I went to CHS for the first time in April 2025 and FELL IN LOVE! So much so that when I was in Hilton Head, I made my family drive 2 hours just to experience it.
Sections
3
Things to do
Outfits
FOOD
Things to do
Entertainment is not lacking here!
Incredibly moving and eye opening. Carve out multiple hours to take it all in.
International African American Museum
Simply walk down King St in Charleston and do some window shopping.
Shopping in Charleston/Downtown
My sister and I enjoyed just being near the water but this would be such a cute place to have a picnic.
Charleston Waterfront Park
CUTE little shop near Waterfront Park, we went twice…
Indigo Home
You can't go to CHS without going to the city market.
Charleston City Market
These houses/businesses are absolutely beautiful. It was cool to see the historical plaques that annotated the history of the buildings.
Rainbow Row
While my sister and I did not end up utilizing any kind of tour a lot of the locals recommended this specific touring agency to us.
Bulldog Tours
Further into Waterfront Park is the Pineapple Fountain! So iconic and beautiful at sunset.
Pineapple Fountain
The Notebook fans need to walk by and see the American Theatre in all of it's beautiful glory.
American Theater
Outfits
Some things I wore (or would wear) on the streets on CHS.
I have last seasons version of this dress and it is so flattering on my plus size body. Flowy and lightweight for hot days.
Aerie At The Barre Bow Dress
I felt pantsless wearing these, exactly how I like it.
The Somerset Linen Pull-On Pants
I rented this from Nuuly and loved how oversized and warm it was for the plain ride to Charleston, especially when we got delayed…
Pilcro Oversized Embroidered Cardigan Sweater
Another Nuuly find that was perfect for the beach.
Printed Maxi Slip Skirt
Just Nuuly in general is a travel must do. I love to pick fun outfits I would usually never wear and splurge a little.
Nuuly
If you like compliments then you will love this case, it helps that it is super protective.
Casely Phone Case | Fun on Weekdays
I am very self concious of my body but I found this denim skirt stretchy and flattering for long days.
AE Stretch High-Waisted Perfect Denim Mini Skirt
An oversized V-neck is an ultimate staple.
Aerie Oversized V-Neck Boyfriend T-Shirt
Cute, yes. The most practical/comfortable? no. Don't wear for walking but wear to dinner.
Adidas Gazelle Bold- Pink
FOOD
SEAFOOD, SEAFOOD, SEAFOOD. Even if you're not a fan just give it a shot on the coast!
5 stars is absolutley right for this joint. I went on two occassions and did not leave disappointed. One of my favorite parts is the donations they do if you put your phones in a box. Top tier service every time!
Hyman's Seafood
If I had this near me my wallet would be in danger…
Bitty and Beau’s Coffee
The view was absolutley beautiful, I recommend you bring a jacket if you're coming in the spring.
The Watch Rooftop Kitchen and Spirits
Another delicious place to grab a bite to eat. Shem Creek is such a beautiful area to walk around!
Red's Ice House
Another delicious place in Shem Creek. The grits were fantastic, I still dream about them.
Vickery's Bar & Grill - Shem Creek, Mount Pleasant, SC
