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 $400. – Mar-May
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 $348. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
LGA > Bridgetown, Barbados: Econ from $407. – 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 > Nassau, The Bahamas: Biz from $791 Econ from $368. – Sep-Nov
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 $246. – 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 > Piarco, Trinidad and Tobago: Biz from $831 Econ from $438. – Jul-Sep
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 $945 Econ from $328. – Jan-Mar
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
EWR > Kingston, Jamaica: Biz from $1,156 Econ from $454. – Oct-Dec
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 $1,400 Econ from $535. – 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: Econ from $401. – Aug-Oct (Including Labor Day)
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…
LGA > George Town, Cayman Islands: Biz from $1,101 Econ from $425. – Mar-May
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 $420. – 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 > Willemstad, Curaçao: Biz from $1,566 Econ from $279. – 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 $748 Econ from $345.- Oct-Dec
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 $738 Econ from $348. – Feb-Apr
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 $312. – 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 $1,037 Econ from $314. – Aug-Oct
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
JFK > Piarco, Trinidad and Tobago: Biz from $1,298 Econ from $417. – Jul-Sep (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 $1380 Econ from $515.- Feb-Apr
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 $814 Econ from $336.- Aug-Oct
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 $619 Econ from $246. – 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 $361. – 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.…
JFK > Bridgetown, Barbados: Econ from $399. – 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 $373. – Aug-Oct
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…
EWR > Willemstad, Curaçao: Biz from $1,445 Econ from $348. – 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 $666 Econ from $321. – Aug-Oct (Including Labor Day)
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 $392. – 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 $748 Econ from $348. – Sep-Nov
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 $377. – 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.…
JFK > Oranjestad, Aruba: Econ from $349. – Sep-Nov (Including Fall Break)
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
JFK > Kingston, Jamaica: Biz from $895 Econ from $467. – Aug-Oct
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 $637 Econ from $374. – Jul-Sep
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 $263. – Sep-Nov
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
JFK > Corfu, Greece: Econ from $567. – Aug-Oct
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
EWR > George Town, Cayman Islands: Biz from $908 Econ from $329. – Aug-Oct (Including Labor Day)
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 $1,380 Econ from $510. – Aug-Oct (Including Labor Day)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
JFK > Thera, Greece: Econ from $510. – Sep-Nov (Including Fall Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
JFK > Providenciales, Turks and Caicos Islands: Econ from $391. – Aug-Oct
Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…
EWR > Willemstad, Curaçao: Biz from $1,431 Econ from $348. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…