Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Colombo, Sri Lanka: Econ from $1022. – Mar-May
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
CLE > Ponce, Puerto Rico: Econ from $181. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Willemstad, Curaçao: Biz from $1173. Econ from $431. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Luqa, Malta: Econ from $484. – 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…
CLE > Larnaca, Cyprus: Econ from $496. – Jan-Mar
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > Saint Thomas Island, U.S. Virgin Islands: Biz from $881. Econ from $322. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Ibiza, Spain: Econ from $539. – Mar-May
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > Aguadilla, Puerto Rico: Biz from $695. Econ from $201. – 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.…
CLE > Kingston, Jamaica: Biz from $1296. Econ from $369. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Nassau, The Bahamas: Biz from $779. Econ from $372. – 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.…
CLE > Oranjestad, Aruba: Biz from $920. Econ from $271. – Jan-Mar
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
CLE > San Juan, Puerto Rico: Biz from $635. Econ from $172. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Cozumel, Mexico: Biz from $962. Econ from $447. – Dec-Feb [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
CLE > Montego Bay, Jamaica: Biz from $1071. Econ from $316. – 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.…
CLE > Simpson Bay, St. Maarten: Econ from $283. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Male, Maldives: Econ from $1125. – 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…
CLE > Ponce, Puerto Rico: Econ from $233. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Larnaca, Cyprus: Econ from $495. – Jan-Mar
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
CLE > Aguadilla, Puerto Rico: Biz from $695. Econ from $180. – 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.…
CLE > Santo Domingo, Dominican Republic: Biz from $668. Econ from $287. – 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.…
CLE > Coxen Hole, Honduras: Econ from $552. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
CLE > Punta Cana, Dominican Republic: Biz from $878. Econ from $265. – 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.…
CLE > Kahului, Hawaii: Econ from $364. – Feb-Apr (Including Spring Break)
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
CLE > Kingston, Jamaica: Biz from $1039. Econ from $358. – 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.…
CLE > Cozumel, Mexico: Biz from $887. Econ from $447. – Dec-Feb [SOLD OUT]
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
CLE > San Juan, Puerto Rico: Biz from $635. Econ from $180. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Montego Bay, Jamaica: Biz from $1126. Econ from $351. – 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.…
CLE > Oranjestad, Aruba: Biz from $802. Econ from $287. – Dec-Feb [SOLD OUT]
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
CLE > Okinawa, Japan: Econ from $731. – Feb-Apr
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
CLE > Aguadilla, Puerto Rico: Biz from $695. Econ from $222. – 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.…
CLE > Male, Maldives: Econ from $1119. – 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…
CLE > Liberia, Costa Rica: Biz from $1267. Econ from $391. – Jan-Mar (Presidents day Weekend)
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
CLE > Christiansted, U.S. Virgin Islands: Biz from $889. Econ from $351. – 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.…
CLE > West Palm Beach, Florida: Econ from $113. – Nov-Jan (Including Winter Break) [SOLD OUT]
Don’t forget – in addition to basic economy fares, we also look up Business fare prices, flight plus hotel prices,…
CLE > Ponce, Puerto Rico: Econ from $180. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Simpson Bay, St. Maarten: Econ from $295. – 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.…
CLE > Willemstad, Curaçao: Biz from $1160. Econ from $406. – Dec-Feb (Including MLK Weekend) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Heraklion, Greece: Econ from $678. – Feb-Apr (Including Spring Break)
Be sure to check the flight plus hotel price below! Sometimes, you can get your hotel for nearly free –…
CLE > Saint Thomas Island, U.S. Virgin Islands: Biz from $933. Econ from $286. – Dec-Feb (Including Winter Break) [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…