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

FLL > Saint Thomas Island, U.S. Virgin Islands: Biz from $464 Econ from $188. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > Santo Domingo, Dominican Republic: Biz from $703. Econ from $202. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Kingston, Jamaica: Biz from $440 Econ from $276. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > George Town, Cayman Islands: Biz from $464 Econ from $242. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Montego Bay, Jamaica: Biz from $510 Econ from $237. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > Willemstad, Curaçao: Biz from $968 Econ from $230. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > Punta Cana, Dominican Republic: Econ from $215. – Mar-May (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Christiansted, U.S. Virgin Islands: Biz from $484. Econ from $196. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Oranjestad, Aruba: Biz from $457 Econ from $168. – Feb-Apr (Including Spring Break)
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

FLL > Simpson Bay, St. Maarten: Biz from $479. Econ from $186. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > San Juan, Puerto Rico: Biz from $283. Econ from $100. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Saint Thomas Island, U.S. Virgin Islands: Biz from $369 Econ from $105. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Montego Bay, Jamaica: Biz from $369. Econ from $215. – 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.…

MIA > Willemstad, Curaçao: Biz from $968 Econ from $225. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Kingston, Jamaica: Biz from $505 Econ from $278. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > Punta Cana, Dominican Republic: Biz from $662. Econ from $224. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Oranjestad, Aruba: Biz from $717. Econ from $165. – Jan-Mar
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

FLL > Christiansted, U.S. Virgin Islands: Biz from $507 Econ from $157. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Saint Thomas Island, U.S. Virgin Islands: Biz from $565 Econ from $216. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > Piarco, Trinidad and Tobago: Biz from $670 Econ from $291. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Simpson Bay, St. Maarten: Biz from $521. Econ from $165. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > San Juan, Puerto Rico: Biz from $268 Econ from $128. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > Willemstad, Curaçao: Biz from $1026 Econ from $227. – 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.…

MIA > Santo Domingo, Dominican Republic: Biz from $708. Econ from $205. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Kingston, Jamaica: Biz from $475. Econ from $253. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Oranjestad, Aruba: Biz from $413 Econ from $186. – Dec-Feb [SOLD OUT]
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…

FLL > Montego Bay, Jamaica: Biz from $372 Econ from $218. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > George Town, Cayman Islands: Biz from $706 Econ from $224. – Jun-Aug (Including Fourth of July and Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Christiansted, U.S. Virgin Islands: Biz from $686 Econ from $157. – 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.…

MIA > San Juan, Puerto Rico: Biz from $277 Econ from $101. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Nassau, The Bahamas: Econ from $230. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Montego Bay, Jamaica: Biz from $375. Econ from $221. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > George Town, Cayman Islands: Biz from $705 Econ from $223. – Feb-Apr (Including Spring Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Oranjestad, Aruba: Biz from $384. Econ from $173. – Jan-Mar
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

FLL > Kingston, Jamaica: Biz from $421. Econ from $252. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > Simpson Bay, St. Maarten: Biz from $819. Econ from $271. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > San Juan, Puerto Rico: Biz from $283 Econ from $113. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

FLL > Montego Bay, Jamaica: Biz from $369 Econ from $221.- Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MIA > Willemstad, Curaçao: Biz from $1070 Econ from $228. – 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.…