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MSY > Simpson Bay, St. Maarten: Biz from $523  Econ from $219.- Jan-Mar

MSY > Simpson Bay, St. Maarten: Biz from $523 Econ from $219.- Jan-Mar

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

MSY > Montego Bay, Jamaica: Biz from $459 Econ from $270.- Dec-Feb

MSY > Montego Bay, Jamaica: Biz from $459 Econ from $270.- Dec-Feb

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

MSY > San Juan, Puerto Rico: Biz from $384 Econ from $146.- Jan-Mar

MSY > San Juan, Puerto Rico: Biz from $384 Econ from $146.- Jan-Mar

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

MSY > George Town, Cayman Islands: Biz from $925 Econ from $285. – Jan-Mar 

MSY > George Town, Cayman Islands: Biz from $925 Econ from $285. – Jan-Mar 

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

MSY > Simpson Bay, St. Maarten: Biz from $630 Econ from $249. – Dec-Feb 

MSY > Simpson Bay, St. Maarten: Biz from $630 Econ from $249. – Dec-Feb 

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

MSY > Santo Domingo, Dominican Republic: Biz from $507. Econ from $267. – Dec-Feb

MSY > Santo Domingo, Dominican Republic: Biz from $507. Econ from $267. – Dec-Feb

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

MSY > Saint Thomas Island, U.S. Virgin Islands: Biz from $591 Econ from $264.- Dec-Feb

MSY > Saint Thomas Island, U.S. Virgin Islands: Biz from $591 Econ from $264.- Dec-Feb

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

MSY > Montego Bay, Jamaica: Biz from $968 Econ from $291.- Dec-Feb (Including MLK Weekend)

MSY > Montego Bay, Jamaica: Biz from $968 Econ from $291.- 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.…

MSY > Oranjestad, Aruba: Biz from $501 Econ from $261.- Jan-Mar

MSY > Oranjestad, Aruba: Biz from $501 Econ from $261.- Jan-Mar

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

MSY > San Juan, Puerto Rico: Biz from $413 Econ from $146.- Jan-Mar

MSY > San Juan, Puerto Rico: Biz from $413 Econ from $146.- Jan-Mar

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

MSY > Simpson Bay, St. Maarten: Biz from $555. Econ from $252. – Nov-Jan

MSY > Simpson Bay, St. Maarten: Biz from $555. Econ from $252. – Nov-Jan

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

MSY > Montego Bay, Jamaica: Biz from $490 Econ from $312. – Dec-Feb 

MSY > Montego Bay, Jamaica: Biz from $490 Econ from $312. – Dec-Feb 

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

MSY > San Juan, Puerto Rico: Biz from $442 Econ from $145.- Jan-Mar

MSY > San Juan, Puerto Rico: Biz from $442 Econ from $145.- Jan-Mar

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

MSY > Saint Thomas Island, U.S. Virgin Islands: Biz from $799 Econ from $210.- Jan-Mar

MSY > Saint Thomas Island, U.S. Virgin Islands: Biz from $799 Econ from $210.- Jan-Mar

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

MSY > Oranjestad, Aruba: Biz from $672. Econ from $287. – Dec-Feb (Including Winter Break)

MSY > Oranjestad, Aruba: Biz from $672. Econ from $287. – Dec-Feb (Including Winter Break)

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

MSY > Kingston, Jamaica: Biz from $697 Econ from $409. – Nov-Jan 

MSY > Kingston, Jamaica: Biz from $697 Econ from $409. – Nov-Jan 

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

MSY > Providenciales, Turks and Caicos Islands: Biz from $835. Econ from $348. – Dec-Feb

MSY > Providenciales, Turks and Caicos Islands: Biz from $835. Econ from $348. – Dec-Feb

Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. (Pictures included) * This is…

MSY > Saint Thomas Island, U.S. Virgin Islands: Biz from $799 Econ from $262. – Jan-Mar 

MSY > Saint Thomas Island, U.S. Virgin Islands: Biz from $799 Econ from $262. – Jan-Mar 

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

MSY > Nassau, The Bahamas: Biz from $673 Econ from $295. – Jan-Mar

MSY > Nassau, The Bahamas: Biz from $673 Econ from $295. – Jan-Mar

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

MSY > Montego Bay, Jamaica: Biz from $454 Econ from $317.- Dec-Feb

MSY > Montego Bay, Jamaica: Biz from $454 Econ from $317.- Dec-Feb

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

MSY > Simpson Bay, St. Maarten: Biz from $715. Econ from $278. – Nov-Jan

MSY > Simpson Bay, St. Maarten: Biz from $715. Econ from $278. – Nov-Jan

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

MSY > Oranjestad, Aruba: Biz from $705 Econ from $282.- Nov-Jan

MSY > Oranjestad, Aruba: Biz from $705 Econ from $282.- Nov-Jan

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

MSY > Kingston, Jamaica: Biz from $613 Econ from $362.- Nov-Jan

MSY > Kingston, Jamaica: Biz from $613 Econ from $362.- Nov-Jan

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

MSY > Montego Bay, Jamaica: Biz from $548 Econ from $331. – Dec-Feb 

MSY > Montego Bay, Jamaica: Biz from $548 Econ from $331. – Dec-Feb 

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

MSY > San Juan, Puerto Rico: Econ from $206. – Nov-Jan 

MSY > San Juan, Puerto Rico: Econ from $206. – Nov-Jan 

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

MSY > Santo Domingo, Dominican Republic: Biz from $554. Econ from $308. – Oct-Dec

MSY > Santo Domingo, Dominican Republic: Biz from $554. Econ from $308. – Oct-Dec

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

MSY > Nassau, The Bahamas: Biz from $767 Econ from $295. – Dec-Feb

MSY > Nassau, The Bahamas: Biz from $767 Econ from $295. – Dec-Feb

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

MSY > Oranjestad, Aruba: Biz from $878 Econ from $375. – Oct-Dec 

MSY > Oranjestad, Aruba: Biz from $878 Econ from $375. – Oct-Dec 

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

MSY > Kingston, Jamaica: Biz from $852 Econ from $378. – Oct-Dec 

MSY > Kingston, Jamaica: Biz from $852 Econ from $378. – Oct-Dec 

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

MSY > Montego Bay, Jamaica: Biz from $1005. Econ from $298. – Oct-Dec

MSY > Montego Bay, Jamaica: Biz from $1005. Econ from $298. – Oct-Dec

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

MSY > San Juan, Puerto Rico: Biz from $346. Econ from $146. – Sep-Nov (Including Fall Break)

MSY > San Juan, Puerto Rico: Biz from $346. Econ from $146. – 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.…

MSY > Nassau, The Bahamas: Biz from $767 Econ from $295. – Dec-Feb (Including MLK Weekend) 

MSY > Nassau, The Bahamas: Biz from $767 Econ from $295. – 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.…

MSY > Oranjestad, Aruba: Biz from $591. Econ from $372. – Oct-Dec

MSY > Oranjestad, Aruba: Biz from $591. Econ from $372. – Oct-Dec

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

MSY > Willemstad, Curaçao: Econ from $543. – Oct-Dec 

MSY > Willemstad, Curaçao: Econ from $543. – Oct-Dec 

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

MSY > George Town, Cayman Islands: Biz from $946 Econ from $286. – Nov-Jan 

MSY > George Town, Cayman Islands: Biz from $946 Econ from $286. – Nov-Jan 

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

MSY > Saint Thomas Island, U.S. Virgin Islands: Biz from $518 Econ from $224. – Sep-Nov (Including Fall Break) 

MSY > Saint Thomas Island, U.S. Virgin Islands: Biz from $518 Econ from $224. – 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.…

MSY > Kingston, Jamaica: Biz from $710. Econ from $361. – Oct-Dec (Including Fall Break)

MSY > Kingston, Jamaica: Biz from $710. Econ from $361. – 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.…

MSY > Montego Bay, Jamaica: Biz from $569 Econ from $312. – Sep-Nov (Including Fall Break) 

MSY > Montego Bay, Jamaica: Biz from $569 Econ from $312. – 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.…

MSY > Nassau, The Bahamas: Biz from $815 Econ from $355.- Sep-Nov

MSY > Nassau, The Bahamas: Biz from $815 Econ from $355.- 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.…

MSY > San Juan, Puerto Rico: Biz from $331 Econ from $146. – Sep-Nov 

MSY > San Juan, Puerto Rico: Biz from $331 Econ from $146. – 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.…

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