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 > Jacksonville, Florida: Econ from $138. – Nov-Jan
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

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.…

JFK > Bodrum, Türkiye (Turkey): Econ from $818. – Oct-Dec
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

LGA > Rio de Janeiro, Brazil: Econ from $628. – Nov-Jan (Including Thanksgiving)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

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.…

LGA > Georgetown, Guyana: Biz from $1,578 Econ from $480. – 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…

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.…

EWR > Cartagena, Colombia: Biz from $862 Econ from $347. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

JFK > Cape Town, South Africa: Econ from $921. – Nov-Jan (Including Thanksgiving)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

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…

LGA > Miami, Florida: Econ from $170. – Oct-Dec
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

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 > Riga, Latvia: Econ from $475. – Mar-May
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

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…

EWR > Fort Lauderdale, Florida: Econ from $155. – Oct-Dec
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…

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 > Abidjan, Ivory Coast: Econ from $803. – Oct-Dec (Including Thanksgiving)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

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 > Cancun, Mexico: Biz from $819 Econ from $296. – Nov-Jan
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

JFK > Liberia, Costa Rica: Econ from $381. – Nov-Jan
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

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

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…

LGA > Sao Paulo, Brazil: Econ from $801. – Nov-Jan (Including Thanksgiving)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

EWR > Palanga, Lithuania: Econ from $641. – Nov-Jan (Including Thanksgiving)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

LGA > San Pedro Sula, Honduras: Biz from $949 Econ from $519. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

LGA > Jacksonville, Florida: Econ from $132. – Oct-Dec
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…

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.…
