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

EWR > Grenada, Grenada: Econ from $405. – Aug-Oct
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 $786 Econ from $328. – Oct-Dec
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 $891 Econ from $357. – Jun-Aug (Including Summer Break)
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

LGA > Piarco, Trinidad and Tobago: Biz from $646 Econ from $360.- 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 > San Juan, Puerto Rico: Econ from $276. – Jul-Sep
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: Econ from $381. – 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 > George Town, Cayman Islands: Biz from $1,186 Econ from $323. – 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.…

EWR > Kralendijk, Caribbean Netherlands: Biz from $1,546 Econ from $616. -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 $1,203 Econ from $504. – Sep-Nov
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

JFK > Nassau, The Bahamas: Biz from $716 Econ from $296. – 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.…

EWR > Providenciales, Turks and Caicos Islands: Econ from $350. – Aug-Oct (Including Labor Day)
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…

JFK > Montego Bay, Jamaica: Biz from $728 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.…

LGA > Grenada, Grenada: Econ from $404. – 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 > Oranjestad, Aruba: Biz from $887 Econ from $352. – May-Jul (Including Summer Break)
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

EWR > Punta Cana, Dominican Republic: Econ from $272. – Aug-Oct
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 $636 Econ from $350. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

JFK > Kingston, Jamaica: Biz from $944 Econ from $390. – Sep-Nov
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

LGA > St Vincent, Saint Vincent and the Grenadines: Econ from $304. – 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 $1,021 Econ from $309. – 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.…

JFK > Willemstad, Curaçao: Biz from $1,203 Econ from $450. – 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.…

JFK > Kralendijk, Caribbean Netherlands: Biz from $1,546 Econ from $616. – 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 $758 Econ from $318. – Aug-Oct
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: Econ from $386. – May-Jul (Including Summer Break)
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. (Pictures included) * This is…

JFK > Oranjestad, Aruba: Biz from $1,040 Econ from $352. – May-Jul (Including Summer Break)
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

JFK > Grenada, Grenada: Econ from $375. – 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 > Piarco, Trinidad and Tobago: Biz from $670 Econ from $350. – 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.…

JFK > George Town, Cayman Islands: Biz from $1,104 Econ from $294. – 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 > Willemstad, Curaçao: Biz from $1425 Econ from $330.- Oct-Dec
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: Econ from $318. – 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 > Kralendijk, Caribbean Netherlands: Econ from $636. – 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 > Simpson Bay, St. Maarten: Biz from $627 Econ from $359. – 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 > Kingston, Jamaica: Biz from $585 Econ from $389. – 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.…

JFK > Oranjestad, Aruba: Biz from $1,007 Econ from $355. – May-Jul (Including Summer Break)
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

EWR > Grenada, Grenada: Econ from $395. – 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 > Piarco, Trinidad and Tobago: Biz from $751 Econ from $350. – 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 > Punta Cana, Dominican Republic: Biz from $305 Econ from $272. – Oct-Dec
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 $299. – 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.…

EWR > Willemstad, Curaçao: Biz from $354 Econ from $320. – Oct-Dec
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 $641 Econ from $285. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…