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EWR > George Town, Cayman Islands: Biz from $1,141 Econ from $456. – Jan-Mar

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

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)

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

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)

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

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 > Luqa, Malta: Econ from $421. – Mar-May

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

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)

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

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

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

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

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

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)

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

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

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)

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

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

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

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)

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)

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)

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

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.…

EWR > George Town, Cayman Islands: Biz from $1,215 Econ from $427. – Nov-Jan

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)

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.…

JFK > Ponta Delgada, Portugal: Econ from $599. – Oct-Dec

JFK > Ponta Delgada, Portugal: Econ from $599. – Oct-Dec

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

EWR > Kingston, Jamaica: Econ from $406. – Oct-Dec (Including Thanksgiving)

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.…

LGA > San Jose, Costa Rica: Econ from $406. – Oct-Dec

LGA > San Jose, Costa Rica: Econ from $406. – Oct-Dec

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 $803. – Apr-Jun

EWR > Thera, Greece: Econ from $803. – Apr-Jun

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

EWR > Grenada, Grenada: Econ from $425. – Oct-Dec

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 > Barcelona, Spain: Econ from $406. – Nov-Jan

JFK > Barcelona, Spain: Econ from $406. – Nov-Jan

Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…

JFK > Piarco, Trinidad and Tobago: Econ from $442. – Oct-Dec (Including Fall Break)

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.…

EWR > Buenos Aires, Argentina: Econ from $724. – Mar-May

EWR > Buenos Aires, Argentina: Econ from $724. – Mar-May

For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

LGA > Rio de Janeiro, Brazil: Econ from $648. – Feb-Apr (Including Spring Break)

LGA > Rio de Janeiro, Brazil: Econ from $648. – Feb-Apr (Including Spring Break)

Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

JFK > Lisbon, Portugal: Econ from $457. – Oct-Dec

JFK > Lisbon, Portugal: Econ from $457. – Oct-Dec

Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

LGA > St Vincent, Saint Vincent and the Grenadines: Econ from $352. – Sep-Nov (Including Fall Break)

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.…

JFK > Cartagena, Colombia: Biz from $956 Econ from $354. – Oct-Dec

JFK > Cartagena, Colombia: Biz from $956 Econ from $354. – Oct-Dec

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

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…

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