Pin Up Underground Weekend



So this is exciting! We are scheduling a GLAM Photoshoot that weekend and hanging out around Orlando to Shop, Sip and See some fabulous Retro places!

The Cost of the weekend includes:

1 Hour Photo session with guaranteed Publication in Modern Day Pin Up Magazine with a 4 page spread! Theme is Queen of the Castle, the shoot will take place in the Castle Hotel! There will be a Rooftop shoot, glamour gallery shoot and more!

Underground Pin Up Weekend Itinerary that you can pick and choose through or do it ALL. There will be set times for our Speakeasy night and Burlesque/Cabaret show so you can join other Fabulous Pin Ups out and about. Get photographed having fun and looking pretty in Pin Up out and about.

Includes special shopping discounts at vintage stores on our map, discounted codes to a Burlesque/Cabaret Show and Itinerary. (tickets to the actual show are not included)

Who can Book:

Anyone! No experience necessary, we can help you from head to toe!


Saturday, April 10th & Sunday April 11th

Session Length:

1 hour

What does the Set look like:

Will be announced soon!


You get 2 outfit changes during your shoot time, most people match their outfits to fit the set. You can contact us if you need direction or suggestions!

Booking Fee:

$299- includes photoshoot, 8 professionally edited photos & 4 page publication in the International Modern Day Pin Up Magazine.

Extra Edits are available for $10 each.


The Castle Hotel, 8629 International Drive, Orlando, Florida 32819 USA

Shoot will take place in the Castle Hotel. We have blocked off rooms with a 60% discount rate of $99 a night that is exclusive to our shoot! To book a room, email us and we will get you a room for that day or the whole weekend at this amazing rate!

Hair & Makeup:

Professional Retro Hair & Makeup services are available for an additional cost of $100 booked through

Most commonly asked questions:

1. I don’t know how to pose, what should I do?

Don’t worry! We provide professional Pin Up posing guidance by @theparisianhostesspinup

2. Is the photographer male or female?

Your photographer is a female and will make sure you feel comfortable. We want you to have fun!

3. What should I bring?

Go retro and focus on 40-50’s style outfits, try to go for colors that will match the set. Garters, thigh highs are very pin up and tasteful and make for darling “peek a boo” shots. Make sure you get accessories! Retro Styled high heels that match your outfit are key.

We also have What Katie Did vintage Lingerie if you would like to purchase for your shoot, you must contact us in advance for this.

Cancellation Policy:

***All Bookings are final and no refunds will be provided due to our photoshoots selling out***