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

MSP > Willemstad, Curaçao: Biz from $1138 Econ from $548. – Jan-Mar (Presidents day Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > George Town, Cayman Islands: Biz from $1,162 Econ from $462. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > San Juan, Puerto Rico: Biz from $865 Econ from $180. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Saint Thomas Island, U.S. Virgin Islands: Biz from $1,062 Econ from $395. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Simpson Bay, St. Maarten: Econ from $327. – Dec-Feb (Including Winter Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > George Town, Cayman Islands: Econ from $388. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > San Juan, Puerto Rico: Biz from $868 Econ from $222. – 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.…

MSP > Montego Bay, Jamaica: Econ from $395. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Saint Thomas Island, U.S. Virgin Islands: Econ from $392. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > San Juan, Puerto Rico: Biz from $841 Econ from $290. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Oranjestad, Aruba: Biz from $1,080 Econ from $449. – Dec-Feb
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

MSP > Montego Bay, Jamaica: Econ from $395. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Saint Thomas Island, U.S. Virgin Islands: Biz from $1,009 Econ from $379. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > George Town, Cayman Islands: Biz from $1162. Econ from $487. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Oranjestad, Aruba: Biz from $1,166 Econ from $443. – Nov-Jan
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…

MSP > Montego Bay, Jamaica: Econ from $397. – 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.…

MSP > San Juan, Puerto Rico: Biz from $757 Econ from $236. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Willemstad, Curaçao: Biz from $1,510 Econ from $536. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Christiansted, U.S. Virgin Islands: Econ from $389. – Oct-Dec (Including Thanksgiving)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Saint Thomas Island, U.S. Virgin Islands: Biz from $1,165 Econ from $378. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Willemstad, Curaçao: Biz from $1,532 Econ from $528. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > San Juan, Puerto Rico: Biz from $771 Econ from $289. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Montego Bay, Jamaica: Econ from $350. – 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.…

MSP > George Town, Cayman Islands: Biz from $1,186 Econ from $497. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > San Juan, Puerto Rico: Biz from $841 Econ from $294. – 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.…

MSP > Montego Bay, Jamaica: Econ from $371. – 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.…

MSP > George Town, Cayman Islands: Econ from $314. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > San Juan, Puerto Rico: Econ from $148. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Christiansted, U.S. Virgin Islands: Econ from $335. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Simpson Bay, St. Maarten: Econ from $368. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Kingston, Jamaica: Econ from $416. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Providenciales, Turks and Caicos Islands: Biz from $892 Econ from $330. – Feb-Apr
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * There only appear to…

MSP > Montego Bay, Jamaica: Biz from $1,039 Econ from $358. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Oranjestad, Aruba: Econ from $302. – Jan-Mar (Including President’s Day Weekend)
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

MSP > George Town, Cayman Islands: Econ from $330. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MSP > Saint Thomas Island, U.S. Virgin Islands: Econ from $253. – 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.…

MSP > San Juan, Puerto Rico: Econ from $148. – 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.…

MSP > Christiansted, U.S. Virgin Islands: Econ from $349. – 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.…

MSP > Kingston, Jamaica: Econ from $393. – 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.…
