Proposals
Holiday Proposals in Kelowna —
Made Effortless.
The season of magic is here — and there’s no better time to ask the question. From candlelit winter gardens to snowy vineyard backdrops, Pickadilly’s creates unforgettable proposal moments that feel personal, luxurious, and stress-free.
Limited December dates remain
Valentine’s Day early access is now open.
Book your December proposal before November 30th and receive a complimentary rose petal upgrade.
Featured & Recognized
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“Shannon made everything so easy. She took care of every detail, and it all felt so thoughtful and personal.”
- Brendan T
“I couldn’t recommend Shannon more. The setup was breathtaking, and the proposal was more perfect than I could have imagined.”
— J
Signature Red Heart
❤️ Bold, passionate, and unforgettable — the proposal she’ll talk about forever
Celebrate your love with our Signature Heart Proposal — a breathtaking red floral heart surrounded by Real Touch roses, glowing candles, rose petals, and a romantic “Will You Marry Me” neon sign.
Every detail is styled and waiting when you arrive, so all you have to do is take her breath away. Designed for unforgettable Okanagan proposals, it’s the perfect way to make her feel loved, surprised, and completely swept off her feet.
Your Signature Red Heart Package Includes:
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8 ft Proposal Heart
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Red real touch flower arrangements
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48 3ft tall roses
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Crystal Champagne glasses
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Neon "Will you marry me" sign
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500 Rose Petals
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Red runway
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16 sand filled oversized candles
Optional Add-Ons
Photographer
Videographer
Additional candles
Additional rose petals
Additional flowers
Décor
Balloons
Music
See this look on Socials
Watch the real Signature Red Heart proposal unfold.
✨ Book your Signature Heart Proposal
Book your December proposal before November 30th and receive a complimentary rose petal upgrade.
❤️ Ready to Create the Most Passionate Proposal Yet?
Let Pickadilly’s handle every detail — from the glowing candles to the rose petals — so all you have to do is arrive and ask the question she’ll never forget.
Starting at $800 | Available year-round
💍 The White Heart Proposal
Pure, timeless, and effortlessly romantic.
If you’re planning to ask the biggest question of your life, this elegant setup guarantees a breathtaking “yes.”
Our White Heart Proposal features hundreds of Real Touch white florals, 70 tall roses, a petal-lined pathway, and soft candlelight — all styled and ready when you arrive. Designed for unforgettable Kelowna and Okanagan proposals, it’s the perfect blend of modern elegance and romance.
Your Signature White Heart Package Includes:
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8 ft Proposal Heart
-
White real touch flower arrangements
-
70 3ft tall roses
-
Crystal Champagne glasses
-
Neon "Will you marry me" sign
-
500 Rose Petals
-
16 sand filled oversized candles
Optional Add-Ons
Photographer
Videographer
Additional candles
Additional rose petals
Additional flowers
Décor
Balloons
Music
See this look on Socials
Watch the real Signature White Heart proposal unfold.
Book your December proposal before November 30th and receive a complimentary rose petal upgrade.
🤍 Ready to Ask “Will You Marry Me?” in Elegant Style?
We’ll take care of everything — from setup to cleanup — so you can focus on the moment. Perfect for winter proposals, holiday engagements, and timeless love stories in Kelowna.
Starting at $800 | Available year-round
The Garden Proposal
Where nature meets romance — a meadow of blooms for your perfect ‘yes.’
Create the ultimate romantic setting with our Garden Proposal Package — a lush floral meadow arc made with over 100 Real Touch roses in white, accented with your choice of soft romantic tones. Finished with a fresh baby’s breath border, scattered rose petals, and glowing candlelight, this dreamy design transforms any Okanagan location into a picture-perfect proposal scene.
Perfect for lakeside moments, vineyard sunsets, or private Airbnbs, this timeless setup captures the beauty of nature and the magic of your “yes.”
This package includes:
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100 Real Touch Roses - & mechanics to stand
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16 Oversized Candles
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Fresh baby's breath border
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500 Rose Petals
** Can be in colours of your choice**
Optional Add-Ons
Photographer
Videographer
Additional candles
Fresh Flower Bouquet
Décor
Balloons
Crystal Champagne ice
bucket and glasses
❤️ Ready to Create the Moment She’ll Never Forget?
Let Pickadilly’s handle every detail — from planning to setup to cleanup — so all you have to do is arrive and ask the question.
Starting at $450
(Includes setup, candles, and 100 Real Touch roses)
Eternal Rose Proposal
Celebrate your love with a breathtaking holiday proposal setup in Kelowna — where romance meets red roses and candlelight.
Make your love story unforgettable with our Eternal Rose Proposal Package — a breathtaking winter display of romance on the shores of Okanagan Lake. Featuring a half-moon crescent of 75 Real Touch red roses, a lush rose petal runway, 20 glowing candles, and over 500 scattered petals, this all-red setup captures the warmth and magic of the holiday season.
Perfect for holiday proposals in Kelowna, Valentine’s Day engagements, or private lakeside moments, this setup delivers the ultimate wow factor. Whether you’re planning a cozy Airbnb proposal, a Christmas engagement, or a surprise winter proposal at your own residence, the Eternal Rose design brings passion and elegance to every “yes.”
This package includes:
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Half-moon crescent of 75 luxury red roses
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Red rose runway
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20 candles for a glowing ambiance
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500 rose petals for added romance
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Full planning, setup and takedown included
Optional Add-Ons
Photographer
Videographer
Additional candles
Décor
Balloons
Fresh Flower Bouquets
Crystal Champagne ice
bucket and glasses
See this look on Socials
Watch the Eternal Rose proposal unfold.
❤️ Make This Holiday the One She’ll Remember Forever.
We’ll take care of everything — from planning to cleanup — so you can focus on the most important part: asking her to spend forever with you.
Starting at $500 | Available year-round
Sweetheart Proposal
A timeless winter proposal filled with white florals, candlelight, and soft romance.
The Sweetheart Proposal Package is designed to frame your moment in breathtaking elegance. Featuring either two elegant floral pillars or a romantic floral arch, this setup is styled with premium Real Touch white flowers and fresh baby’s breath for a pure, winter-inspired look.
Perfect for holiday proposals in Kelowna, cozy Airbnb engagements, or Okanagan winter photoshoots, the Sweetheart design brings a soft, ethereal glow to your special moment. Accent colors can be added upon request to match your vision — from classic ivory to subtle blush tones.
With a glowing aisle of candles and rose petals, this setup transforms any location — from lakeside decks to mountain-view patios — into a scene of heartfelt magic.
This package includes:
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Two real touch floral arches (colours of your choice)
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4 Floral arrangements (colours of your choice)
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10 single roses
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10 oversized candles with white sand
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Custom flower box sign - "Will you marry me" - words of your choice o or neon Will You Marry Me sign
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Rose Petals
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Mat
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Lanterns
Optional Add-Ons
Photographer
Videographer
Additional candles
Additional flowers
Décor
Balloons
Crystal Champagne ice
bucket and glasses
See this look on Socials
Watch the Eternal Rose proposal unfold.
❤️ Ready to Create the Perfect Winter “Yes”?
Let Pickadilly’s handle every detail — from setup to cleanup — so you can focus on the moment she’ll never forget.
Starting at $1100 | Available year-round
Garden Proposal
The Garden Proposal Package brings the elegance of white and green florals to life in a romantic, timeless design. A custom flower box holds a glowing sign that can read “Will You Marry Me” or feature a personalized message of your choice. The aisle is beautifully lined with candles and flowers, creating an unforgettable walk toward the moment you ask the big question. Optional add-on frames are available to enhance the backdrop and create a picture-perfect setting.
Perfect for proposals in the Okanagan, this package blends natural beauty with personal touches to make your love story truly unique.
This package includes our planning and set up fee
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Two real touch floral arches (colours of your choice)
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4 Floral arrangements (colours of your choice)
-
10 single roses
-
10 oversized candles with white sand
-
Custom flower box sign - "Will you marry me" - words of your choice
-
Rose Petals
-
Mat
-
Lanterns
Optional Add-Ons
Photographer
Videographer
Additional candles
Additional flowers
Décor
Balloons
Crystal Champagne ice
bucket and glasses
Starting at $700
Holly & Heart Proposal Package
Introducing the Holly & Heart Proposal Package, designed to create a magical holiday engagement moment! This package features elegant white signature pillars accented with splashes of red (customizable to your color choice), along with 4 stunning Real Touch floral arrangements. A large red heart centerpiece, 40 glowing candles, and an oversized bouquet for your special person add to the romantic ambiance. Rose petals and a personalized proposal sign complete the scene, transforming your indoor proposal into a truly unforgettable experience. Perfect for couples seeking an intimate and festive setting to pop the question!
This package includes our planning and set-up fee
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Two real touch floral arches (colours of your choice)
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4 Floral arrangements (colours of your choice)
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10 single roses
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10 oversized candles with white sand plus 40 tea light candles
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Custom flower box sign - "Will you marry me" - words of your choice
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Rose Petals
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Mat
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Table settings with black leather table runner, charger plate, high end dinner plate and appy plate, velvet napkins, water glass, crystal wine glass, candles and rose petals
Optional Add-Ons
Photographer
Videographer
Additional candles
Additional flowers
Décor
Balloons
Crystal Champagne ice
bucket and glasses
Starting at $1100
Love In The Valley
The Love in the Valley Proposal Package brings soft romance to life with white, lilac, and cream floral pillars, accented by matching rose petals, glowing candles, and coordinating floral arrangements. A mirrored “Will You Marry Me” sign completes the scene with an elegant touch that reflects the beauty of the moment.
This setup is perfect for Okanagan vineyards, lakefront proposals, private Airbnbs, mountaintop views, orchards, or winery estates—anywhere the natural beauty of the valley can frame your love story.
This package includes our planning and set up fee
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Two real touch floral arches (colours of your choice)
-
4 Floral arrangements (colours of your choice)
-
10 single roses
-
10 oversized candles with white sand
-
Mirror sign with easel - "Will you marry me" - words of your choice
-
Rose Petals
-
Mat
-
Lanterns
Optional Add-Ons
Photographer
Videographer
Additional candles
Additional flowers
Décor
Balloons
Crystal Champagne ice
bucket and glasses
Starting at $1100
Frequently asked questions
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Planning a proposal in Kelowna or the Okanagan? Discover the best locations, proposal ideas, and package inspiration.
