On this page you'll find a calendar of upcoming local events created by our friends over at St. Augustine Social. Click on a specific event to learn more. Our event calendar goes out three months. If you're planning a stay further in advance, please check back as your stay nears to see more events.

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Lady’s Day at the Raintree

May 1, 2021 @ 1:00 pm - 4:00 pm


Join us for an afternoon of fun, fizz and fashion on Saturday, May 1st.

Fluff up your finest Derby Hat and celebrate the Kentucky Derby with Hopefull Handbags at the Raintree Restaurant in uptown St. Augustine!

After some welcome champagne on arrival, you will be treated to a Raintree favorite, their Salmon baked with a Lobster Champagne Cream Sauce, followed by their classic brownie bites dessert. You can continue in celebration mood during the afternoon with bottomless champagne on hand. Mint Juleps will, of course, be available (pre order please)
for just $5.

But hold your horses, there so much more! Everyone who wears their most imaginative millinery will be in the running for the first prize in the Best Hat Stakes. Trot around the vendors’ stands and peruse everything from jazzy jewelry and stylish apparel. There will also be fine fillies parading chic fashions. It will be an afternoon of galloping fun with your best girlfriends!

All net proceeds go directly to Hopefull Handbags which provides support and help to those who have suffered domestic abuse. In addition to giving them hope, we also give every victim a handbag filled with essential items.

If you care to bring a new or gently used handbag, we will pass it on to HH. For your kind donation, you will receive an arms’ length of tickets for our sensational prices.

Don’t be saddled with the shopping on Saturday, May 1. For just $75 our Ladies’ Day wins hoofs down! Join the winning connections at the Raintree on Saturday, May 1st. Everyone’s a winner.


May 1, 2021
1:00 pm - 4:00 pm
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Raintree Restaurant
102 San Marco Avenue
St Augustine, FL 32084 United States
View Venue Website


Hopefull Handbags
View Organizer Website