PLANNING SERVICES
Let's Create Memorable Moments
We are beyond grateful for Classic Affairs by Jenna, who turned our dream wedding into a stunning reality! From our very first meeting, it was evident that she was not only incredibly organized and detail-oriented but also passionate about creating the perfect experience for us. The planning process felt seamless and enjoyable, thanks to Jenna's exceptional communication and unwavering support. And on the day of our wedding, we were able to relax and soak in every moment, knowing that Jenna and her team had everything under control. They managed the timeline flawlessly, coordinated with all our vendors, and handled any unexpected issues with grace and professionalism. Our guests were amazed at how smoothly everything flowed!
- Michelle & Darren
Frequently Asked Questions
What is Your Style? At Classic Affairs by Jenna, our style is rooted in timeless elegance with a fresh, modern perspective. We design weddings that feel both refined and deeply personal — the kind of celebrations your family will talk about for years to come. While we honour tradition, we also believe in creating space for what truly matters to you. If there's a classic element that doesn’t feel meaningful, we won’t force it. Instead, we tailor every detail to reflect your values and the legacy you’re building — whether that means skipping the cake table or starting the morning together with a quiet, intentional moment before the festivities begin. We blend thoughtful design with heartfelt purpose, ensuring your wedding feels effortlessly beautiful, emotionally rich, and entirely your own — a day that celebrates not only your love story, but the people and traditions that helped shape it.
Is there a price increase for private property weddings? Absolutely — and we love them. Private estate and cottage weddings offer a beautifully personal setting, but they require full-scale planning and production. With no built-in infrastructure or venue staff, we handle everything from the ground up — including tenting, lighting, power, bathrooms, catering tents, bar setup, staffing, and an inclement weather plan. We specialize in these types of events and know exactly how to bring them to life with ease and elegance. After a discovery call, we’ll provide a detailed proposal tailored to your location and needs. On average, couples typically budget 20–30% more for private property weddings due to the additional logistics and rentals involved.
Do you travel outside of Toronto/The GTA? Yes! The majority of weddings we plan are in Toronto and The GTA as we truly are the experts, however, we work all over Ontario planning weddings. Other notable locations include: Kingston, Prince Edward County, Niagara-on-the-lake and Jamaica. Travel fees + overnight accommodation may be added for out of town events.
Do I need a venue before reaching out? Not at all. About half of our full planning clients come to us with a venue and date already secured, while the other half are just beginning the search — both are a perfect place to start. On average, we begin working with our couples 12–18 months in advance to ensure access to the best venues and vendor teams. That said, we’ve also planned beautiful, meaningful weddings in just a few months — especially since 2020 — and they’ve been some of our most heartfelt celebrations. Whether you're dreaming of a grand weekend affair or an intimate mid-week gathering, we’ll meet you wherever you are in the planning journey.
Can you work with any venue or vendor, or are you limited to certain ones? One of the best parts of hiring a wedding planner is the flexibility to work with any venue or vendor you love! We have a list of trusted vendors we’ve worked with before, but we’re always open to discovering new ones that match your vision.
We love your style but don't see a package that suits our needs? We offer custom proposals and would love to hear your ideas! Fill out our contact form, or send us an email at: classicaffairsbyjenna@gmail.com and we will be in touch!