Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
TPA > Piarco, Trinidad and Tobago: Econ from $377. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
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 > Christiansted, U.S. Virgin Islands: Econ from $138. – 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 > 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 > 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…
MCO > Santa Cruz de la Sierra, Bolivia: Biz from $1204. Econ from $505. – May-Jul (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 > Lima, Peru: Biz from $1042 Econ from $449. – Apr-Jun
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MCO > Santiago, Chile: Biz from $1368. Econ from $456. – Apr-Jun
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
MCO > Rio de Janeiro, Brazil: Econ from $526. – Oct-Dec
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
TPA > La Paz, Bolivia: Econ from $525. – Oct-Dec (Including Thanksgiving)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
TPA > Oranjestad, Aruba: Biz from $914. Econ from $245. – Apr-Jun
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
TPA > Panama City, Panama: Biz from $1158. Econ from $247. – Jun-Aug (Including Summer Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
MCO > Georgetown, Guyana: Biz from $1003. Econ from $500. – Apr-Jun
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MCO > Podgorica, Montenegro: Econ from $711. – Mar-May
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MCO > Simpson Bay, St. Maarten: Biz from $838. Econ from $253. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Vienna, Austria: Econ from $508. – Mar-May
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
TPA > Prague, Czech Republic: Econ from $498. – Aug-Oct
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MCO > Bucharest, Romania: Econ from $515. – Jul-Sep
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
TPA > Montevideo, Uruguay: Econ from $490. – Apr-Jun (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 > Belize City, Belize: Biz from $881. Econ from $386. – 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…
TPA > Oranjestad, Aruba: Biz from $915. Econ from $219. – Feb-Apr (Including Spring Break)
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
TPA > Honolulu, Hawaii: Econ from $434. – Mar-May
* This is a “fare dump” with a few alternate dates available.
TPA > Coxen Hole, Honduras: Biz from $937. Econ from $423. – Aug-Oct
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
MCO > Dublin, Ireland: Econ from $471. – Oct-Dec (Including Thanksgiving)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
TPA > Sao Paulo, Brazil: Econ from $564. – Apr-Jun
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
MCO > La Paz, Bolivia: Econ from $521. – Mar-May
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MCO > Brasilia, Brazil: Biz from $1366. Econ from $587. – Oct-Dec
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
TPA > Simpson Bay, St. Maarten: Biz from $843. Econ from $236. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Santiago, Chile: Biz from $1307. Econ from $559. – Mar-May
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
TPA > Georgetown, Guyana: Biz from $880 Econ from $375. – Apr-Jun
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MCO > Santa Cruz de la Sierra, Bolivia: Biz from $1122. Econ from $389. – Mar-May
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MCO > Paris, France: Econ from $383. – Feb-Apr (Including Spring Break)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
MCO > Saint Thomas Island, U.S. Virgin Islands: Biz from $904. Econ from $159. – 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.…
MCO > San Jose del Cabo, Mexico: Econ from $377. – Aug-Oct
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
MCO > Willemstad, Curaçao: Biz from $952. Econ from $283. – Mar-May
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 $967. Econ from $258. – Feb-Apr
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
TPA > Oranjestad, Aruba: Biz from $902. Econ from $224. – Feb-Apr (Including Spring Break)
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
TPA > Vancouver, Canada: Econ from $252. – Mar-May
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
MCO > Port Au Prince, Haiti: Biz from $766. Econ from $241. – 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.…