Pauline Serna is an amazing mother who has made a great life for herself and her three children. She’s always wanted to take her two daughters and one son, Luis, camping. However, with Luis in a wheelchair, camping presents many challenges. Will and Emilie decide to surprise the Serna family with a camping and kayaking adventure on the Colorado River. But as always, there’s one more surprise just around the river bend. Will and Emilie have fun with tents at Scheels.

Trey Montgomery is figuring out his new normal after the tragic loss of his father. Trey loves the training discipline of parkour, so Will and Jenna give Trey the parkour surprise of a lifetime. Will, Jenna, and Mason throw a dozen birthday parties.

After losing her husband, Brad, to cancer, Robin Smith is staying strong for her children. Brad was a scuba diving enthusiast who worked in the industry and helped hundreds of people get certified. So Will and Emilie are just maybe going to run into Robin on Newport Beach, where they just might have ferry tickets and packed bags for a trip to Catalina Island where several more surprises are waiting above, and below, the ocean’s surface. Will and Jenna search for buried treasure at the aquarium.

Jesse Wright has endured a life of struggle and pain, starting with a debilitating accident when he was 17 years old all the way to the recent loss of a loved one. Will and Emilie, along with the help of some familiar friends, help create and finish bedrooms for Jesse and his two kids, who’ve never had their own rooms. Will, Jenna, and Mason knock on random doors to help with those annoying little odd jobs.

Zoie has sickle cell anemia, which prevents her from being able to play in extreme temperatures. If she gets too hot or too cold, she’ll end up in the hospital. Because of this, Zoie has never had the chance to play in snow. So Will and Emilie build an early Christmas winter wonderland in Zoie’s backyard when the outside temperature is just right, and the snowball fights and snow angels are finally allowed. Will and Emilie convince grocery shoppers to help them ring a bell for donations.

Molly is a vivacious young woman who loves to sing and dance. The discovery and subsequent treatment of a brain tumor has delayed her plans of finishing college and perusing her dream of performing on Broadway. Will and Jenna fly to the University of North Carolina Greensboro to deliver several surprises to Molly, all culminating with the final surprise of singing with Broadway star Shoshana Bean. Will, Jenna, and Mason reward kind college students.

Annalise is the victim of severe bullying which led to physical and emotional abuse. To help Annalise know that she is loved, Emilie and Jenna make a dream come true by arranging a special performance where Annalise will be the star of the show. Mason and Emilie transform from caterpillar to butterfly in response to kindness.

Maddi and Sammi are two sisters who were in a terrible car accident that took the life of their best friend. While the girls are still healing from their physical and emotional injuries, Will and Emilie surprise them with a magnificent adventure involving balloons, air travel, and a biosphere. Will, Emilie, and Mason have fun with balloons and kind strangers in a mall.

Kimberly is a selfless mother, wife, and friend. She has experienced great trials in her life including homelessness and addiction. Overcoming her trials, she now provides meals for those who are hungry, despite living on a small budget. Kimberly always puts others first, which is why Will and Jenna decide to give her a day off that includes pampering and a party she’ll never forget. Will and Emilie take to the road to show gratitude to frontline professionals.

Addison is an amazing young woman who suffers from a rare disease that will eventually take her vision. She has dreams to see many of the wonders the world has to offer, but unfortunately she doesn’t have the time or the means to see hardly any of it. Will and Emilie secretly research some of the places Addison would like to see and plan a virtual world tour with surprises along the way. Will and Mason have photographic fun with kind strangers.