Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Belize City, Belize: Biz from $909. Econ from $416. – Jul-Sep [SOLD OUT]
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
MCO > Christiansted, U.S. Virgin Islands: Econ from $188. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Bucaramanga, Colombia: Econ from $296. – Jun-Aug (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Monterrey, Mexico: Econ from $336. – Jun-Aug (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Tijuana, Mexico: Econ from $300. – May-Jul (Including Summer Break) [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
MCO > La Paz, Bolivia: Econ from $515. – Jul-Sep [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
MCO > Willemstad, Curaçao: Biz from $1139. Econ from $366. – Jan-Mar [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Kingston, Jamaica: Biz from $866. Econ from $310. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Santiago de Queretaro, Mexico: Biz from $812. Econ from $290. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Managua, Nicaragua: Biz from $935. Econ from $264. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Liberia, Costa Rica: Biz from $1214. Econ from $305. – May-Jul (Including Summer Break) [SOLD OUT]
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
TPA > Sao Paulo, Brazil: Econ from $661. – Aug-Oct (Including Labor Day) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
TPA > Oranjestad, Aruba: Econ from $297. – Apr-Jun [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
TPA > Tuxtla Gutierrez, Mexico: Econ from $302. – Apr-Jun (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Saint Thomas Island, U.S. Virgin Islands: Econ from $218. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Santiago de Queretaro, Mexico: Biz from $734. Econ from $276. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Brasilia, Brazil: Biz from $2787. Econ from $475. – May-Jul (Including Summer Break) [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MCO > Leon, Mexico: Biz from $771. Econ from $294. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Guadalajara, Mexico: Econ from $280. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Willemstad, Curaçao: Biz from $1288. Econ from $352. – Aug-Oct [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Christiansted, U.S. Virgin Islands: Biz from $1020. Econ from $228. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Nassau, The Bahamas: Econ from $219. – May-Jul (Including Summer Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Panama City, Panama: Biz from $1109. Econ from $395. – Oct-Dec (Including Fall Break) [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
TPA > Liberia, Costa Rica: Biz from $1182. Econ from $401. – Apr-Jun [SOLD OUT]
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
MCO > Simpson Bay, St. Maarten: Econ from $355. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Georgetown, Guyana: Biz from $1160. Econ from $514. – Apr-Jun [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MCO > Winnipeg, Canada: Econ from $277. – Apr-Jun [SOLD OUT]
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
TPA > Christiansted, U.S. Virgin Islands: Econ from $216. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Juneau, Alaska: Econ from $449. – Oct-Dec [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MCO > Arequipa, Peru: Econ from $422. – May-Jul (Including Summer Break) [SOLD OUT]
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MCO > Guadalajara, Mexico: Biz from $943. Econ from $307. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Helsinki, Finland: Econ from $456. – Oct-Dec [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
TPA > Panama City, Panama: Biz from $1109. Econ from $439. – Aug-Oct [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
MCO > Santa Cruz de la Sierra, Bolivia: Biz from $1516. Econ from $565. – Apr-Jun [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
MCO > Monterrey, Mexico: Econ from $277. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Puerto Vallarta, Mexico: Econ from $268. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > La Paz, Bolivia: Econ from $565. – Mar-May [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MCO > Willemstad, Curaçao: Biz from $1288. Econ from $362. – Apr-Jun [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Christiansted, U.S. Virgin Islands: Econ from $228. – Mar-May [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…