Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

LGA > San Juan, Puerto Rico: Biz from $603 Econ from $204. – 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 > 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.…

JFK > Mykonos, Greece: Econ from $872. – May-Jul (Including Summer Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

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.…

EWR > Thera, Greece: Econ from $828. – Nov-Jan
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…

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.…

EWR > Luqa, Malta: Econ from $584. – Mar-May
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

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 > Coxen Hole, Honduras: Biz from $1096. Econ from $501. – Nov-Jan
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…

JFK > Honolulu, Hawaii: Econ from $240. – Jan-Mar
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

EWR > Heraklion, Greece: Econ from $764. – Dec-Feb (Including MLK Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

EWR > Larnaca, Cyprus: Econ from $697. – Nov-Jan (Including Thanksgiving)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

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…

JFK > Thera, Greece: Econ from $780. – Jan-Mar (Presidents day Weekend)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

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 > Luqa, Malta: Econ from $421. – Mar-May
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

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.…

JFK > Lihue, Hawaii: Econ from $430. – Nov-Jan
* This is a “fare dump” with a few alternate dates available.

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.…

EWR > Colombo, Sri Lanka: Econ from $777. – Jan-Mar (Presidents day Weekend)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

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.…