Can be depicted as either a lifestyle of a person who smokes marijuana frequently or as a depiction of "the good life", aka money, friends and good times.
Jimmy has been smoking weed a lot this summer, he's definitely living the highlife.
Sarah rented this crazy penthouse suite and had parties all weekend. Definitely living the highlife.
Nickname given to bales of marijuana thrown overboard or out of airplanes. Origin is reportedly from members of the US Coast Guard in the area of Southern Florida.