Will, Emilie, and Jenna team up with a local balloonist to make a bucket-list dream of riding in a hot air balloon come true for Julie, a woman who recently lost her husband to cancer. Plus, Will solicits the help of strangers to propose to Emilie!

Will, Emilie, and Mason work together to restore an old Camaro and prepare a racetrack experience for Clint, a man who recently lost his father and brother to accident and illness.

Will, Emilie, Mason, and Melanie spend the day as street performers to raise money for a mega-tip to give Laura, a waitress in Seattle who is constantly doing random acts of kindness for those around her.

Will and Emilie team up with a recording studio to surprise Carl, a service-oriented man with Down syndrome, with an opportunity to meet one of his favorite musicians: Alex Boyé.

Brooklyn is 14 years old and can only eat 20 foods, yet despite her severe allergies, she still loves to cook. She's always wanted to be on a baking competition TV show, and though her dream is seemingly impossible because of the limited ingredients she can touch or use, Emilie, Jenna, Will, and returning host Lisa Valentine Clark make it happen!

David suffers from multiple blood disorders and as a result has lost both of his legs and several fingers. He can only leave his house via his electric wheelchair and public transportation. Will and Emilie decide to plan a special road trip for him and his wife, Carol, including a drive through a canyon, a lunch date in a snowy inn, and, of course,a few more surprises along the way.

Ali has been battling cancer for years and has been in and out of remission since she was four. Through it all, her best friend, Bentlie, has stayed by her side. So Will and Emilie go to their elementary school to surprise them with a fun-filled adventure--including a plane ride, animal encounters, a zip line, and, of course, one final surprise!

Jeff and Debbie Strong have adopted 15 children, many with disabilities or terminal conditions. Will and Melanie arrange a surprise trip to San Diego for Debbie, getting her out of the house for three days. While she's gone, teams of good Samaritan sub-contractors descend on the house to finish her basement and create an indoor play land for the children.

Katie has Treacher Collins Syndrome and was born without ears or cheekbones. Despite her own struggles, Katie and has dedicated herself to helping others embrace their own differences. Jenna and Emilie surprise Katie with trip into the mountains to go snowmobiling and dog sledding... and give her one more touching surprise she's not expecting!

Despite having Spina Bifida, Willliam is a happy and inspiring 12-year-old. Sadly, he lost his sister, who called him her super hero, in a tragic accident. The hosts surprise William at his school bus stop and take him to a "secret facility" where he works with stunt men and a film crew to create a super hero movie trailer!