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MIA > San Juan, Puerto Rico: $118 round-trip – Dec-Feb

MIA > San Juan, Puerto Rico: $118 round-trip – Dec-Feb

* This is a “fare dump” with a few alternate dates available.

MIA > Curitiba, Brazil: $461 round-trip – May-Jul (Including Summer Break)

MIA > Curitiba, Brazil: $461 round-trip – May-Jul (Including Summer Break)

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

MIA > Guayaquil, Ecuador: $203 round-trip – May-Jul (Including Summer Break)

MIA > Guayaquil, Ecuador: $203 round-trip – May-Jul (Including Summer Break)

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

MIA > Nassau, The Bahamas: $187 round-trip – Dec-Feb

MIA > Nassau, The Bahamas: $187 round-trip – Dec-Feb

* There only appear to be a few seats at this price and availability is spotty. It will take a…

FLL > Sao Luiz, Brazil: $542 round-trip – May-Jul (Including Summer Break)

FLL > Sao Luiz, Brazil: $542 round-trip – May-Jul (Including Summer Break)

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

FLL > Montego Bay, Jamaica: $215 round-trip – Jan-Mar

FLL > Montego Bay, Jamaica: $215 round-trip – Jan-Mar

* This is a “fare dump” with a few alternate dates available.

FLL > Winnipeg, Canada: $97 round-trip – Nov-Jan

FLL > Winnipeg, Canada: $97 round-trip – Nov-Jan

* There only appear to be a few seats at this price and availability is spotty. It will take a…

MIA > Cancun, Mexico: $148 round-trip – Mar-May

MIA > Cancun, Mexico: $148 round-trip – Mar-May

Premium subscriber benefit: Log in and click below to download a 6-night luxury vacation voucher for Mayan Palace in Mazatlan,…

MIA > Oranjestad, Aruba: $243 round-trip  – Feb-Apr (Including Spring Break)

MIA > Oranjestad, Aruba: $243 round-trip – Feb-Apr (Including Spring Break)

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

FLL > Piarco, Trinidad and Tobago: $234 round-trip – Jan-Mar

FLL > Piarco, Trinidad and Tobago: $234 round-trip – Jan-Mar

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

MIA > Nassau, The Bahamas: $187 round-trip – Dec-Feb

MIA > Nassau, The Bahamas: $187 round-trip – Dec-Feb

* This is a “fare dump” with a few alternate dates available.

MIA > Bogota, Colombia: $268 round-trip – Dec-Feb

MIA > Bogota, Colombia: $268 round-trip – Dec-Feb

* This is a “fare dump” with a few alternate dates available.

MIA > Buenos Aires, Argentina: $596 round-trip – Apr-Jun

MIA > Buenos Aires, Argentina: $596 round-trip – Apr-Jun

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

FLL > Winnipeg, Canada: $89 round-trip – Nov-Jan

FLL > Winnipeg, Canada: $89 round-trip – Nov-Jan

* There only appear to be a few seats at this price and availability is spotty. It will take a…

FLL > San Jose, Costa Rica: $178 round-trip – Oct-Dec (Including Thanksgiving)

FLL > San Jose, Costa Rica: $178 round-trip – Oct-Dec (Including Thanksgiving)

* This is a “fare dump” with a few alternate dates available.

MIA > Cochabamba, Bolivia: $421 round-trip – Mar-May

MIA > Cochabamba, Bolivia: $421 round-trip – Mar-May

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

MIA > Piarco, Trinidad and Tobago: $234 round-trip – Mar-May

MIA > Piarco, Trinidad and Tobago: $234 round-trip – Mar-May

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

MIA > Curitiba, Brazil: $445 round-trip – Apr-Jun

MIA > Curitiba, Brazil: $445 round-trip – Apr-Jun

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

FLL > Port Au Prince, Haiti: $189 round-trip – Oct-Dec

FLL > Port Au Prince, Haiti: $189 round-trip – Oct-Dec

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

MIA > George Town, Cayman Islands: $212 round-trip – Dec-Feb

MIA > George Town, Cayman Islands: $212 round-trip – Dec-Feb

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

FLL > Kingston, Jamaica: $223 round-trip – Oct-Dec

FLL > Kingston, Jamaica: $223 round-trip – Oct-Dec

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

FLL > Winnipeg, Canada: $83 round-trip – Nov-Jan

FLL > Winnipeg, Canada: $83 round-trip – Nov-Jan

* There only appear to be a few seats at this price and availability is spotty. It will take a…

MIA > Guadalajara, Mexico: $231 round-trip – Dec-Feb

MIA > Guadalajara, Mexico: $231 round-trip – Dec-Feb

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

MIA > San Pedro Sula, Honduras: $276 round-trip – Dec-Feb

MIA > San Pedro Sula, Honduras: $276 round-trip – Dec-Feb

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

FLL > Brasilia, Brazil: $679 round-trip – Nov-Jan (Including Thanksgiving)

FLL > Brasilia, Brazil: $679 round-trip – Nov-Jan (Including Thanksgiving)

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

MIA > Cochabamba, Bolivia: $413 round-trip – Feb-Apr (Including Spring Break)

MIA > Cochabamba, Bolivia: $413 round-trip – Feb-Apr (Including Spring Break)

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

MIA > Medellin, Colombia: $209 round-trip – Feb-Apr

MIA > Medellin, Colombia: $209 round-trip – Feb-Apr

 * There only appear to be a few seats at this price and availability is spotty. It will take a…

FLL > Kingston, Jamaica: $223 round-trip – Oct-Dec

FLL > Kingston, Jamaica: $223 round-trip – Oct-Dec

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

FLL > George Town, Cayman Islands: $222 round-trip – Nov-Jan

FLL > George Town, Cayman Islands: $222 round-trip – Nov-Jan

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

FLL > Simpson Bay, Sint Maarten: $152 round-trip – Sep-Nov (Including Fall Break)

FLL > Simpson Bay, Sint Maarten: $152 round-trip – Sep-Nov (Including Fall Break)

* There only appear to be a few seats at this price and availability is spotty. It will take a…

FLL > Winanipeg, Canada: $71 round-trip – Nov-Jan

FLL > Winanipeg, Canada: $71 round-trip – Nov-Jan

* There only appear to be a few seats at this price and availability is spotty. It will take a…

FLL > Managua, Nicaragua: $204 round-trip – Oct-Dec

FLL > Managua, Nicaragua: $204 round-trip – Oct-Dec

* There only appear to be a few seats at this price and availability is spotty. It will take a…

MIA > Providenciales, Turks and Caicos Islands: $225 round-trip – Nov-Jan

MIA > Providenciales, Turks and Caicos Islands: $225 round-trip – Nov-Jan

Thinking of going to Turks & Caicos? I’ve written several posts about our visit here. * This is an airline…

MIA > Curitiba, Brazil: $543 round-trip – Oct-Dec

MIA > Curitiba, Brazil: $543 round-trip – Oct-Dec

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

MIA > Tegucigalpa, Honduras: $307 round-trip – Sep-Nov

MIA > Tegucigalpa, Honduras: $307 round-trip – Sep-Nov

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

MIA > Saint Petersburg, Russia: $386 round-trip – Feb-Apr (Including Spring Break)

MIA > Saint Petersburg, Russia: $386 round-trip – Feb-Apr (Including Spring Break)

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

MIA > Sao Paulo, Brazil: $446 round-trip- Sep-Nov (Including Fall Break)

MIA > Sao Paulo, Brazil: $446 round-trip- Sep-Nov (Including Fall Break)

* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…

FLL > Oranjestad, Aruba: $204 round-trip – Aug-Oct

FLL > Oranjestad, Aruba: $204 round-trip – Aug-Oct

Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

FLL > Piarco, Trinidad and Tobago: $239 round-trip – Aug-Oct

FLL > Piarco, Trinidad and Tobago: $239 round-trip – Aug-Oct

* This is a “fare dump” with a few alternate dates available.

FLL > Christiansted, U.S. Virgin Islands: $171 round-trip – Aug-Oct

FLL > Christiansted, U.S. Virgin Islands: $171 round-trip – Aug-Oct

* There only appear to be a few seats at this price and availability is spotty. It will take a…

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