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
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
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)
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
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
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
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
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
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
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
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)
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
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)
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)
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 $495. – Jan-Mar (Presidents day Weekend)
Remember: If you want a longer or shorter trip, just click the appropriate link and play with the dates until…
CLE > San Juan, Puerto Rico: Biz from $778. Econ from $146. – Nov-Jan
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 $1029. Econ from $324. – Jan-Mar
If you visit Aruba, be sure to visit Flying Fishbone. Best dining experience Michelle and I have ever had. *…
CLE > Nadi, Fiji: Econ from $1169. – 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 > Kingston, Jamaica: Biz from $1034. Econ from $367. – Nov-Jan
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 $937. Econ from $348. – Jan-Mar
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 $939. Econ from $312. – Jan-Mar
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 $722. Econ from $316. – Nov-Jan
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 $1194. Econ from $463. – Feb-Apr
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: Econ from $528. – Nov-Jan
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Auckland, New Zealand: Econ from $1237. – Feb-Apr (Including President’s Day Weekend)
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
CLE > Male, Maldives: Econ from $1210. – Mar-May
Have lots of frequent flyer points? Don’t waste them on a flight to New Zealand. A round-trip flight to New…
CLE > Simpson Bay, St. Maarten: Biz from $797. Econ from $291. – Oct-Dec [SOLD OUT]
Quick tip: If you don’t like the dates in the sample search below, you can almost always adjust the dates.…
CLE > Georgetown, Guyana: Biz from $1209. Econ from $507. – Nov-Jan
Don’t forget to check the “Flight plus hotel” prices below. By bundling your hotel with your flight, you can get…
CLE > Oranjestad, Aruba: Biz from $802. Econ from $312. – Oct-Dec [SOLD OUT]
When we went to Aruba – we stayed at the Renaissance, and it was fantastic. They have their own private…