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 $528 Econ from $307. – 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 > Santiago de los Caballeros, Dominican Republic: Biz from $584 Econ from $344. – 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: Econ from $405. – Apr-Jun [SOLD OUT]
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 [SOLD OUT]
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) [SOLD OUT]
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 [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 $269. – 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 > 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) [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: 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 [SOLD OUT]
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) [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 $698 Econ from $376. – 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 > Montego Bay, Jamaica: Biz from $763 Econ from $300. – 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 > Christiansted, U.S. Virgin Islands: Biz from $716 Econ from $392. – Apr-Jun (Including Summer Break) [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 $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) [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 $1,071 Econ from $336. – Apr-Jun [SOLD OUT]
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 [SOLD OUT]
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) [SOLD OUT]
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) [SOLD OUT]
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) [SOLD OUT]
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 [SOLD OUT]
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 [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

BNA > Oranjestad, Aruba: Flight & 7 nights: $755 [SOLD OUT]
* This is a “fare dump” with a few alternate dates available. Nashville to Oranjestad, Aruba: 7 night trip. Flight…

BNA > Bridgetown, Barbados: Flight & 7 nights: $783
* This is the only date I found, and there only appear to be a few seats at this price.…

Summer Break Trips: BNA > Aguadilla, Puerto Rico: Flight & 4 nights: $619 [SOLD OUT]
* This is the only date I found, and there only appear to be a few seats at this price.…

Summer Break Trips: BNA > San Andrés, Colombia: Flight & 6 nights: $933 [SOLD OUT]
* This is the only date I found, and there only appear to be a few seats at this price.…

Summer Break Trips: BNA > St. John’s, Antigua and Barbuda: Flight & 3 nights: $924 [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

Denver to Roatan: My Best Trip Ever. $854 including 7 nights [SOLD OUT]
First off – Roatan is never cheap to get to. Flights alone are usually over $800 (Trust me- I’ve been watching for years.) Years ago, I had a “buddy pass” from a very generous pilot friend & decided to head out of town when my kids were on vacation with their Mom. Since I had to fly […]