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TPA > Montego Bay, Jamaica: Biz from $523. Econ from $266. – Mar-May

TPA > Montego Bay, Jamaica: Biz from $523. Econ from $266. – Mar-May

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

TPA > Oranjestad, Aruba: Biz from $554. Econ from $232. – Mar-May

TPA > Oranjestad, Aruba: Biz from $554. Econ from $232. – Mar-May

When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

TPA > Kingston, Jamaica: Biz from $604. Econ from $339. – Apr-Jun

TPA > Kingston, Jamaica: Biz from $604. Econ from $339. – Apr-Jun

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

TPA > Christiansted, U.S. Virgin Islands: Biz from $520. Econ from $263. – Apr-Jun

TPA > Christiansted, U.S. Virgin Islands: Biz from $520. Econ from $263. – Apr-Jun

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

MCO > Piarco, Trinidad and Tobago: Biz from $650. Econ from $242. – Apr-Jun

MCO > Piarco, Trinidad and Tobago: Biz from $650. Econ from $242. – Apr-Jun

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

TPA > Willemstad, Curaçao: Biz from $873. Econ from $446. – Mar-May

TPA > Willemstad, Curaçao: Biz from $873. Econ from $446. – Mar-May

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

MCO > San Juan, Puerto Rico: Biz from $436. Econ from $186. – Feb-Apr (Including Spring Break)

MCO > San Juan, Puerto Rico: Biz from $436. Econ from $186. – 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.…

TPA > George Town, Cayman Islands: Biz from $423. Econ from $251. – Feb-Apr

TPA > George Town, Cayman Islands: Biz from $423. Econ from $251. – Feb-Apr

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

TPA > Saint Thomas Island, U.S. Virgin Islands: Biz from $545. Econ from $208.  – Feb-Apr (Including Spring Break)

TPA > Saint Thomas Island, U.S. Virgin Islands: Biz from $545. Econ from $208. – 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.…

TPA > Montego Bay, Jamaica: Biz from $436. Econ from $248. – Jan-Mar

TPA > Montego Bay, Jamaica: Biz from $436. Econ from $248. – Jan-Mar

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

MCO > Simpson Bay, St. Maarten: Biz from $568. Econ from $254. – Feb-Apr (Including Spring Break)

MCO > Simpson Bay, St. Maarten: Biz from $568. Econ from $254. – 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.…

MCO > Ponce, Puerto Rico: Econ from $145. – Apr-Jun

MCO > Ponce, Puerto Rico: Econ from $145. – Apr-Jun

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

TPA > Oranjestad, Aruba: Biz from $514. Econ from $204. – Feb-Apr

TPA > Oranjestad, Aruba: Biz from $514. Econ from $204. – Feb-Apr

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

MCO > San Juan, Puerto Rico: Biz from $400. Econ from $148. – Jan-Mar

MCO > San Juan, Puerto Rico: Biz from $400. 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.…

MCO > Christiansted, U.S. Virgin Islands: Biz from $449. Econ from $168. – Feb-Apr (Including Spring Break)

MCO > Christiansted, U.S. Virgin Islands: Biz from $449. Econ from $168. – 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.…

MCO > Santo Domingo, Dominican Republic: Biz from $579. Econ from $193. – Feb-Apr

MCO > Santo Domingo, Dominican Republic: Biz from $579. Econ from $193. – Feb-Apr

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

MCO > George Town, Cayman Islands: Biz from $414. Econ from $263. – Jan-Mar

MCO > George Town, Cayman Islands: Biz from $414. Econ from $263. – Jan-Mar

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

MCO > Saint Thomas Island, U.S. Virgin Islands: Biz from $532. Econ from $163. – Feb-Apr

MCO > Saint Thomas Island, U.S. Virgin Islands: Biz from $532. Econ from $163. – Feb-Apr

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

MCO > Nassau, The Bahamas: Biz from $628. Econ from $258. – Feb-Apr

MCO > Nassau, The Bahamas: Biz from $628. Econ from $258. – Feb-Apr

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

TPA > Montego Bay, Jamaica: Biz from $436. Econ from $247. – Jan-Mar

TPA > Montego Bay, Jamaica: Biz from $436. Econ from $247. – 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.…

MCO > San Juan, Puerto Rico: Biz from $417. Econ from $141. – Jan-Mar (Presidents day Weekend)

MCO > San Juan, Puerto Rico: Biz from $417. Econ from $141. – 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.…

TPA > Willemstad, Curaçao: Biz from $831. Econ from $479. – Apr-Jun

TPA > Willemstad, Curaçao: Biz from $831. Econ from $479. – Apr-Jun

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

MCO > Simpson Bay, St. Maarten: Biz from $524. Econ from $224. – Jan-Mar

MCO > Simpson Bay, St. Maarten: Biz from $524. Econ from $224. – Jan-Mar

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

TPA > Oranjestad, Aruba: Biz from $623. Econ from $207. – Dec-Feb

TPA > Oranjestad, Aruba: Biz from $623. Econ from $207. – Dec-Feb [SOLD OUT]

When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

TPA > Punta Cana, Dominican Republic: Biz from $561. Econ from $260. – Jan-Mar

TPA > Punta Cana, Dominican Republic: Biz from $561. Econ from $260. – Jan-Mar

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

MCO > San Juan, Puerto Rico: Biz from $306. Econ from $152. – Jan-Mar (Presidents day Weekend)

MCO > San Juan, Puerto Rico: Biz from $306. Econ from $152. – 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.…

TPA > Kingston, Jamaica: Biz from $591. Econ from $359. – Jan-Mar (Presidents day Weekend)

TPA > Kingston, Jamaica: Biz from $591. Econ from $359. – 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.…

MCO > Ponce, Puerto Rico: Econ from $123. – Jan-Mar

MCO > Ponce, Puerto Rico: Econ from $123. – Jan-Mar

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

TPA > Saint Thomas Island, U.S. Virgin Islands: Econ from $221. – Dec-Feb

TPA > Saint Thomas Island, U.S. Virgin Islands: Econ from $221. – Dec-Feb

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

MCO > Montego Bay, Jamaica: Biz from $445. Econ from $256. – Jan-Mar (Presidents day Weekend)

MCO > Montego Bay, Jamaica: Biz from $445. Econ from $256. – 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.…

TPA > Oranjestad, Aruba: Biz from $552. Econ from $201. – Dec-Feb (Including MLK Weekend) [SOLD OUT]

When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

MCO > Simpson Bay, St. Maarten: Biz from $515. Econ from $205. – Jan-Mar

MCO > Simpson Bay, St. Maarten: Biz from $515. 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.…

TPA > Christiansted, U.S. Virgin Islands: Biz from $470. Econ from $189. – Jan-Mar

TPA > Christiansted, U.S. Virgin Islands: Biz from $470. Econ from $189. – Jan-Mar

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

TPA > Punta Cana, Dominican Republic: Biz from $620. Econ from $252. – Dec-Feb

TPA > Punta Cana, Dominican Republic: Biz from $620. Econ from $252. – Dec-Feb [SOLD OUT]

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

TPA > Nassau, The Bahamas: Biz from $740. Econ from $278. – Jan-Mar (Presidents day Weekend)

TPA > Nassau, The Bahamas: Biz from $740. Econ from $278. – 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.…

TPA > George Town, Cayman Islands: Biz from $410. Econ from $257. – Feb-Apr

TPA > George Town, Cayman Islands: Biz from $410. Econ from $257. – Feb-Apr

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

MCO > San Juan, Puerto Rico: Biz from $316. Econ from $158. – Dec-Feb

MCO > San Juan, Puerto Rico: Biz from $316. Econ from $158. – Dec-Feb [SOLD OUT]

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

MCO > Piarco, Trinidad and Tobago: Biz from $652. Econ from $276. – Mar-May

MCO > Piarco, Trinidad and Tobago: Biz from $652. Econ from $276. – Mar-May

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

TPA > Saint Thomas Island, U.S. Virgin Islands: Biz from $791. Econ from $221. – Jan-Mar

TPA > Saint Thomas Island, U.S. Virgin Islands: Biz from $791. Econ from $221. – 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.…

MCO > Willemstad, Curaçao: Biz from $1233. Econ from $463. – Apr-Jun

MCO > Willemstad, Curaçao: Biz from $1233. Econ from $463. – Apr-Jun

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

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