Proposals

Planning the perfect proposal in Kelowna? Pickadilly’s shares romantic ideas, from candlelit Airbnb setups to breathtaking winery views — plus expert FAQs to make your moment flawless.

September is proposal season in the Okanagan—the sunsets are golden, the vineyards are full, and romance is everywhere. At Pickadilly’s, we transform these moments into unforgettable love stories, handling every detail so all you need to do is ask the question.

Planning a private, unforgettable proposal in Kelowna? Discover how Pickadilly’s transformed Sanctuary Gardens into the ultimate romantic setting — complete with 1,000 rose petals, a signature red heart, and luxe add-ons that make saying “yes” even more magical.

Experience the magic of a winery proposal in Kelowna with breathtaking Okanagan Lake views, rolling vineyards, and award-winning sparkling wine. Discover how Shannon from Pickadilly’s Proposals—recognized as one of Kelowna’s Top 40 Over 40—creates unforgettable moments at The Gallery Winery with luxurious floral designs like the Signature Luxe Heart, romantic rose petal pathways, and custom setups to match your vision.

This dreamy private proposal at Mt. Boucherie Winery was the perfect blend of romance and Okanagan elegance. With Real Touch florals, a custom heart-shaped backdrop, and candlelight among the vines, this moment was straight out of a love story. See how it all came together — and why this location is one of our top spots to propose in West Kelowna.

This romantic Kelowna proposal took place at a private Airbnb overlooking the Okanagan Valley. Styled by Pickadilly’s Proposals, the scene featured white Real Touch floral pillars, a custom ‘Will You Marry Me?’ sign, vintage champagne details, and candlelight reflected in the pool — all timed perfectly with golden hour. Discover why private Airbnb proposals are becoming one of the most unforgettable ways to pop the question in the Okanagan.

From winding garden paths to sweeping lake views, Sanctuary Gardens is one of the most breathtaking places to propose in the Okanagan. In this post, we’ll show you how Pickadilly’s transforms this private venue into a romantic, fully styled proposal — complete with florals, candles, and everything you need for the perfect “yes.”

Planning to propose in the Okanagan? This guide breaks down what’s included in Pickadilly’s romantic, stress-free proposal packages — from oversized flower hearts to candlelit setups — plus the best local spots to pop the question.

Planning to pop the question in Kelowna? This guide shares the most romantic proposal locations — from vineyard views to private lakeside moments — plus tips on permits, styling, and how Pickadilly’s can help you create a proposal they’ll never forget. Whether you’re dreaming of an intimate setup with our oversized red heart or a beachside floral installation, these are the spots that turn “Will you marry me?” into a picture-perfect yes.