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 $2378. Econ from $586. – Jun-Aug (Including Summer Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MCO > Panama City, Panama: Biz from $921. Econ from $377. – May-Jul (Including Summer Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MCO > Oranjestad, Aruba: Biz from $869. Econ from $242. – May-Jul (Including Summer Break)
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
TPA > Saint Thomas Island, U.S. Virgin Islands: Biz from $830. Econ from $141. – Apr-Jun (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Santiago de los Caballeros, Dominican Republic: Biz from $752. Econ from $268. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Guayaquil, Ecuador: Biz from $921. Econ from $262. – May-Jul (Including Summer Break)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
MCO > Belo Horizonte, Brazil: Biz from $1454. Econ from $586. – Jul-Sep
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
TPA > Bogota, Colombia: Biz from $735. Econ from $267. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Liberia, Costa Rica: Biz from $922. Econ from $371. – Aug-Oct
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
MCO > Christiansted, U.S. Virgin Islands: Biz from $983. Econ from $193. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Lima, Peru: Biz from $1041. Econ from $400. – Aug-Oct
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
MCO > Guadalajara, Mexico: Biz from $802. Econ from $323. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Medellin, Colombia: Biz from $811. Econ from $198. – May-Jul (Including Summer Break)
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 $739. Econ from $168. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Mazatlan, Mexico: Biz from $690. Econ from $360. – Jun-Aug (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > San Jose, Costa Rica: Biz from $789. Econ from $172. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > George Town, Cayman Islands: Biz from $722. Econ from $326. – Oct-Dec
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Washington, DC: Biz from $397. Econ from $38. – Apr-Jun
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
TPA > Kralendijk, Caribbean Netherlands: Biz from $1848. Econ from $518. – Sep-Nov
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 $956. Econ from $363. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Cozumel, Mexico: Biz from $926. Econ from $336. – Apr-Jun (Including Summer Break)
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
MCO > San Salvador, El Salvador: Biz from $785. Econ from $167. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Simpson Bay, St. Maarten: Biz from $850. Econ from $154. – May-Jul (Including Summer Break)
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 $821. Econ from $316. – Apr-Jun (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Coxen Hole, Honduras: Biz from $849. Econ from $361. – Aug-Oct
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
MCO > Cancun, Mexico: Biz from $860. Econ from $199. – Oct-Dec
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
MCO > Florianopolis, Brazil: Biz from $1322. Econ from $642. – Jul-Sep
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
MCO > Cartagena, Colombia: Biz from $752. Econ from $217. – May-Jul (Including Summer Break)
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: Biz from $840. Econ from $125. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Oranjestad, Aruba: Biz from $830. Econ from $226. – Apr-Jun
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
TPA > Brasilia, Brazil: Biz from $2532. Econ from $577. – Apr-Jun
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
MCO > Cali, Colombia: Biz from $705. Econ from $265. – May-Jul (Including Summer Break)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Houston, Texas: Biz from $519. Econ from $48. – Apr-Jun
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
MCO > Montego Bay, Jamaica: Biz from $823. Econ from $213. – Apr-Jun
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 $945. Econ from $394. – Apr-Jun
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
MCO > Bogota, Colombia: Biz from $725. Econ from $144. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Santiago de los Caballeros, Dominican Republic: Biz from $585. Econ from $210. – Apr-Jun
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 $839. Econ from $354. – Apr-Jun
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
TPA > San Jose, Costa Rica: Biz from $778. Econ from $178. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…