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 $909 Econ from $313. – Mar-May

EWR > Oranjestad, Aruba: Biz from $909 Econ from $313. – Mar-May

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

EWR > Piarco, Trinidad and Tobago: Biz from $816 Econ from $354. – Mar-May

EWR > Piarco, Trinidad and Tobago: Biz from $816 Econ from $354. – Mar-May

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 $627 Econ from $174.- Apr-Jun

LGA > San Juan, Puerto Rico: Biz from $627 Econ from $174.- Apr-Jun

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 $1,231 Econ from $311. – Mar-May

EWR > George Town, Cayman Islands: Biz from $1,231 Econ from $311. – Mar-May

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 $1050 Econ from $378. – Mar-May

JFK > Willemstad, Curaçao: Biz from $1050 Econ from $378. – Mar-May

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 $513 Econ from $301.

EWR > Montego Bay, Jamaica: Biz from $513 Econ from $301.

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 $831. Econ from $369. – Mar-May

LGA > Grenada, Grenada: Biz from $831. Econ from $369. – Mar-May

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 $1030. Econ from $251. – May-Jul (Including Summer Break)

LGA > Saint Thomas Island, U.S. Virgin Islands: Biz from $1030. Econ from $251. – 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 > Piarco, Trinidad and Tobago: Biz from $617 Econ from $308. – Apr-Jun

EWR > Piarco, Trinidad and Tobago: Biz from $617 Econ from $308. – Apr-Jun

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 $644 Econ from $352. – Apr-Jun

LGA > Kingston, Jamaica: Biz from $644 Econ from $352. – Apr-Jun

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 $461 Econ from $180. – Mar-May

LGA > San Juan, Puerto Rico: Biz from $461 Econ from $180. – Mar-May

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: Econ from $296. – Feb-Apr (Including Spring Break)

JFK > George Town, Cayman Islands: Econ from $296. – 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 > Oranjestad, Aruba: Biz from $525 Econ from $237. – Mar-May

EWR > Oranjestad, Aruba: Biz from $525 Econ from $237. – Mar-May

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

EWR > Willemstad, Curaçao: Biz from $947 Econ from $257. – Apr-Jun

EWR > Willemstad, Curaçao: Biz from $947 Econ from $257. – Apr-Jun

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

JFK > Montego Bay, Jamaica: Biz from $920 Econ from $277. – Apr-Jun

JFK > Montego Bay, Jamaica: Biz from $920 Econ from $277. – Apr-Jun

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 $559 Econ from $223. – Feb-Apr

LGA > Christiansted, U.S. Virgin Islands: Biz from $559 Econ from $223. – Feb-Apr

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

LGA > Piarco, Trinidad and Tobago: Biz from $775 Econ from $334. – Mar-May

LGA > Piarco, Trinidad and Tobago: Biz from $775 Econ from $334. – Mar-May

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 $925 Econ from $294. – Feb-Apr (Including Spring Break)

JFK > George Town, Cayman Islands: Biz from $925 Econ from $294. – 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 > Grenada, Grenada: Biz from $890 Econ from $269.- Feb-Apr (Including Spring Break)

EWR > Grenada, Grenada: Biz from $890 Econ from $269.- 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 > Saint Thomas Island, U.S. Virgin Islands: Biz from $347 Econ from $154. – Feb-Apr

LGA > Saint Thomas Island, U.S. Virgin Islands: Biz from $347 Econ from $154. – 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 $964 Econ from $268. – Mar-May

LGA > Willemstad, Curaçao: Biz from $964 Econ from $268. – Mar-May

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 $873 Econ from $207. – Jan-Mar

LGA > Simpson Bay, St. Maarten: Biz from $873 Econ from $207. – 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 $550 Econ from $225. – Feb-Apr (Including Spring Break)

EWR > Oranjestad, Aruba: Biz from $550 Econ from $225. – Feb-Apr (Including Spring Break)

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

EWR > Montego Bay, Jamaica: Biz from $462 Econ from $252. – Feb-Apr

EWR > Montego Bay, Jamaica: Biz from $462 Econ from $252. – Feb-Apr

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 $346 Econ from $131. – Feb-Apr

LGA > San Juan, Puerto Rico: Biz from $346 Econ from $131. – Feb-Apr

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 $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 [SOLD OUT]

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 [SOLD OUT]

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 [SOLD OUT]

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 [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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