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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LGA > Christiansted, U.S. Virgin Islands: Biz from $421 Econ from $145.

LGA > Christiansted, U.S. Virgin Islands: Biz from $421 Econ from $145.

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 $773 Econ from $390. – Feb-Apr (Including Spring Break)

LGA > Kingston, Jamaica: Biz from $773 Econ from $390. – 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.…

EWR > George Town, Cayman Islands: Biz from $436 Econ from $243. – Jan-Mar

EWR > George Town, Cayman Islands: Biz from $436 Econ from $243. – Jan-Mar

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

EWR > Grenada, Grenada: Biz from $859 Econ from $269. – Feb-Apr

EWR > Grenada, Grenada: Biz from $859 Econ from $269. – Feb-Apr

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

LGA > Willemstad, Curaçao: Biz from $949 Econ from $263. – Feb-Apr

LGA > Willemstad, Curaçao: Biz from $949 Econ from $263. – Feb-Apr

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

EWR > Oranjestad, Aruba: Biz from $540 Econ from $217. – Jan-Mar

EWR > Oranjestad, Aruba: Biz from $540 Econ from $217. – Jan-Mar

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

JFK > Montego Bay, Jamaica: Biz from $911 Econ from $293. – Jan-Mar

JFK > Montego Bay, Jamaica: Biz from $911 Econ from $293. – Jan-Mar

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

JFK > Providenciales, Turks and Caicos Islands: Biz from $985 Econ from $283. – Feb-Apr

JFK > Providenciales, Turks and Caicos Islands: Biz from $985 Econ from $283. – Feb-Apr

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

LGA > Piarco, Trinidad and Tobago: Biz from $647 Econ from $350. – Jun-Aug (Including Summer Break)

LGA > Piarco, Trinidad and Tobago: Biz from $647 Econ from $350. – Jun-Aug (Including Summer Break)

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 $555 Econ from $210. – Jan-Mar

LGA > Saint Thomas Island, U.S. Virgin Islands: Biz from $555 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.…

LGA > Simpson Bay, St. Maarten: Biz from $531 Econ from $227. – Jan-Mar (Presidents day Weekend)

LGA > Simpson Bay, St. Maarten: Biz from $531 Econ from $227. – 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.…

LGA > Oranjestad, Aruba: Biz from $500 Econ from $207. – Dec-Feb

LGA > Oranjestad, Aruba: Biz from $500 Econ from $207. – Dec-Feb

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

LGA > San Juan, Puerto Rico: Biz from $354 Econ from $111. – Jan-Mar

LGA > San Juan, Puerto Rico: Biz from $354 Econ from $111. – Jan-Mar

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 $465 Econ from $208.- Jan-Mar

LGA > Christiansted, U.S. Virgin Islands: Biz from $465 Econ from $208.- Jan-Mar

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 $429 Econ from $236. – Jan-Mar

EWR > George Town, Cayman Islands: Biz from $429 Econ from $236. – Jan-Mar

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

EWR > Willemstad, Curaçao:  Econ from $267. – Jan-Mar

EWR > Willemstad, Curaçao: Econ from $267. – 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 $459 Econ from $265. – Jan-Mar

EWR > Montego Bay, Jamaica: Biz from $459 Econ from $265. – 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 $1,534 Econ from $391. – May-Jul (Including Summer Break)

EWR > Kralendijk, Caribbean Netherlands: Biz from $1,534 Econ from $391. – 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.…

LGA > Oranjestad, Aruba:  Econ from $222. – Jan-Mar

LGA > Oranjestad, Aruba: Econ from $222. – Jan-Mar

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

LGA > Simpson Bay, St. Maarten: Biz from $604. Econ from $215. – Jan-Mar

LGA > Simpson Bay, St. Maarten: Biz from $604. Econ from $215. – Jan-Mar

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 $949 Econ from $323. – Jan-Mar

EWR > Willemstad, Curaçao: Biz from $949 Econ from $323. – Jan-Mar

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

LGA > George Town, Cayman Islands: Biz from $450 Econ from $247. – Dec-Feb (Including MLK Weekend)

LGA > George Town, Cayman Islands: Biz from $450 Econ from $247. – 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 > Montego Bay, Jamaica: Biz from $482 Econ from $282. – Jan-Mar

LGA > Montego Bay, Jamaica: Biz from $482 Econ from $282. – Jan-Mar

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 $411 Econ from $101. – Dec-Feb (Including MLK Weekend)

LGA > San Juan, Puerto Rico: Biz from $411 Econ from $101. – 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 > Kralendijk, Caribbean Netherlands: Biz from $977 Econ from $397.- Jan-Mar

LGA > Kralendijk, Caribbean Netherlands: Biz from $977 Econ from $397.- Jan-Mar

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

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 [SOLD OUT]

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 [SOLD OUT]

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 [SOLD OUT]

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 [SOLD OUT]

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 [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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