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Stepping Out Vintage
Events in Toronto, the GTA & Beyond
style | music | dance | fashion | culture | fun
#VintageStyleNotVintageValues
FeaturedPast EventsVideo

The Best Roaring Twenties Party in Toronto – January 2020

ExcursionsFashion & StyleFeaturedTravel

Fascinating Voyage with Dandy Wellington & Ahoy Vintage Cruises

Fashion & StyleFeaturedPast Events

Thanks to our participants! #StylishSundayTO

Dapper DayFeaturedVideoVideo Blog

Dapper Day Review

FeaturedPast Events

Jazz Age Brunch – March 1st 2020

ExcursionsFeaturedVideo

Old Car Festival 2019 – Greenfield Village

Past Events

Old Hollywood Party Thank You!

by Mandi Gould April 15, 2024
written by Mandi Gould

Thank you again to everyone who came out to Old Hollywood Party! Special thanks to LaPlaza Toronto, The Savoy Band, Dean Villafuerte, Doll Factory by Damzels, Toronto SILENT FILM Festival, photographers Alex Rodionov & Kahlil Heslop, our actors Dean, Dina, Greg, Pina, Aria, and our helpers!

April 15, 2024
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Past Events

Old Hollywood Party

by Mandi Gould January 22, 2024
written by Mandi Gould

Celebrate the Golden Age of Hollywood!

Saturday, April 6, 2024

This is one party you don’t want to miss! 🎬

✨Vintage style party
✨Red carpet photo ops
✨Oscar ceremony
✨Interactive activities
✨Live music & dancing
✨Prizes
We love a good vintage theme party and this time, we’re rolling out the red carpet to celebrate the Golden Age of Hollywood!

Participate in interactive themed activities and enjoy live music including songs from some of your favourite old films. 📽️

Walk down the red carpet and perhaps even be nominated for Oscar! Dress up with the red carpet in mind, or cosplay the Old Hollywood theme in your own unique way.

✨Saturday, April 6, 2024
✨LaPlaza, Lower Level Lounge at 805 Dovercourt Rd.
✨8pm – 12am
✨Music by The Savoy Band
✨Tickets: $47/pp

👉 GET YOUR TICKETS NOW! 🎟️

Sign Up for Updates

What to Expect?

When we run events, it’s very important to us that everyone feels welcome and included and… that means breaking the ice!

For this event, we’re starting out the evening with an interactive “human scavenger hunt” where you’ll be invited to mingle among the crowd to uncover certain characters we’ve planted… it could be a studio mogul, or a jazz singer, or a rising starlet. Discover their secret plans, meet other guests, and break the ice to kick off an evening of fun!
Image description

We’re excited to welcome back the Savoy Band, who are preparing new songs from some of your favourite old films to serenade us and help create that energetic ambience we enjoy so much.

And everyone will be invited to enter the campaign to be nominated for on Oscar! Walk the red carpet and experience a mini Oscar ceremony. We can’t wait to see who wins!

Dress up, take some photos with your favourite old film stars, and enjoy beverages from the La Plaza bar.

👉 TICKETS 🎟️

What to Wear?

Wardrobe choices may be glamorous “awards show ready”, vintage inspired, or cosplay as a character from your favourite film. Creativity welcome! (Just please not jeans and t-shirts.)

You know we love to dress up and that should be fun, never stressful. If you already own some fancy clothing that you don’t often get a chance to wear, you can certainly wear that! (Vintage OR modern are fine!) But you can also find other creative ways to interpret the theme like dressing as a character from a film, a photographer, or director, or reporter. Creativity welcome! Just please no jeans and t-shirts.

Here’s a short video chatting about wardrobe:

👉 TICKETS 🎟️

Welcome Solo Guests!

Not sure if you’ll feel comfortable attending alone? We do our best to create an inclusive event and encourage people to mix and mingle. Our ice breaker activities also really help with that. So if you don’t have any friends who want to join you, that’s ok! Come on your own, we’d love to have you.

 Watch this short video where I chat about solo guests: 

So, won’t you join us?

✨Saturday, April 6, 2024
✨LaPlaza, Lower Level Lounge at 805 Dovercourt Rd.
✨8pm – 12am
✨Music by The Savoy Band
✨Tickets: $47/pp

Tickets on sale now! 

Get Tickets

👉 GET YOUR TICKETS NOW! 🎟️

Sign Up for Updates

 

January 22, 2024
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Fashion & StylePast Events

Thank you! 1920s Speakeasy

by Mandi Gould October 29, 2023
written by Mandi Gould

Hi everyone! Thank you so much for coming out last night! Your enthusiasm made it special! We will be posting all the photos and videos in the next few days with full albums on our Facebook page and a selection of photos on Instagram.

Special thanks to the following people: Dean Villafuerte, who contributed several prizes and is always the life of the party, Zoey, Kerri, Kahlil, official event photographers Dave Tom, Alex Rodionov who well hear from soon… and especially thanks to Vintage Taps, The Savoy Band, and LaPlaza Toronto!!!!

October 29, 2023
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Past Events

1920s Speakeasy

by Mandi Gould August 25, 2023
written by Mandi Gould

You asked for a 1920s party Toronto, so we’re making a comeback!

1920s Speakeasy

Saturday, October 21st

8pm – 12am+
LOCATION: La Plaza – the *new* lower level lounge
805 Dovercourt Rd., Toronto
$44pp
$19+

Step back in time and style for an evening of live music, cocktails (and mocktails), socializing, and interactive activities inspired by the roaring twenties!

  • Live Music by: The Savoy Band
  • Era-Inspired Cocktails & Mocktails by: The La Plaza Bar (Cash/Card Bar)
  • Performance by Vintage Taps!
  • Participatory 1920s Charleston Flash Choreography
  • Best Dressed Contest
  • Special Photo Opps
  • & More!

Dress to impress

Dressing up is 1920s or other vintage inspired fashions is encouraged but no matter what that means to you, you are welcome here! (If you don’t have anything vintage, wear your best modern fashions. Everyone is welcome.)

Speakeasy Access

A password to get in will be emailed to all ticket holders a few days before the event. If you don’t remember the password, we’ll send you on a small scavenger hunt to find it! Get your tickets now!

GET YOUR TICKETS NOW

NO TICKET FEES – The ticket price of $44 pp is exactly what it looks like: Absolutely no ticket fees or taxes will be added to your ticket at checkout. Every dollar helps to support the entertainment and venue, making this event and potential future events possible. Thank you for your enthusiasm and support! 

All sales for ticketed events are final and non-refundable. However, in the unfortunate event that you are no longer able to join us, passes may be transferred to another participant through private sale. Buying through private sale is conducted at your own risk.

August 25, 2023
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Past Events

Save the Date: Saturday, October 21, 2023

by Mandi Gould August 23, 2023
written by Mandi Gould

We’re making a post-pandemic “comeback” of our vintage events!

1920s Speakeasy
Saturday, October 21st

Downtown Toronto

Step back in time and style for an evening of live music, cocktails (and mocktails), socializing, and interactive activities inspired by the roaring twenties!

Dressing up is 1920s or other vintage inspired fashions is encouraged but no matter what that means to you, you are welcome here! (If you don’t have anything vintage, wear your best modern fashions. Everyone is welcome.)

More details coming soon!

TICKETS GO ON SALE SEPTEMBER 1, 2023

Here’s the video from our event in January 2020 –

August 23, 2023
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Life

We’ve got something cooking!

by Mandi Gould August 19, 2023
written by Mandi Gould

Hey everyone, it’s been a minute! We weren’t sure if we’d be able to secure any viable venues post-pandemic but an opportunity has presented itself and we are tentatively gearing up for an event on Saturday, October 21st. More details coming soon!!!

August 19, 2023
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Past Events

Gangsters, Grifters & G-Men: The Prohibition Era

by Mandi Gould April 28, 2023
written by Mandi Gould

Our good friend Dean who is an important part of all our Stepping Out Vintage outings is throwing an event and you should attend!

Gangsters, Grifters & G-Men: The Prohibition Era

SATURDAY, JUNE 17, 2023 AT 7 PM – 11 PM

A Prohibition Era themed fundraising event featuring live traditional jazz performed by THE JAZZ GANGSTERS.

Shawn & Ed Brewing Company 
65 Hatt Street, Dundas, ON, Canada, Ontario
Tickets: $30.00 (includes taxes and fees)
Dressing in vintage period style is strongly encouraged!
  • Prizes for Best Dressed
  • 50/50 Draw
  • White Elephant Auction
  • Trivia
  • Pass the Pineapple
  • Bail or Jail
  • Giveaways
  • Bake Sale
  • Bullet Count
  • Brewery Tour
  • Photo Booths
  • Beer and Wine available for purchase
  • In-house Beer Pies available for purchase.
Proceeds from the event are in support of the Hamilton Alzheimer’s and Alzheimer’s Society Music Project.

TICKETS AVAILABLE HERE

*All sales for ticketed events are final and non-refundable.
April 28, 2023
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Fashion & StylePast Events

CANCELLATION NOTICE: The Vintage Easter “Parade”

by Mandi Gould January 22, 2023
written by Mandi Gould

Photo by Henry Chan, 2012

The Vintage Easter Parade (Easter Stroll) will be taking place in Toronto on Sunday, April 9th

Cancellation Notice

Dear vintage and style enthusiasts,

We’ve made the difficult decision to cancel the Easter Parade that we had been planning to revive post-pandemic. The reality is that we are just too busy to do it justice. 

Thank you for your interest and understanding,
Mandi & Geoff

January 22, 2023
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ExcursionsFashion & StyleFeaturedTravel

Fascinating Voyage with Dandy Wellington & Ahoy Vintage Cruises

by Mandi Gould November 8, 2022
written by Mandi Gould

We recently got back from Dandy Wellington’s Fascinating Voyage with Ahoy Vintage Cruises. I was involved with the marketing and had the pleasure of coordinating with Dandy as a social convenor.

It was a terrific once-in-a-lifetime trip and I’m so glad that we were able to share the experience with about 120 other people. The spirit of the event was #vintagestylenotvintagevalues and from the point of view of the guests, I’d ay it was a great success.

Geoff was the event videographer. Here are the videos from the event:

Here are just a few photos:

November 8, 2022
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Excursions

Niagara Polo 2022!

by Mandi Gould September 14, 2022
written by Mandi Gould

Every two years, Niagara is host to a wonderful polo game.  In this video, Geoff and Dean attend and give us a glimpse of the action, style,  and amazing hats on display.

September 14, 2022
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Hello

Hello

The Team

Stepping Out Vintage is spearheaded by Mandi Gould & Geoffrey Holmes but has grown to include a terrific team of vintage enthusiasts. Our people are passionate about putting on super fun events that create a sense of community. A great event just makes life a whole lot more fun and interesting! We look forward to welcoming you to an event soon.

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We have two groups:

GTA Vintage Lifestyle Chit Chat (Toronto area)

Stepping Out Vintage (International)

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Recent Posts

  • Old Hollywood Party Thank You!

    April 15, 2024
  • Old Hollywood Party

    January 22, 2024
  • Thank you! 1920s Speakeasy

    October 29, 2023
  • 1920s Speakeasy

    August 25, 2023
  • Save the Date: Saturday, October 21, 2023

    August 23, 2023

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