Cake Catering in Boston

Top Cake Caterers in Boston

The Chillwagon by Reasons to Be Cheerful

There are plenty of ice cream trucks out there, but The Chillwagon by Reasons to Be Cheerful is no ordinary ice cream truck. This fully functional ice cream store on wheels serves homemade goodness right out of a restored 1940s DIVCO truck, adding a scoop of charm on top of their rotating menu of special flavors like Caramel Apple Pie, Black Raspberry and the gotta-see-it-to-believe-it "Theroux's Cabin" which consists of milk chocolate ice cream, marshmallows, M&M's, and rainbow sprinkles. Take advantage of their wheels and bring them to your next event in Boston and the eastern Massachusetts area. It goes without saying that they'll give you and your guests plenty of Reasons to Be Cheerful.

Preferred Caterer, Dessert, Frozen Treats, Cakes
Food Truck
Family Events, Corporate Catering, Weddings

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Ice Cream Sundae

6 Oz scoops of Home Made fresh scooped Reasons to be Cheerful Ice Cream. Topped with whipped cream, chocolate sauce toppings and a cherry on top. Toppings include M&Ms, Gummy Bears, Rainbow and Chocolate Sprinkles

Ice Cream in a Cup

See our online Ice Cream flavor menu to choose your favorite flavors

Ice Cream flavors

Why Work With Us?

Every food truck catering is protected by the 100% Roaming Hunger Service Guarantee.

We guarantee every catering, every time. Because food just tastes better when you have peace of mind. For more details, click here.


We hold the caterer's payment in escrow to guarantee you get fantastic day-of service. Our vendors get paid in full only after each event, ensuring your payment is protected.


Every event booking comes with our Just-in-Case Support program to make sure that if anything unforeseen happens, we can have a great replacement ready to roll.


With a network of over 18,000 food trucks, carts, pop-ups, and caterers, we offer the best, proven selection of reliable and delicious catering options.

We are

Facilitating over ten million meals since our inception, we know what it takes to make your event a yummy success. Book with Roaming Hunger knowing that you are working with the most experienced team in the industry.

How It Works


Give Us Details

Tell us when & where you want food truck catering.


Choose Your Cuisine

We'll send you a list of available food trucks.


Get Ready to Dig In

We'll negotiate the best rate and coordinate the logistics.