November is the hidden gem of proposal season in the Okanagan. Before the holiday rush, the valley glows with golden sunsets, festive lights, and quiet, romantic moments perfect for popping the question. Discover why November offers the best balance of warmth, privacy, and magic — and how Pickadilly’s, Kelowna’s leading proposal planner, can bring your dream engagement to life.

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.

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.

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.