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 $554. Econ from $232. – Mar-May
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

MCO > Piarco, Trinidad and Tobago: Biz from $650. Econ from $242. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Bogota, Colombia: Biz from $680. Econ from $261. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > San Juan, Puerto Rico: Biz from $436. Econ from $186. – 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 > Liberia, Costa Rica: Biz from $976. Econ from $298. – May-Jul (Including Summer Break)
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

TPA > Lima, Peru: Biz from $604. Econ from $302. – 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…

TPA > Belgrade, Serbia: Econ from $556. – Apr-Jun
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

TPA > Montego Bay, Jamaica: Biz from $436. Econ from $248. – Jan-Mar
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 $514. Econ from $204. – Feb-Apr
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…

MCO > Nassau, The Bahamas: Biz from $628. Econ from $258. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > San Pedro Sula, Honduras: Biz from $677. Econ from $247. – 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 > Liberia, Costa Rica: Biz from $996. Econ from $288. – May-Jul (Including Summer Break)
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…

TPA > Montego Bay, Jamaica: Biz from $436. Econ from $247. – 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 > Guayaquil, Ecuador: Biz from $593. Econ from $243. – Jan-Mar (Presidents day Weekend)
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

TPA > Lima, Peru: Biz from $641. Econ from $252. – Jan-Mar (Presidents day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

TPA > Phoenix, Arizona: Econ from $138. – Dec-Feb [SOLD OUT]
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…

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 > 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 > 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 > Lima, Peru: Biz from $653. Econ from $305. – Jan-Mar [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 > Quito, Ecuador: Biz from $751. Econ from $332. – Jan-Mar (Presidents day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…

TPA > San Diego, California: Econ from $137. – Jan-Mar
Don’t like Spirit & Frontier? It’s always worth scrolling further down the page to see if other carriers have similar…

TPA > Liberia, Costa Rica: Biz from $851. Econ from $267. – Jan-Mar [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 > Oranjestad, Aruba: Biz from $572. Econ from $236. – Dec-Feb [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…

TPA > Lima, Peru: Biz from $725. Econ from $347. – Dec-Feb [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 > Barranquilla, Colombia: Biz from $594. Econ from $291. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Montego Bay, Jamaica: Biz from $668. Econ from $240. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

MCO > Gdansk, Poland: Econ from $442. – Jan-Mar [SOLD OUT]
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…

TPA > Christiansted, U.S. Virgin Islands: Biz from $775. Econ from $283. – Nov-Jan [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…

TPA > Mumbai, India: Econ from $690. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…

TPA > Iaşi, Romania: Econ from $567. – Jan-Mar
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

TPA > Porto, Portugal: Econ from $478. – Jan-Mar
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

TPA > Innsbruck, Austria: Econ from $506. – Nov-Jan [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

TPA > Antalya, Turkey: Econ from $647. – Feb-Apr (Including Spring Break)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

MCO > Pristina, Kosovo: Econ from $601. – Feb-Apr (Including Spring Break)
For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as discounted…

TPA > Georgetown, Guyana: Biz from $891. Econ from $447. – Jan-Mar (Presidents day Weekend)
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

TPA > Salzburg, Austria: Econ from $548. – Nov-Jan [SOLD OUT]
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…

TPA > Marrakesh, Morocco: Econ from $511. – Jan-Mar [SOLD OUT]
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
