Don't plan a trip and hope to find a good deal… Find a good deal that inspires you to take a trip.
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MIA > Simpson Bay, St. Maarten: Biz from $819. Econ from $271. – Mar-May

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 

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

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) 

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.…

MIA > George Town, Cayman Islands: Biz from $705 Econ from $224. – Feb-Apr 

MIA > George Town, Cayman Islands: Biz from $705 Econ from $224. – Feb-Apr 

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 $466 Econ from $167. – Jan-Mar 

FLL > Saint Thomas Island, U.S. Virgin Islands: Biz from $466 Econ from $167. – Jan-Mar 

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 $418 Econ from $180. – Dec-Feb 

FLL > Oranjestad, Aruba: Biz from $418 Econ from $180. – Dec-Feb 

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

FLL > Punta Cana, Dominican Republic: Biz from $469. Econ from $205. – Jan-Mar (Presidents day Weekend)

FLL > Punta Cana, Dominican Republic: Biz from $469. Econ from $205. – 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.…

FLL > Simpson Bay, St. Maarten: Biz from $539. Econ from $191. – Dec-Feb

FLL > Simpson Bay, St. Maarten: Biz from $539. Econ from $191. – Dec-Feb

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 $262. Econ from $95. – Nov-Jan

MIA > San Juan, Puerto Rico: Biz from $262. Econ from $95. – Nov-Jan

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 $964. Econ from $266. – Jan-Mar

MIA > Willemstad, Curaçao: Biz from $964. Econ from $266. – 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 $1197 Econ from $229.- Nov-Jan

FLL > Montego Bay, Jamaica: Biz from $1197 Econ from $229.- Nov-Jan

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 $574 Econ from $206. – Jan-Mar 

FLL > Saint Thomas Island, U.S. Virgin Islands: Biz from $574 Econ from $206. – Jan-Mar 

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

FLL > Piarco, Trinidad and Tobago: Biz from $649 Econ from $292. – Dec-Feb 

FLL > Piarco, Trinidad and Tobago: Biz from $649 Econ from $292. – Dec-Feb 

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 $423. Econ from $197. – Nov-Jan

FLL > Christiansted, U.S. Virgin Islands: Biz from $423. Econ from $197. – Nov-Jan

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: Biz from $775. Econ from $260. – Nov-Jan

FLL > Nassau, The Bahamas: Biz from $775. Econ from $260. – Nov-Jan

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 $449 Econ from $198. – Nov-Jan 

FLL > Simpson Bay, St. Maarten: Biz from $449 Econ from $198. – Nov-Jan 

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 $386 Econ from $180. – Nov-Jan 

FLL > Oranjestad, Aruba: Biz from $386 Econ from $180. – Nov-Jan 

If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…

FLL > George Town, Cayman Islands: Biz from $355 Econ from $197. – Nov-Jan 

FLL > George Town, Cayman Islands: Biz from $355 Econ from $197. – Nov-Jan 

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 $447 Econ from $221. – Dec-Feb 

FLL > Montego Bay, Jamaica: Biz from $447 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.…

MIA > Willemstad, Curaçao: Biz from $976 Econ from $327. – Nov-Jan 

MIA > Willemstad, Curaçao: Biz from $976 Econ from $327. – Nov-Jan 

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 $494 Econ from $183. – Nov-Jan 

FLL > Saint Thomas Island, U.S. Virgin Islands: Biz from $494 Econ from $183. – Nov-Jan 

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 $484 Econ from $248. – Oct-Dec 

FLL > Kingston, Jamaica: Biz from $484 Econ from $248. – Oct-Dec 

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 $649 Econ from $282. – Nov-Jan 

MIA > Piarco, Trinidad and Tobago: Biz from $649 Econ from $282. – Nov-Jan 

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: Biz from $867. Econ from $250. – Nov-Jan

FLL > Nassau, The Bahamas: Biz from $867. Econ from $250. – Nov-Jan

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 $412 Econ from $206. – Nov-Jan 

FLL > Oranjestad, Aruba: Biz from $412 Econ from $206. – Nov-Jan 

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

FLL > San Juan, Puerto Rico: Biz from $350 Econ from $94.- Dec-Feb (Including MLK Weekend)

FLL > San Juan, Puerto Rico: Biz from $350 Econ from $94.- Dec-Feb (Including MLK Weekend)

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 $509 Econ from $247.- Dec-Feb (Including Winter Break)

FLL > George Town, Cayman Islands: Biz from $509 Econ from $247.- Dec-Feb (Including Winter 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 $516 Econ from $260.- Nov-Jan

FLL > Simpson Bay, St. Maarten: Biz from $516 Econ from $260.- Nov-Jan

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 $543 Econ from $181.- Nov-Jan

FLL > Saint Thomas Island, U.S. Virgin Islands: Biz from $543 Econ from $181.- Nov-Jan

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 $649 Econ from $274. – Oct-Dec 

MIA > Piarco, Trinidad and Tobago: Biz from $649 Econ from $274. – 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.…

FLL > Christiansted, U.S. Virgin Islands: Biz from $382 Econ from $178. – Oct-Dec 

FLL > Christiansted, U.S. Virgin Islands: Biz from $382 Econ from $178. – Oct-Dec 

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 $403 Econ from $244. – Oct-Dec 

FLL > Kingston, Jamaica: Biz from $403 Econ from $244. – Oct-Dec 

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

FLL > Willemstad, Curaçao: Biz from $904 Econ from $434. – Nov-Jan (Including Thanksgiving) 

FLL > Willemstad, Curaçao: Biz from $904 Econ from $434. – Nov-Jan (Including Thanksgiving) 

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 $376 Econ from $228.- Nov-Jan

FLL > George Town, Cayman Islands: Biz from $376 Econ from $228.- Nov-Jan

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

FLL > Punta Cana, Dominican Republic: Biz from $416 Econ from $203. – Oct-Dec 

FLL > Punta Cana, Dominican Republic: Biz from $416 Econ from $203. – Oct-Dec 

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

FLL > San Juan, Puerto Rico: Biz from $368. Econ from $102. – Nov-Jan

FLL > San Juan, Puerto Rico: Biz from $368. Econ from $102. – Nov-Jan

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 $450 Econ from $170.- Oct-Dec

FLL > Saint Thomas Island, U.S. Virgin Islands: Biz from $450 Econ from $170.- 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.…

MIA > Montego Bay, Jamaica: Biz from $774. Econ from $276. – Sep-Nov (Including Fall Break)

MIA > Montego Bay, Jamaica: Biz from $774. Econ from $276. – 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.…

MIA > Piarco, Trinidad and Tobago: Biz from $648 Econ from $282. – Oct-Dec 

MIA > Piarco, Trinidad and Tobago: Biz from $648 Econ from $282. – Oct-Dec 

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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