When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
CLE > Medellin, Colombia: Biz from $1009. Econ from $266. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Christiansted, U.S. Virgin Islands: Biz from $992. Econ from $263. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Managua, Nicaragua: Biz from $1120. Econ from $302. – 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.…
CLE > Quito, Ecuador: Biz from $1220. Econ from $477. – 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…
CLE > Nassau, The Bahamas: Biz from $764. Econ from $289. – 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 > Atlanta, Georgia: Biz from $417. Econ from $88. – Feb-Apr (Including Spring Break)
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
CLE > Guayaquil, Ecuador: Biz from $1107. Econ from $316. – 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 > Santo Domingo, Dominican Republic: Biz from $697. Econ from $309. – 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 > Saint Thomas Island, U.S. Virgin Islands: Biz from $1051. Econ from $321. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > San Salvador, El Salvador: Biz from $845. Econ from $227. – Feb-Apr
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: Biz from $1170. Econ from $573. – Jan-Mar (Presidents day Weekend)
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 $881. Econ from $321. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > San Pedro Sula, Honduras: Biz from $972. Econ from $287. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Boston, Massachusetts: Biz from $487. Econ from $128. – Jan-Mar
I rarely post trips to Boston because they are typically so expensive and I advise using points instead of paying…
CLE > Aguadilla, Puerto Rico: Biz from $716. Econ from $258. – Jan-Mar
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > San Jose, Costa Rica: Biz from $1029. Econ from $331. – 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.…
CLE > Oranjestad, Aruba: Biz from $913. Econ from $310. – Jan-Mar (Presidents day Weekend)
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
CLE > Cancun, Mexico: Biz from $946. Econ from $293. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > Orlando, Florida: Biz from $266. Econ from $53. – Jan-Mar
JGOOT Subscriber tells us about his wife & his flight to Orlando that was cheaper than driving. * This is…
CLE > San Juan, Puerto Rico: Biz from $679. Econ from $178. – 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 > Kralendijk, Caribbean Netherlands: Biz from $1502. Econ from $639. – Sep-Nov (Including Fall Break)
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 $1122. Econ from $310. – 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: Biz from $982. Econ from $282. – Feb-Apr
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Christiansted, U.S. Virgin Islands: Biz from $935. Econ from $256. – Dec-Feb
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Atlanta, Georgia: Biz from $303. Econ from $66. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > Liberia, Costa Rica: Biz from $1157. Econ from $454. – Jan-Mar
When I went to Costa Rica, I flew into Liberia. Nothing special there, but you’re only about a half-hour from…
CLE > Managua, Nicaragua: Biz from $961. Econ from $441. – Apr-Jun
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 > Houston, Texas: Biz from $486. Econ from $144. – Jan-Mar
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
CLE > San Salvador, El Salvador: Biz from $807. Econ from $243. – 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 > New York, New York: Biz from $363. Econ from $125. – Jan-Mar [SOLD OUT]
Have you ever booked a cruise only to find out that the flight to get there was going to be…
CLE > Cartagena, Colombia: Biz from $989. Econ from $279. – 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 > Tampa, Florida: Biz from $255. Econ from $57. – Jan-Mar
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
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 > 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 > San Pedro Sula, Honduras: Biz from $834. Econ from $248. – 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 > Baltimore, Maryland: Biz from $402. Econ from $145. – Dec-Feb [SOLD OUT]
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
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.…