Top Romantic Places to Propose in Kelowna This Valentine’s Day

Planning a Valentine’s Day engagement proposal in Kelowna can feel overwhelming — especially if you want something meaningful, romantic, and well-executed without giving anything away too early.

Kelowna offers incredible backdrops, but the real magic comes from how the proposal is designed, styled, and revealed. Below are the most romantic proposal settings in Kelowna for Valentine’s Day — curated to give you inspiration without exposing private locations, while still helping you plan an unforgettable moment.

Whether you want scenic, intimate, or jaw-dropping romance, these ideas work — and they work well.

1. A Winery Proposal with Vineyard and Lake Views

A winery proposal is one of the most iconic ways to plan an engagement proposal in Kelowna. Vineyard views, soft winter light, and a styled setup create a timeless and elegant Valentine’s moment.

This option is ideal if you want:

• A scenic backdrop without crowds

• A relaxed but elevated atmosphere

• A proposal that feels polished and intentional

With the right décor and timing, a vineyard proposal feels effortless — even though everything has been carefully planned behind the scenes.

2. A Romantic Rose Room or Private Indoor Setup

February proposals need a weather-proof plan — and this is where indoor spaces shine.

A private rose-filled room creates instant impact: candles, layered florals, soft lighting, and complete privacy. This type of engagement proposal in Kelowna feels deeply romantic and photographs beautifully.

Perfect if you want:

• Guaranteed comfort (no cold, no wind)

• Total proposal privacy

• A strong emotional reaction the moment she walks in

3. A Private Airbnb Proposal in Kelowna

A private Airbnb proposal in Kelowna offers complete control over the experience. Your partner arrives thinking it’s just a quiet getaway — and instead walks into a fully styled Valentine’s proposal.

This option works well because:

• There are no interruptions

• Everything can be set up in advance

• The space feels personal and intimate

From candles and rose petals to custom signage and florals, the transformation happens before arrival — making the moment feel seamless and surprising.

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4. A Fully Draped Rose Room Covered in Flowers from Ceiling to Floor

This is the showstopper.

Imagine stepping into a private room completely wrapped in soft draping, with roses cascading from the ceiling to the floor. The space feels immersive, cinematic, and unforgettable — designed entirely for one question.

This exclusive Valentine’s engagement proposal in Kelowna is:

• Completely private

• Weather-proof

• Unlike anything most people have ever seen

This experience is available in limited bookings each season and is designed for couples who want something truly once-in-a-lifetime.

5. An At-Home or Private Estate Proposal

Some of the most meaningful engagement proposals in Kelowna happen at home or on private property.

This option allows a familiar space to be transformed into something extraordinary — layered with candles, florals, and intentional design. It’s deeply personal and often the most emotional option of all.

Ideal if you value:

• Privacy

• Comfort

• Sentimental impact

Décor Options for Your Valentine’s Engagement Proposal in Kelowna

Every proposal is custom-designed, but these are some of the signature experiences available:

✨ Signature White Heart or Red Heart Proposal

Includes:

• Oversized heart installation (white or red)

• Luxury Real Touch florals

• Candle styling

• Rose petals. (complimentary upgrade to 1000 petals for Valentines Day)

• Neon proposal sign

• Runway

• Planning and coordination

• Setup, styling, and takedown

🌹 Rose Garden Half-Moon Installation

Includes:

• Half-moon floral structure

• Layered rose arrangements

• Candles and ground florals

• Romantic, editorial-style design

• 1000 rose petal upgrade for valentines day

• Panning and coordination

• Set-up and take down

Rose Garden Proposal in White

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Rose Garden Proposal in red

🌸 New Proposal Styles (Not Yet Seen)

For clients looking for something entirely unique, new designs are available that have not yet been publicly released. These are ideal for couples who want a proposal that feels exclusive and completely their own.

Why Work With Pickadilly’s

Pickadilly’s is proud to be the number one proposal planner in the Okanagan, known for designing romantic, seamless, and beautifully styled engagement proposals in Kelowna.

From choosing the right setting to handling setup, timing, décor, and cleanup — everything is taken care of so you can focus on the moment that matters most.

Not Sure Which Proposal Is Right for You?

That’s completely normal. Planning an engagement proposal is a big moment, and having someone guide you through the options can make all the difference. Shannon is here to help you choose a setting and design that feels meaningful to your relationship, and to ensure everything comes together beautifully and effortlessly.

Valentine’s Day bookings are limited each year. If you’re planning an engagement proposal in Kelowna, now is the perfect time to reach out.

Shannon, founder of Pickadilly’s, helping plan luxury engagement proposals in Kelowna.