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 $791. Econ from $199. – Apr-Jun
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 $299. Econ from $65. – May-Jul (Including Summer Break)
Be sure to check out the “cruises” link below to see if you could take advantage of this cheap flight,…
CLE > Punta Cana, Dominican Republic: Biz from $860. Econ from $217. – Apr-Jun
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 $921. Econ from $391. – Sep-Nov
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
CLE > Willemstad, Curaçao: Biz from $1098. Econ from $475. – 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 > Atlanta, Georgia: Biz from $509. Econ from $37. – Apr-Jun
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
CLE > Bogota, Colombia: Biz from $854. Econ from $232. – Apr-Jun
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 $899. Econ from $266. – Apr-Jun
Our trip to Aruba was the beginning of JGOOT. I stumbled across ridiculously cheap flights, bundled that with quite a…
CLE > Guayaquil, Ecuador: Biz from $1054. Econ from $390. – 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…
CLE > Santo Domingo, Dominican Republic: Biz from $730. Econ from $236. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Cancun, Mexico: Biz from $860. Econ from $205. – Apr-Jun
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > Belize City, Belize: Biz from $881. Econ from $353. – Apr-Jun
* This is an airline sale that is time-sensitive. Plenty of alternate dates (even in other months), but you’ll need…
CLE > Simpson Bay, St. Maarten: Biz from $925. Econ from $235. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Medellin, Colombia: Biz from $983. Econ from $211. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Hartford, Connecticut: Biz from $564. Econ from $85. – Apr-Jun
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > Georgetown, Guyana: Biz from $1133. Econ from $486. – Apr-Jun
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > San Salvador, El Salvador: Biz from $896. Econ from $180. – Apr-Jun
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 $962. Econ from $238. – Apr-Jun
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 $935. Econ from $178. – Apr-Jun
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 $872 Econ from $246. – Apr-Jun
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 $679. Econ from $349. – Apr-Jun
Cozumel is a completely separate part of mexico, and if you’ve ever thought about scuba diving, there isn’t a more…
CLE > Christiansted, U.S. Virgin Islands: Biz from $781. Econ from $195. – Apr-Jun
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 $1134. Econ from $431. – Aug-Oct
kayak.com/…9-17-flexible/business/2adults For long-haul flights like this, be sure to check out the business class prices below. (They’re not always as…
CLE > Atlanta, Georgia: Biz from $529. Econ from $46. – Mar-May
Don’t forget that every trip we share with you is at a price that you’d be better off paying cash…
CLE > Punta Cana, Dominican Republic: Biz from $843. Econ from $241. – Mar-May
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 $1053. Econ from $480. – Jul-Sep
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Philadelphia, Pennsylvania: Biz from $273. Econ from $58. – Mar-May
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
CLE > Kingston, Jamaica: Biz from $878. Econ from $305. – Apr-Jun
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Cancun, Mexico: Biz from $909. Econ from $186. – Mar-May
Don’t forget – most of these trips sell out within days (if not hours), so be sure to check your…
CLE > Port Au Prince, Haiti: Biz from $882. Econ from $258. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Washington, DC: Biz from $397. Econ from $58. – Apr-Jun
Have friends or family who live here? Grab this cheap flight and visit them, or check out the reverse-search link…
CLE > San Juan, Puerto Rico: Biz from $782. Econ from $153. – Mar-May
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 $951. Econ from $287. – Mar-May
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
CLE > Guayaquil, Ecuador: Biz from $1153. Econ from $265. – Mar-May
Quick tip: Whenever possible, book directly with the airlines for long-haul flights. Sometimes, you can request an upgrade to business…
CLE > Atlanta, Georgia: Biz from $479. Econ from $53. – Mar-May
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…
CLE > Coxen Hole, Honduras: Biz from $934. Econ from $390. – Sep-Nov
A lot of people are concerned about travel to Honduras, but Coxen Hole (AKA “Roatan”) is an island off of…
CLE > Aguadilla, Puerto Rico: Biz from $825. Econ from $238. – Mar-May
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Newark, New Jersey: Biz from $359. Econ from $130. – Mar-May
Have you ever booked a cruise only to find out that the flight to get there was going to be…
CLE > Chicago, Illinois: Biz from $288. Econ from $96. – Mar-May
Do you know that phrase “Buy low and sell high and you’ll never lose?” We have a similar philosophy with…