Planning weddings that feel effortless, meaningful, and beautifully organized

Whether you’re just beginning or already underway, our planning services are designed to bring calm, clarity, and confidence to your wedding journey.

Let’s get started

The hardest part isn't planning your wedding. It's finding someone you trust to do it with you.

Vendors, budgets, timelines, a hundred small decisions, most couples don't realize how much it is until they're already deep in it. Our role is to bring structure, guidance, and peace of mind to the process. You won't be figuring this out alone, we're right there with you for every decision, from the big ones to the ones you didn't even know you'd have to make.

Our Planning Packages

Partial Planning

For couples who’ve started planning and want expert guidance to bring it together.

Starting at $5,895

If you've booked a few key vendors but want a steady hand guiding the rest, Partial Planning gives you exactly that; support where you need it, and room to breathe where you don't. We help refine your vision, fill in what's left, and make sure nothing gets missed as your day gets closer.

DISCOVER PARTIAL PLANNING

Month-of Wedding Management

For couples who’ve planned it all and want a flawless execution.

Starting at $2,895

We step in during the final weeks to confirm details, finalize timelines, and oversee your wedding day from start to finish. You show up and be fully present as the stars of your wedding, not the managers.

DISCOVER MONTH-OF MANAGEMENT

Full Wedding Planning

For the couple who wants it all, without doing it all.

Starting at $9,495

This is for couples just starting out who want a true partner for the whole journey. We handle venue sourcing, vendor curation, design direction, timelines, and execution, so nothing falls through the cracks. You stay in the driver's seat for the decisions that matter most to you, we take care of everything in between.

DISCOVER WEDDING PLANNING

Client Love

Every detail was perfect and accounted for.

The wedding day was absolute PERFECTION. Everything was smooth and timely, and Jenna and her team made Robert and I feel comfortable and that everything really was taken care of. Sabrina and Lauren were just as amazing helping the day move seamlessly. They kept us on track for all reveals and photo sessions, and were a joy to work with.

ALEXANDRIA

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Client Love

Jenna used her magic to create our dull wedding tent into a whimsical paradise.

We gave her a lot of creative liberty with just a few requests, and she went above and beyond to make our vision into reality. Thank you so much Jenna for making our wedding day so beautiful with such incredible florals and decorations! Seriously a dream come true!

LUCY

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Client Love

“I felt so calm, relaxed and easy going the whole day, knowing that Sabrina and Rachel had it all under control.”

You both brought such a calm energy, like if the sky was falling, I wouldn’t even know because you two would be holding it up for us. As a type A myself, I prepared myself again and again for our big day and I felt so good after our big planning meeting that all the details were covered.

ERIC & CASSIDY

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Frequently Asked

We love your style but don’t see a package that suits our needs?

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.

What is Your Style?

Is there a price increase for private property weddings? 

Do you travel outside of Toronto/The GTA?

Do I need a venue before reaching out?

Can you work with any venue or vendor, or are you limited to certain ones?

We love your style but don’t see a package that suits our needs?

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.

What is Your Style?

Is there a price increase for private property weddings? 

Do you travel outside of Toronto/The GTA?

Do I need a venue before reaching out?

Can you work with any venue or vendor, or are you limited to certain ones?

We love your style but don’t see a package that suits our needs?

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.

What is Your Style?

Is there a price increase for private property weddings? 

Do you travel outside of Toronto/The GTA?

Do I need a venue before reaching out?

Can you work with any venue or vendor, or are you limited to certain ones?

We love your style but don’t see a package that suits our needs?

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.

What is Your Style?

Is there a price increase for private property weddings? 

Do you travel outside of Toronto/The GTA?

Do I need a venue before reaching out?

Can you work with any venue or vendor, or are you limited to certain ones?

We love your style but don’t see a package that suits our needs?

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.

What is Your Style?

Is there a price increase for private property weddings? 

Do you travel outside of Toronto/The GTA?

Do I need a venue before reaching out?

Can you work with any venue or vendor, or are you limited to certain ones?

Your wedding should feel joyful, intentional, and stress-free. 

Whether you need full support, structure for parts of your planning, or expert execution for your big day, our team is here to help you every step of the way.

START YOUR JOURNEY