What I Wore In St Augustine

We had such a great time visiting St. Augustine for the first time! It was a very over due trip because we planned on going twice before and our trips got cancelled for one reason or another. It felt similar to cities like Savannah and Charleston, the housing and scenery very Southern and picturesque. The food was wonderful and it was so cool learning about the history there. Of course, I brought a ton of cute outfits for the trip and I want to share what I wore in St Augustine too.

We did the Trolley tour while there, and it was a great way to ride around the city and learn about it as well. I would highly recommend it because it stops at a lot of the places we wanted to see, and you can get on the bus at any of the stops. We used it as a way of transportation for the most part since it does stop at the key points, like the Fort.

Where to Stay

Our favorite food spots were Michael’s and Ice Plant. I will go into detail about those below as you scroll through photos. We stayed at Penny Farthing and I cannot recommend it enough! It is the cutest 1800s Victorian home bread and breakfast. They served amazing breakfast each morning and had wine and cheese at 4pm each day. It was heavenly and I would stay there again and again.

Here are some snaps of Penny Farthing Inn. It was so cute! It was the perfect walking distance to St George Street, the spot where basically everything is. There are a lot of cute bed and breakfast spots and I would recommend staying in one for the full St Augustine experience.

If you are interested in seeing my trip before this one to Palm Beach, check it out here. And if you have any questions about what I wore in St Augustine leave them in the comments!

What I Wore In St Augustine

Keep scrolling for all of my outfits on the trip and food details!

Sizing reference: I am 5’4″ and typically XS in tops and 25 in bottoms.

Moto Jacket + Skirt

It was in the 70s at night and I am so happy I brought a jacket! 70s is cold for me now that I have acclimated to Tampa weather! This jacket is super cute and under $100. It is true to size and I just adore the puff sleeves. This skirt is a medium because it was the only size left and it’s a little big but it works. I recommend sizing up in Loveshackfancy skirts.

I wore this outfit to Ice Plant distillery. You can do a distillery tour too and their drinks are fabulous. They make their own ginger beer and the Moscow mules are insanely good. The crab beignets and fish spread are literally to die for.

Outfit Details:

Jacket (c/o), Skirt, Necklace, Hoops (c/o), Sunglasses, Apple Watch Band, David Yurman Bracelet, Louis Vuitton Bag

Moto Jacket + Dress

I wore this stunning dress to Michael’s for dinner. This jacket is the perfect way to take any summer dress into fall. The dress is my normal XS and I sized up to a small in the jacket. Michael’s was AMAZING. We did their 3 course meal and got lobster gnocchi, risotto and banana foster (pictures of the food below). I am dying to get back there just to eat that meal all over again! Highly recommend!

Outfit Details:

Dress (c/o), Jacket (c/o), Sandals, Sunglasses, Necklace, Hoops (c/o), Louis Vuitton Bag

Oversized Tiger Tee

I wore this tiger tee out exploring one of the days and it’s so comfy and oversized. It is true to size.

Outfit Details:

Tee (c/o), Jeans (c/o), Sunglasses, Necklace, Hoops (c/o), Louis Vuitton Bag

Leopard Pullover

I am so happy I brought this sweatshirt to lounge in when it was cooler in the morning! We went exploring one morning to find some great coffee and this sweatshirt is the softest thing ever! I sized up to a small.

Outfit Details:

Sweatshirt (c/o), Jeans (c/o), Sunglasses, Necklace, Hoops (c/o), Louis Vuitton Bag

Lounge Set

This lounge set is a great neutral with a hint of pink. Both pieces are my normal XS.

Outfit Details:

Shirt, Joggers, Hat, Necklace, Hoops (c/o), Apple Watch Band, David Yurman Bracelet, Sunglasses, Louis Vuitton Bag

Leopard Skirt

I had to have this cutoff skirt when I saw it. I runs small so I sized up to a 26.

Outfit Details:

Skirt, Necklace, Hoops (c/o), Sunglasses, Louis Vuitton Bag

Moto Jacket + Leopard Skirt

I just love the color of this moto jacket. I am going to do a blog post on all the ways you can style it because it’s one of my all time favorite fall pieces.

Outfit Details:

Jacket (c/o), Skirt, Boots, Necklace, Hoops (c/o), Apple Watch Band, David Yurman Bracelet, Sunglasses, Louis Vuitton Bag

Thank you for all of your messages and recommendations on Instagram, I put a list together of them below (besides the spots I listed above in my post):

Fountain of Youth

Tini Martini Bar

Culinary Outfitters

Caps on the Water

The Lighthouse

Alligator Farm

Prohibition Kitchen

Llama

Sarbez

Cellar 6

The Well

Beaches at Vilano

Collage Restaurant

Hyppo

Harry’s

Kookaburra

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