CHALLENGE MANIA LIVE: THE ROAST OF CARA MARIA
City Winery Boston presents CHALLENGE MANIA LIVE: THE ROAST OF CARA MARIA live on Saturday, May 23rd at 7:00pm.
Stars from MTV’s hit reality competition series The Challenge take the stage for a one-of-a-kind, interactive variety show hosted by Derrick Kosinski and Scott Yager of the wildly popular Challenge Mania podcast.
This special Boston event celebrates the 40th birthday of hometown favorite Cara Maria Sorbello with a live roast you won’t want to miss. Joining the fun are Cara Maria Sorbello herself, CT Tamburello, Mark Long, and more surprise guests to be announced. Expect an evening filled with laughter, behind-the-scenes stories, and fan-favorite moments from across The Challenge universe.
Following the show, VIP ticket holders are invited to an exclusive post-show Meet & Greet experience. This intimate event allows fans to mingle with Derrick, Scott, Cara, CT, and additional cast members, take photos, ask questions, and enjoy exclusive giveaways — including a limited-edition Challenge Mania Boston poster for autographs.
Two VIP ticket options include access to the post-show Meet & Greet. A very limited number of Stage Premier VIP tickets offer premium front-row seating during the show, early Wave 1 Meet & Greet access, and additional exclusive Challenge Mania collectibles. Regular Premier VIP ticket holders will follow shortly after in Wave 2. These VIP tickets are extremely limited and expected to sell out quickly.
Dine At Your Show(opens in a new tab)
(opens in a new tab)🍽️ We provide food and beverage service directly to your table in the venue. Or, for an expanded menu and more relaxed experience, arrive early and enjoy a meal in our restaurant before the show. When dining in the restaurant, reservations are encouraged and can be made via Resy starting one month before the show. View Our Concert Dining Menu.(opens in a new tab)
Wine At Your Table(opens in a new tab)
Reserve your preferred wine by filling out this form(opens in a new tab) and have a bottle waiting at your table when you arrive at your show. No more waiting for your first drink! We will save your wine preference and have a bottle at your table for all future shows. When you want to change your wine, come back to this form and update your preference.
2 Item Per Person Encouraged
🎶 While we do not require a two-item food or beverage minimum, we strongly encourage it. Most ticket revenue goes directly to the artist and production costs, so food and drink purchases help support the staff, service, and atmosphere that make these intimate shows possible.
The good news: we think you’ll love the food and wine just as much as the show.
Become a Vinofile Member(opens in a new tab)
🍷 Members get 48 hour early access to new shows, pay no ticket fees, and earn points to exchange for complimentary tickets. Vinofile Plus members also receive many wine benefits. Add a membership to your cart during checkout to start saving now. Already a member? Make sure you are signed in to access your benefits. Become a Vinofile Member and enjoy the benefits today.(opens in a new tab)
