Southwest® flights from Long Island/Islip MacArthur to Orlando from $134

Get ready for the journey of a lifetime when you travel to Orlando, land of theme parks! As you drive down Orlando’s famous International Drive, you can discover all the thrills, fun, and excitement that can only be found in gorgeous Orlando! From roller coasters to cartoon mascots to recreations of the magical worlds from your favorite films, these legendary theme parks have it all!

Orlando’s theme parks are a great reason to come for a visit, but they’re far from the only reason. Just 10 minutes north of Orlando is Winter Park, a small picturesque city with charm and history to spare. Established in the 19th century as a resort community, Winter Park is routinely regarded as one of the prettiest places in Florida—a pretty darn pretty place, if you ask us! Explore magnificent lakes, al fresco eateries, and, best of all, upscale boutiques—Winter Park’s Park Avenue is known as the Rodeo Drive of the South! The town’s scenic boat tours have been in operation since the 1980s, and no trip to Winter Park is complete without one.