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 $545. – 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 $1,124 Econ from $317. – Nov-Jan
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 $322. – 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: Econ from $285. – Nov-Jan
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 $399. – Nov-Jan
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 $928 Econ from $346. – 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 > Grenada, Grenada: Econ from $450. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

EWR > Kingston, Jamaica: Econ from $427. – Nov-Jan
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 $1,050 Econ from $438. – 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 > Willemstad, Curaçao: Econ from $591. – 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 $852 Econ from $307. – Jan-Mar
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

EWR > Bridgetown, Barbados: Econ from $453. – Dec-Feb
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 $1,251 Econ from $338. – 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 > Nassau, The Bahamas: Biz from $934 Econ from $312. – 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.…

LGA > Kralendijk, Caribbean Netherlands: Biz from $1,395 Econ from $525. – 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 $903 Econ from $353. – Feb-Apr
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 $870 Econ from $336. – Nov-Jan
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * There only appear to…

EWR > George Town, Cayman Islands: Biz from $1,141 Econ from $456. – Jan-Mar
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 $1,241 Econ from $363. – Nov-Jan
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 $1244 Econ from $421.- 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 > Piarco, Trinidad and Tobago: Biz from $1,311 Econ from $455. – 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 > Willemstad, Curaçao: Econ from $392. – Jan-Mar
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 $1,066 Econ from $315. – 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 $828 Econ from $312. – Oct-Dec
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 $1,420 Econ from $550. – 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 $882 Econ from $311. – Oct-Dec
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 $800 Econ from $306. – 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 > Providenciales, Turks and Caicos Islands: Econ from $351. – Dec-Feb (Including MLK Weekend)
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 $1,215 Econ from $427. – 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: Econ from $312. – 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 > Kingston, Jamaica: Econ from $406. – 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 > Grenada, Grenada: Econ from $425. – 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: Econ from $442. – Oct-Dec (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 > St Vincent, Saint Vincent and the Grenadines: Econ from $352. – 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 > Oranjestad, Aruba: Biz from $947 Econ from $329. – Jan-Mar
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

EWR > Kralendijk, Caribbean Netherlands: Biz from $1,420 Econ from $555. – Jan-Mar
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 $848 Econ from $339. – 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 > 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.…
