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

LGA > Providenciales, Turks and Caicos Islands: Biz from $750 Econ from $387. – Oct-Dec
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…

EWR > Bridgetown, Barbados: Econ from $398. – Nov-Jan
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 $696 Econ from $340. – Sep-Nov (Including Fall 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: Econ from $324. – Dec-Feb
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: Econ from $361.- Sep-Nov
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

JFK > Grenada, Grenada: Biz from $1,268 Econ from $421. – Oct-Dec
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 $793 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.…

LGA > San Juan, Puerto Rico: Biz from $623 Econ from $266. – Nov-Jan
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 $945 Econ from $460. – 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 $1,425 Econ from $548. – Sep-Nov (Including Fall 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: Econ from $275. – Apr-Jun
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 $1,099 Econ from $345. – Oct-Dec (Including Fall Break)
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

JFK > Kralendijk, Caribbean Netherlands: Biz from $1,394 Econ from $505. – Mar-May
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 $974 Econ from $322. – Feb-Apr
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 $913 Econ from $318. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

JFK > Bridgetown, Barbados: Econ from $428. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

LGA > Nassau, The Bahamas: Biz from $654 Econ from $326. – Oct-Dec
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 $401. – Sep-Nov
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…

EWR > George Town, Cayman Islands: Biz from $1,195 Econ from $361. – Aug-Oct
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 $1,002 Econ from $353. – Sep-Nov (Including Fall Break)
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 $381. – Oct-Dec
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 $793 Econ from $413. – 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 $558 Econ from $240. – 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: Econ from $380. – 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.…

JFK > Piarco, Trinidad and Tobago: Biz from $1,306 Econ from $412. – 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 $939 Econ from $354. – Dec-Feb
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

LGA > Kralendijk, Caribbean Netherlands: Biz from $1,400 Econ from $530. -Nov-Jan
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 $320. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

JFK > Bridgetown, Barbados: Econ from $399. – Sep-Nov (Including Fall 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: Econ from $391. – Aug-Oct
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

LGA > Providenciales, Turks and Caicos Islands: Econ from $375. – Sep-Nov
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is a “fare…

JFK > Grenada, Grenada: Biz from $1,132 Econ from $387. – Aug-Oct
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 $360. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

LGA > Nassau, The Bahamas: Biz from $815 Econ from $340. – Sep-Nov
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 $1,543 Econ from $347. – Sep-Nov (Including Fall 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 $251. – Aug-Oct
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 $1,222 Econ from $454. – Jul-Sep
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 $1,095 Econ from $403. – 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: Econ from $320. – Oct-Dec (Including Thanksgiving)
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
