Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
TPA > Coxen Hole, Honduras: Biz from $837. Econ from $326. – Dec-Feb
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
MCO > Guatemala City, Guatemala: Biz from $420. Econ from $170. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Sao Paulo, Brazil: Biz from $1592. Econ from $429. – 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…
MCO > San Jose, Costa Rica: Biz from $703. Econ from $148. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Colombo, Sri Lanka: Econ from $1017. – Feb-Apr (Including President’s Day Weekend)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…
MCO > Larnaca, Cyprus: Econ from $478. – Feb-Apr
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
MCO > San Pedro Sula, Honduras: Biz from $332. Econ from $163. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Boston, Massachusetts: Biz from $246. Econ from $54. – Dec-Feb [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
TPA > Dubai, United Arab Emirates: Econ from $655. – 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 > San Juan, Puerto Rico: Biz from $306. Econ from $152. – Jan-Mar (Presidents day Weekend)
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 $591. Econ from $359. – Jan-Mar (Presidents day Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Los Angeles, California: Biz from $461. Econ from $132. – Jan-Mar
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
MCO > Ponce, Puerto Rico: Econ from $123. – Jan-Mar
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 $1158. Econ from $342. – Jan-Mar
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
TPA > Saint Thomas Island, U.S. Virgin Islands: Econ from $221. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Brisbane, Australia: Econ from $934. – 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…
MCO > Montego Bay, Jamaica: Biz from $445. Econ from $256. – Jan-Mar (Presidents day Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Oranjestad, Aruba: Biz from $552. Econ from $201. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…
MCO > Simpson Bay, St. Maarten: Biz from $515. Econ from $205. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Christiansted, U.S. Virgin Islands: Biz from $470. Econ from $189. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Punta Cana, Dominican Republic: Biz from $620. Econ from $252. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > San Salvador, El Salvador: Biz from $408. Econ from $183. – 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 > Lisbon, Portugal: Econ from $427. – Dec-Feb [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
TPA > Nassau, The Bahamas: Biz from $740. Econ from $278. – Jan-Mar (Presidents day Weekend)
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Managua, Nicaragua: Biz from $423. Econ from $246. – Jan-Mar
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 $410. Econ from $257. – Feb-Apr
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 $486. Econ from $267. – Jan-Mar
* There only appear to be a few seats at this price and availability is spotty. It will take a…
TPA > San Jose, Costa Rica: Biz from $586. Econ from $234. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > San Pedro Sula, Honduras: Biz from $364. Econ from $175. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Boston, Massachusetts: Biz from $239. Econ from $57. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…
MCO > San Juan, Puerto Rico: Biz from $316. Econ from $158. – Dec-Feb [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
TPA > Guatemala City, Guatemala: Biz from $538. Econ from $230. – 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.…
MCO > Piarco, Trinidad and Tobago: Biz from $652. Econ from $276. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Mykonos, Greece: Econ from $534. – Dec-Feb
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
TPA > Saint Thomas Island, U.S. Virgin Islands: Biz from $791. Econ from $221. – 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.…
MCO > Liberia, Costa Rica: Biz from $1005. Econ from $267. – Jan-Mar
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
MCO > Willemstad, Curaçao: Biz from $1233. Econ from $463. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
MCO > Barcelona, Spain: Econ from $353. – Dec-Feb [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
TPA > Montego Bay, Jamaica: Biz from $543. Econ from $240. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…