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 > Porto Alegre, Brazil: Econ from $752. – Feb-Apr
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

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 > Sao Paulo, Brazil: Econ from $578. – Apr-Jun
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

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…

JFK > Lisbon, Portugal: Econ from $507. – Jan-Mar
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

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.…

JFK > Rio de Janeiro, Brazil: Econ from $507. – Feb-Apr (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

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 > Fort Lauderdale, Florida: Biz from $415 Econ from $173. – Dec-Feb
Have you ever booked a cruise only to find out that the flight to get there was going to be…

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.…

LGA > Cartagena, Colombia: Biz from $891 Econ from $367. – Jan-Mar
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.…

LGA > Miami, Florida: Biz from $432 Econ from $172. – Dec-Feb (Including MLK Weekend)
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

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.…

EWR > Buenos Aires, Argentina: Econ from $769. – Nov-Jan
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

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 > Cancun, Mexico: Biz from $766. Econ from $416. – Dec-Feb
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

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…

LGA > San Pedro Sula, Honduras: Biz from $939. Econ from $496. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

EWR > Sao Paulo, Brazil: Econ from $525. – Feb-Apr
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

LGA > Liberia, Costa Rica: Econ from $297. – Nov-Jan
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

LGA > San Jose, Costa Rica: Econ from $471. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

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…