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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EWR > Oranjestad, Aruba: Biz from $502 Econ from $232. – Dec-Feb (Including MLK Weekend)

EWR > Oranjestad, Aruba: Biz from $502 Econ from $232. – Dec-Feb (Including MLK Weekend)

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

EWR > Willemstad, Curaçao: Biz from $953 Econ from $298. – Feb-Apr

EWR > Willemstad, Curaçao: Biz from $953 Econ from $298. – Feb-Apr

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

LGA > Saint Thomas Island, U.S. Virgin Islands: Biz from $527 Econ from $283. – Dec-Feb

LGA > Saint Thomas Island, U.S. Virgin Islands: Biz from $527 Econ from $283. – Dec-Feb

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

LGA > Grenada, Grenada: Biz from $883 Econ from $362. – Jan-Mar

LGA > Grenada, Grenada: Biz from $883 Econ from $362. – Jan-Mar

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

EWR > Montego Bay, Jamaica: Biz from $499 Econ from $304. – Jan-Mar

EWR > Montego Bay, Jamaica: Biz from $499 Econ from $304. – Jan-Mar

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

JFK > Piarco, Trinidad and Tobago: Biz from $1,142 Econ from $334. – May-Jul (Including Summer Break)

JFK > Piarco, Trinidad and Tobago: Biz from $1,142 Econ from $334. – 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.…

EWR > George Town, Cayman Islands: Biz from $453 Econ from $253. – Dec-Feb (Including MLK Weekend)

EWR > George Town, Cayman Islands: Biz from $453 Econ from $253. – 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.…

LGA > Simpson Bay, St. Maarten: Biz from $960 Econ from $225. – Nov-Jan

LGA > Simpson Bay, St. Maarten: Biz from $960 Econ from $225. – Nov-Jan

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

EWR > Providenciales, Turks and Caicos Islands: Biz from $884 Econ from $300. – Jan-Mar

EWR > Providenciales, Turks and Caicos Islands: Biz from $884 Econ from $300. – Jan-Mar

Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * There only appear to…

EWR > Oranjestad, Aruba: Biz from $478 Econ from $215. – Nov-Jan

EWR > Oranjestad, Aruba: Biz from $478 Econ from $215. – Nov-Jan

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

JFK > George Town, Cayman Islands: Biz from $936 Econ from $270. – Jan-Mar

JFK > George Town, Cayman Islands: Biz from $936 Econ from $270. – Jan-Mar

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

LGA > Santiago de los Caballeros, Dominican Republic: Biz from $454 Econ from $229. – Nov-Jan

LGA > Santiago de los Caballeros, Dominican Republic: Biz from $454 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.…

LGA > Christiansted, U.S. Virgin Islands: Biz from $508 Econ from $263. – Nov-Jan

LGA > Christiansted, U.S. Virgin Islands: Biz from $508 Econ from $263. – Nov-Jan

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

EWR > Willemstad, Curaçao: Biz from $925 Econ from $239. – Dec-Feb

EWR > Willemstad, Curaçao: Biz from $925 Econ from $239. – Dec-Feb

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

EWR > Kingston, Jamaica: Biz from $587 Econ from $325. – Nov-Jan

EWR > Kingston, Jamaica: Biz from $587 Econ from $325. – Nov-Jan

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

LGA > Kralendijk, Caribbean Netherlands: Biz from $1,415 Econ from $427. – Dec-Feb

LGA > Kralendijk, Caribbean Netherlands: Biz from $1,415 Econ from $427. – Dec-Feb

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

JFK > Grenada, Grenada:  Econ from $236. – Dec-Feb

JFK > Grenada, Grenada: Econ from $236. – Dec-Feb

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

EWR > Piarco, Trinidad and Tobago: Econ from $305. – Dec-Feb

EWR > Piarco, Trinidad and Tobago: Econ from $305. – Dec-Feb

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

LGA > Oranjestad, Aruba: Biz from $484 Econ from $243. – Nov-Jan

LGA > Oranjestad, Aruba: Biz from $484 Econ from $243. – Nov-Jan

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

LGA > Saint Thomas Island, U.S. Virgin Islands: Biz from $678 Econ from $207.- Nov-Jan

LGA > Saint Thomas Island, U.S. Virgin Islands: Biz from $678 Econ from $207.- Nov-Jan

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

LGA > San Juan, Puerto Rico: Biz from $453 Econ from $176. – Nov-Jan

LGA > San Juan, Puerto Rico: Biz from $453 Econ from $176. – Nov-Jan

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

LGA > Montego Bay, Jamaica: Biz from $525 Econ from $279. – Oct-Dec (Including Thanksgiving)

LGA > Montego Bay, Jamaica: Biz from $525 Econ from $279. – Oct-Dec (Including Thanksgiving)

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

EWR > George Town, Cayman Islands: Biz from $437 Econ from $244. – Nov-Jan

EWR > George Town, Cayman Islands: Biz from $437 Econ from $244. – Nov-Jan

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

LGA > Simpson Bay, St. Maarten: Biz from $543 Econ from $238. – Nov-Jan

LGA > Simpson Bay, St. Maarten: Biz from $543 Econ from $238. – Nov-Jan

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

JFK > Willemstad, Curaçao: Biz from $993 Econ from $325. – Dec-Feb (Including MLK Weekend)

JFK > Willemstad, Curaçao: Biz from $993 Econ from $325. – 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.…

EWR > Kralendijk, Caribbean Netherlands: Biz from $994 Econ from $291. – Nov-Jan

EWR > Kralendijk, Caribbean Netherlands: Biz from $994 Econ from $291. – Nov-Jan

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

LGA > Kingston, Jamaica: Biz from $574 Econ from $336. – Oct-Dec

LGA > Kingston, Jamaica: Biz from $574 Econ from $336. – Oct-Dec

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

JFK > Piarco, Trinidad and Tobago: Biz from $790 Econ from $256. – Oct-Dec

JFK > Piarco, Trinidad and Tobago: Biz from $790 Econ from $256. – Oct-Dec

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

JFK > Oranjestad, Aruba: Biz from $888 Econ from $281. – Oct-Dec (Including Thanksgiving)

JFK > Oranjestad, Aruba: Biz from $888 Econ from $281. – Oct-Dec (Including Thanksgiving)

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

LGA > Montego Bay, Jamaica: Biz from $563 Econ from $252. – Oct-Dec

LGA > Montego Bay, Jamaica: Biz from $563 Econ from $252. – Oct-Dec

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

EWR > George Town, Cayman Islands: Biz from $474 Econ from $279. – Feb-Apr (Including Spring Break)

EWR > George Town, Cayman Islands: Biz from $474 Econ from $279. – 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.…

LGA > Grenada, Grenada: Biz from $1,067 Econ from $228. – Oct-Dec

LGA > Grenada, Grenada: Biz from $1,067 Econ from $228. – Oct-Dec

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

EWR > Willemstad, Curaçao: Biz from $1,097 Econ from $308. – Oct-Dec

EWR > Willemstad, Curaçao: Biz from $1,097 Econ from $308. – 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.…

LGA > Bridgetown, Barbados: Econ from $351. – Jan-Mar

LGA > Bridgetown, Barbados: Econ from $351. – Jan-Mar

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

EWR > Kralendijk, Caribbean Netherlands: Biz from $959 Econ from $291. – Oct-Dec (Including Thanksgiving)

EWR > Kralendijk, Caribbean Netherlands: Biz from $959 Econ from $291. – Oct-Dec (Including Thanksgiving)

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

JFK > Oranjestad, Aruba: Biz from $958 Econ from $281. – Oct-Dec (Including Fall Break)

JFK > Oranjestad, Aruba: Biz from $958 Econ from $281. – Oct-Dec (Including Fall Break) [SOLD OUT]

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

EWR > Grenada, Grenada: Biz from $1,110 Econ from $264. – Dec-Feb

EWR > Grenada, Grenada: Biz from $1,110 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.…

JFK > George Town, Cayman Islands: Biz from $972 Econ from $290. – Sep-Nov (Including Fall Break)

JFK > George Town, Cayman Islands: Biz from $972 Econ from $290. – 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.…

LGA > Montego Bay, Jamaica: Biz from $461 Econ from $243. – Sep-Nov (Including Fall Break)

LGA > Montego Bay, Jamaica: Biz from $461 Econ from $243. – 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.…

JFK > Willemstad, Curaçao: Biz from $1,035 Econ from $336. – Oct-Dec

JFK > Willemstad, Curaçao: Biz from $1,035 Econ from $336. – 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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