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Welcome to the
RomanticWingman

Luxury concierge service for unforgettable date nights & dream proposals.
We help you weave magical moments into your love story.

Get in Touch Learn More

Coming Soon

Opening

October 30
2025
We're crafting something truly magical for your romantic journey. Stay tuned for an unforgettable experience!
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About Us

Date nights, wedding proposals, milestone birthdays, and anniversaries—these moments should be magical, unforgettable, and deeply personal. They're about celebrating love, connection, and shared experiences.

Yet, life gets busy, creativity runs dry. Planning something extraordinary takes time, effort, and a touch of confidential wingman assistance.

That's where we come in. We craft breathtaking, jaw-dropping surprises that make ordinary nights extraordinary.

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Choose Your Perfect Date Plan

Select the romance level that suits your style

Monthly Date Night Ideas

Monthly Date Night Ideas & Coaching

Starting at - CAD
$10

  • Spice up your date night with these monthly coaching videos - each one stuffed with ideas to crank up your connection and will rock their world.
  • Tips on small gestures that make a big impact.
  • No location restrictions - these ideas can be done anywhere.
  • Under the monthly date night ideas episodes one and two are free. If it's of interest, the next episodes are charged at $10 per month.

Sign up now and get 12 monthly episodes at one low monthly

Customized Date Planning

Customized Date Planning

Starting at - CAD
$150

  • With your Wingman in tow, planning epic jaw dropping events becomes effortless and the moments... unforgettable. They will be talking about this night for years.
  • 30-minute consultation call to extract your vision.
  • Tailored date proposal themes.
  • From vision to execution, enjoy two hours of seamless planning and itinerary coordination designed to elevate your unforgettable experience.
  • This package does not include on-site concierge service.
  • Additional planning time is billed at $75 CAD/hour.
  • Follow-up calls or emails or texts for fine tuning.

Note: 12 monthly date night episodes are included in this option.

Luxury & VIP Experiences

Luxury & VIP Experiences

Starting at - CAD
$300

  • Your private Wingman is here to execute special events precision and flair - whether it is popping the question at an amazing location, blowing out candles, celebrating forever, or pulling off one unforgettable date night that earns you a ticket off the couch.
  • 30-minute consultation call to extract your vision.
  • Premium date proposal ideas.
  • From vision to execution, enjoy four hours of seamless planning and on-site concierge service tailored to your unforgettable experience.
  • Follow-up calls or emails or texts for fine-tuning.
  • Additional planning or travel time is billed at $75 CAD/hour.
  • Mileage is charged at $0.60 per kilometre, with the first 20 km included at no extra cost.
  • Available in Calgary Canmore, Kananaskis Banff in Lake Louise. Call for pricing if outside this area.

Note: 12 monthly date night episodes are included in this option.

How We Create Magic

Our 4-step process to unforgettable romantic experiences

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The Spark Session

We dive deep into understanding your unique love story, dreams, and desires to craft the perfect romantic foundation.

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02

Secret Strategy

Our team creates a personalized blueprint that combines surprise elements with meaningful moments tailored to your relationship.

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Behind the Scenes

We meticulously coordinate every detail, from venue selection to timing, ensuring seamless execution while you remain blissfully unaware.

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The Grand Reveal

Your magical moment unfolds with perfect timing and breathtaking beauty, creating memories that will last a lifetime.

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Our Romantic Destinations

Creating magical moments across Alberta's most beautiful locations

Calgary Mountain View

Calgary

Urban Romance

Begin your love story beneath city lights and rooftop cocktails—perfect for a all romantic surprises. Stroll at sunset along the riverbanks, indulge in wine and bites, or unwind with a couple’s spa experience. Feeling playful? Discover quirky festivals and local charm that make every date night feel fresh.

Romantic Highlights:

Sky-high dining
Riverside strolls
Garden retreats
Historic quarters
Banff Mountain Landscape

Banff

Mountain Romance

Think of Banff as Cupid’s private playground—ideal for all romantic nights and perfect back drop for engagement proposals or those “just because” moments. Soak in hot springs beneath the moonlight, toast fireside with wine, or explore the wilderness on foot, bike, or horseback. And for unforgettable stargazing, ascend the Banff Gondola and let the mountain skies set the mood.

Romantic Highlights:

Emerald lakes
Cascading falls
Castle resort
Summit views
Canmore Mountain View

Canmore and Kananaskis

Valley Romance

Ease into intimacy with sunset yoga on the ridge, art walks, and boutique café dates. Whether you’re planning a meaningful romantic celebration or a quiet weekend for two, Canmore invites calm connection. For ultimate romance, head to Kananaskis for spa retreats, secluded hikes, scenic picnics, and cozy cabin stays—just you, them, and the wild.

Romantic Highlights:

Iconic trio peaks
Crystal streams
Quaint village
Alpine paths
Lake Louise Forest

Lake Louise

Glacial Romance

Canoe across crystal-blue waters made for two, then enjoy fairy-tale views over afternoon tea at the Fairmont. Winter brings sleigh rides through snowy trails—a dreamy setting such as anniversaries or engagement proposals or celebrating you love. It’s nature’s love letter to couples, year-round.

Romantic Highlights:

Grand chateau
Ancient glacier
Hidden teahouse
Glacier trail

Custom Location Services

Want to create magic somewhere else? We can arrange romantic experiences in other locations too!

Monthly Date Night Episodes

Your journey to unforgettable romantic moments starts here

Epic Date Nights Take Time to Plan

Fail to plan, plan to fail!

Date Night Setup

Frequently Ask Questions

Need Help? Find Answers Here

A date night is when two people who’ve already survived putting IKEA furniture together, each other’s quirks long enough to be in a committed relationship decide to hit pause on laundry, leftovers, and life admin to do something fun together. It’s not about first impressions—it’s about keeping the spark alive, whether that means dinner with candlelight or binge-watching a show in pajamas while arguing over which snacks are superior.

 
 
 

We get it—life happens. You’re welcome to cancel or reschedule your consultation anytime. Just note that some venues require at least 72 hours’ notice, so changes made after that window may incur additional costs.

 
 
 

The key difference between the Customized Date Planning and the VIP Luxury Experience lies in execution. With VIP, your Wingman works quietly behind the scenes—acting as your personal concierge to bring plans to life. From shopping and setting up romantic picnics to preparing your hotel room with your luggage perfectly placed, this tier offers tailored, hands-on support that covers every detail.

 
 
 

 Our luxury and VIP experiences are available in Calgary, Banff, Canmore & Kananaskis, and Lake Louise. For other areas or destination proposals, just contact us and we’ll help make it happen.

 Not at all! Our Monthly Date Night Coaching and Customized Planning services can be used from anywhere in the world. You'll receive location-flexible ideas and support no matter where you're based.

 To get started, simply choose the service you want. You can subscribe online for Monthly Coaching or book a 30-minute consultation call for Custom or VIP Planning. From there, we’ll create a romantic plan that captures your vision perfectly.

Ready to Create Your Next Unforgettable Moment?

Let’s turn your love story into a once-in-a-lifetime experience—stress-free, magical, and made just for you. Whether you’re planning a surprise date, a dream proposal, or a luxury getaway, we’re here to make it perfect.

Start Your Journey

About Us

Date nights, wedding proposals, milestone birthdays, and anniversaries—these moments should be magical, unforgettable, and deeply personal. They’re about celebrating love, connection, and shared experiences.

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© Copyright 2025 | The Romantic Wingman -- All Right Reserved

Created by Muzzamil Ahmed Khan