4 nights: $462- 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 > Montego Bay, Jamaica: Flight & 8 nights: $619- 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 > St. John’s, Antigua And Barbuda: Flight & 8 nights: $697- Jan-Mar [SOLD OUT]

The first thing you’ll learn when going to Antigua is how to properly pronounce it. (The “u” is not pronounced,…

SFO > Hamilton, Bermuda: Flight & 8 nights: $1,225- Apr-Jun (Including Summer Break) [SOLD OUT]

Years ago, we had a family reunion in Bermuda. Of all of the islands I’ve been to, Bermuda is one…

OAK > San Juan, Puerto Rico: Flight & 8 nights: $575- May-Jul (Including Summer Break) [SOLD OUT]

* This is a “fare dump” with a few alternate dates available. This is a rarely found “flight + hotel”…

SFO > Saint Thomas Island, U.S. Virgin Islands: Flight & 3 nights: $474- Feb-Apr (Including Spring Break) [SOLD OUT]

* This is a “fare dump” with a few alternate dates available.

SJC > Piarco, Trinidad and Tobago: Flight & 5 nights: $765- Jan-Mar (Including President’s Day Weekend) [SOLD OUT]

* This is a “fare dump” with a few alternate dates available.

SFO > George Town, Cayman Islands: Flight & 4 nights: $802 – 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 > Willemstad, Curaçao: Flight & 10 nights: $708- 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 > Oranjestad, Aruba: Flight & 8 nights: $611- Feb-Apr (Including Spring Break) [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: Flight & 9 nights: $654- 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: Flight & 4 nights: $432 – Jan-Mar [SOLD OUT]

* This is a “fare dump” with a few alternate dates available.

SFO > George Town, Cayman Islands: Flight & 5 nights: $771 – 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 > Piarco, Trinidad and Tobago: Flight & 6 nights: $626- Dec-Feb [SOLD OUT]

* This is a “fare dump” with a few alternate dates available.

SFO > Kingston, Jamaica: Flight & 9 nights: $641 – 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…

SFO > Oranjestad, Aruba: Flight & 8 nights: $559- 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 > Kralendijk, Caribbean Netherlands: Flight & 7 nights: $876 – Nov-Jan [SOLD OUT]

* This is a “fare dump” with a few alternate dates available.

SJC > George Town, Cayman Islands: Flight & 9 nights: $1,054 – 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: Flight & 4 nights: $442 – 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 > Kingston, Jamaica: Flight & 9 nights: $629 – 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…