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

IAH > Punta Cana, Dominican Republic: Econ from $281. – 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.…

HOU > Oranjestad, Aruba: Econ from $322. – Oct-Dec [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

IAH > Aguadilla, Puerto Rico: Biz from $929. Econ from $167. – 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.…

IAH > Piarco, Trinidad and Tobago: Biz from $1007. Econ from $380. – 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.…

HOU > San Juan, Puerto Rico: Biz from $850. Econ from $148. – 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.…

IAH > Montego Bay, Jamaica: Biz from $974. Econ from $287. – 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.…

IAH > Saint Thomas Island, U.S. Virgin Islands: Biz from $1030. Econ from $224. – 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.…

IAH > Punta Cana, Dominican Republic: Econ from $275. – 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.…

HOU > Oranjestad, Aruba: Econ from $275. – Sep-Nov [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

IAH > San Juan, Puerto Rico: Biz from $740. Econ from $131. – 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.…

IAH > Montego Bay, Jamaica: Biz from $1067. Econ from $286. – 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.…

HOU > Saint Thomas Island, U.S. Virgin Islands: Biz from $958. Econ from $181. – 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.…

HOU > Piarco, Trinidad and Tobago: Biz from $1021. Econ from $305. – 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.…

IAH > Oranjestad, Aruba: Econ from $279. – Sep-Nov (Including Fall Break) [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

IAH > Aguadilla, Puerto Rico: Biz from $899. Econ from $171. – 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.…

HOU > San Juan, Puerto Rico: Biz from $726. Econ from $128. – 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.…

HOU > Montego Bay, Jamaica: Biz from $1066. Econ from $272. – 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.…

IAH > Simpson Bay, St. Maarten: Econ from $285. – 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.…

HOU > Saint Thomas Island, U.S. Virgin Islands: Biz from $944. Econ from $201. – 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.…

IAH > Piarco, Trinidad and Tobago: Biz from $1237. Econ from $337. – 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.…

IAH > San Juan, Puerto Rico: Biz from $718. Econ from $132. – 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.…

IAH > Oranjestad, Aruba: Econ from $298. – Aug-Oct [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

HOU > Aguadilla, Puerto Rico: Biz from $894. Econ from $178. – 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.…

IAH > Montego Bay, Jamaica: Biz from $1072. Econ from $280. – Jul-Sep[SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IAH > Saint Thomas Island, U.S. Virgin Islands: Biz from $995. Econ from $242. – 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.…

IAH > San Juan, Puerto Rico: Biz from $714. Econ from $150. – 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.…

HOU > Aguadilla, Puerto Rico: Econ from $163. – 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.…

IAH > Montego Bay, Jamaica: Biz from $982. Econ from $348.- 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.…

IAH > Saint Thomas Island, U.S. Virgin Islands: Biz from $948. Econ from $229. – 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.…

IAH > Saint Thomas Island, U.S. Virgin Islands: Biz from $919. Econ from $201. – Jul-Sep[SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

IAH > San Juan, Puerto Rico: Biz from $790. Econ from $132. – 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.…

IAH > Punta Cana, Dominican Republic: Econ from $250. – Jul-Sep[SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

HOU > Oranjestad, Aruba: Econ from $330. – Jul-Sep[SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

IAH > Montego Bay, Jamaica: Biz from $982. Econ from $312. – 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.…

IAH > Saint Thomas Island, U.S. Virgin Islands: Biz from $948. Econ from $231. – Jun-Aug (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.…

HOU > San Juan, Puerto Rico: Biz from $852. Econ from $174. – Jun-Aug (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.…

IAH > George Town, Cayman Islands: Biz from $1054 Econ from $485. – 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.…

IAH > Montego Bay, Jamaica: Biz from $1028. Econ from $277. – 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.…

IAH > Punta Cana, Dominican Republic: Econ from $215. – Jun-Aug (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.…