The second half of the 1990s launched huge careers for the biggest names in pop, rap, hip-hop and rock music. This episode celebrates the greatest hits of the musical era from 1995-2000 with never-before-seen collaborations with Backstreet Boys & Meghan Trainor, Coolio & CeeLo Green, Jewel & Tori Kelly, LL COOL J & Wiz Khalifa and an unforgettable acoustic performance by Hanson.

The summer party rages on into the musical era from 1985 -1990 with explosive performances by Bret Michaels, Kenny Loggins, Miguel, Wilson Phillips, Grace Potter and unforgettable collaborations with Chicago & Aloe Blacc and Foreigner & Fun's Nate Ruess. Music video vixen Tawny Kitaen makes a special appearance, as we take a look back at her memorable performance in White Snake's "Here I Go Again" music video.

The early 1990s produced iconic artists from a variety of genres that continue to hold their popularity today. The greatest hits from the 1990-1995 musical era are celebrated with timeless performances by Boyz II Men, En Vogue, Montell Jordan and Seal, including a duet featuring Bonnie Raitt and Andra Day performing an enthralling collaboration of their hit songs "Love Sneaking Up On You" and "Rise Up." The episode also features Alessia Cara performing U2's "One" and Little Big Town performing Oasis' "Wonderwall." Special appearances include Kim Fields and Victoria Rowell, as they reminisce about appearing in Boyz II Men's "On Bended Knee" music video.

The celebration continues with the greatest hits that kicked off the new millennium from 2000-2005. The episode features an attitude-charged tribute to Destiny's Child by Fifth Harmony and epic performances by Kelsea Ballerini and Little Big Town. Music fans can also expect to see extraordinary duets by Mario & Zendaya, Lee Ann Womack & Rachel Platten and Pat Monahan & Kenny Loggins.

The Season 1 finale covers 1980-2005 and features Celine Dion ("My Heart Will Go On"), Richard Marx ("Don't Mean Nothing"), Colin Hay ("Down Under"), Adam Lambert (George Michael's "Faith") and Nelly ("Ride Wit Me" and "Hot in Herre"). Also: a Whitney Houston tribute by Ariana Grande; a hip-hop tribute by Flo Rida; collaborations by Sheryl Crow and Kelsea Ballerini ("All I Wanna Do"), and Smash Mouth and Hunter Hayes ("All Star").