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

BNA > Santiago de los Caballeros, Dominican Republic: Biz from $584 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.…

BNA > Providenciales, Turks and Caicos Islands: Econ from $405. – Apr-Jun
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…

BNA > Kingston, Jamaica: Biz from $616 Econ from $377. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Kralendijk, Caribbean Netherlands: Biz from $1,753 Econ from $596. – 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.…

BNA > San Juan, Puerto Rico: Biz from $433 Econ from $176. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Saint Thomas Island, U.S. Virgin Islands: Biz from $580 Econ from $269. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Piarco, Trinidad and Tobago: Biz from $1,040 Econ from $395. – 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.…

BNA > George Town, Cayman Islands: Biz from $896 Econ from $335. – 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.…

BNA > Simpson Bay, St. Maarten: Econ from $310. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Oranjestad, Aruba: Biz from $1,181 Econ from $334. – Apr-Jun
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

BNA > Willemstad, Curaçao: Biz from $1,408 Econ from $440. – 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.…

BNA > Nassau, The Bahamas: Biz from $698 Econ from $376. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Montego Bay, Jamaica: Biz from $763 Econ from $300. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Christiansted, U.S. Virgin Islands: Biz from $716 Econ from $392. – 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.…

BNA > Providenciales, Turks and Caicos Islands: Biz from $848 Econ from $335. – Mar-May [SOLD OUT]
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…

BNA > San Juan, Puerto Rico: Biz from $605 Econ from $194. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Piarco, Trinidad and Tobago: Biz from $890 Econ from $374. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Saint Thomas Island, U.S. Virgin Islands: Biz from $542 Econ from $274. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Simpson Bay, St. Maarten: Biz from $992 Econ from $371. – Jul-Sep (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Oranjestad, Aruba: Biz from $1,071 Econ from $336. – Apr-Jun
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

BNA > George Town, Cayman Islands: Econ from $383. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Montego Bay, Jamaica: Biz from $944 Econ from $352. – 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.…

BNA > Kralendijk, Caribbean Netherlands: Biz from $1241. Econ from $631. – 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.…

BNA > Willemstad, Curaçao: Econ from $569. – 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.…

BNA > Providenciales, Turks and Caicos Islands: Biz from $941 Econ from $365. – Jul-Sep (Including Summer Break)
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. (Pictures included) * This is…

BNA > Saint Thomas Island, U.S. Virgin Islands: Biz from $692 Econ from $252. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > San Juan, Puerto Rico: Biz from $544 Econ from $192. – 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.…

BNA > George Town, Cayman Islands: Biz from $893 Econ from $313. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Oranjestad, Aruba: Biz from $1076. Econ from $349. – Apr-Jun
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

BNA > Montego Bay, Jamaica: Biz from $660 Econ from $308. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Saint Thomas Island, U.S. Virgin Islands: Biz from $580 Econ from $281. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Simpson Bay, St. Maarten: Biz from $770 Econ from $367. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Kingston, Jamaica: Biz from $645 Econ from $401. – 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.…

BNA > Providenciales, Turks and Caicos Islands: Biz from $887 Econ from $324. – Apr-Jun
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. (Pictures included) * This is…

BNA > San Juan, Puerto Rico: Biz from $651 Econ from $198. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Christiansted, U.S. Virgin Islands: Biz from $628 Econ from $277. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Piarco, Trinidad and Tobago: Biz from $810 Econ from $309. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Nassau, The Bahamas: Biz from $630 Econ from $330. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

BNA > Oranjestad, Aruba: Biz from $1,107 Econ from $306. – Feb-Apr (Including Spring Break) [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…