Our Spring Break Trip to Kiawah Island: What We Did and What I Wore

Last week we went on a family trip to Kiawah Island in South Carolina. Here’s where we stayed, what we did, where we ate, and all the outfits I wore! 

Our Spring Break in Kiawah Island

Last week was our spring break and we traveled to Kiawah Island, South Carolina. It was an island I’d never heard of, but Philip had heard about it because it has a famous golf course.

We spent seven days there and it was relaxing and beautiful and perfect. Highly recommend it, if you’re looking for a great place to travel with your family. We didn’t even golf, which is the main attraction, and we still had the best time.

Here’s what we did, where we stayed, and what I wore during our time there.

Where we stayed on Kiawah Island

We stayed at the Windswept Villa Condos.

This ended up being perfect for us because they were right on the beach (literally a 30 second walk to the sand), and they had two bedrooms, a loft with a bed, and a full kitchen. Plus it had a washer and dryer, which is always my favorite thing so I can do all the laundry before we head home and come home with suitcases full of clean laundry.

We booked the condo very early, so we got a great deal on them. When we were looking at the prices during our stay, they were triple what we paid for them. So book early!

Our daily itinerary:

Sunday: 

• Arrived in South Carolina (we flew into the Charleston airport), picked up our rental car, then drove toward Kiawah. Everything is very expensive on the Island, so we stopped at a Harris Teeter grocery store outside Charleston to pick up food for the week. It saved us a bunch of money to do that before we got onto the island (although there is a grocery store and a market on the island for any urgent needs).
• We had dinner at Tomasso our first night which was SO delicious. Highly recommend the brown butter gnocchi and the housemade garlic bread.

Monday:

• Most of our days were super relaxing during spring break, and this was definitely one of them. We took the kids down to the beach and Philip and I alternated going on runs while the boys played in the sand and water.
• For dinner, we drove to John’s Island (right outside the gates of Kiawah…only 10 minutes from our condo) to a cute little shopping and restaurant area called Freshfields. We had dinner at King Street Grill, and although it definitely had a bar feel, it was very family friendly and the food was delicious. We all got burgers and they were amazing. 
• There’s a little open grassy area with Corn Hole, so we played there for a little bit, and then got ice cream at Ben and Jerry’s.

Tuesday

• This was our fishing day! We booked a fishing excursion through Inshore Family Fishing on the island and we had a boat and captain to ourselves for 2 1/2 hours. He took us out to the best spots, taught us lots about the fish and the island and the area, showed us how to tag the fish when we caught them (we threw them all back), and helped us learn the right ways to use the rods and bait the hooks. The boys LOVED it. It was pricey, but we’d for sure do it again. 
• After fishing, we headed to the pool, and then got cleaned up for dinner and went to Cherrywood BBQ at Osprey Point Clubhouse. We got the 4 person platter and it was HUGE and delicious, and we brought plenty of leftovers home to eat for the rest of the week for lunches.

Wednesday:

• It was really rainy on Wednesday, and this was our day to go into Charleston for a little day trip. We first went to brunch at Big Bad Breakfast and loved it. The vibe was fun and the food was super good. Everything we got was amazing…even the kid’s pancakes that San got were tremendous. Philip got the chicken and waffles, I got the Huevos Rancheros Grit bowl and it was to die for. B got the french toast and we all tried and loved it, and I forgot what Fos got but he loved it too. Not a single bad thing on the menu. Try it if you’re ever in the area.
• It was rainy for the next few hours, so we spent some of it driving around, and then we bought umbrellas from the grocery store and ventured out to walk around and go through the markets. The rain finally let up, just in time for us to go on a horse drawn carriage ride through the city. We booked it through “Old South Carriage” and the tour guide was fantastic and we were gone about one hour.
• Don’t forget to get a praline from Savannah’s Candy Kitchen when you’re done…they’re the best!
• We went back to the condo that night and just ate leftovers for dinner since we had food left from our last few dinners and lunches.

Thursday:

• The sun came out on Thursday again and it was gorgeous and perfect weather. We rented bikes through the resort (a two day rental and they just dropped them off in the parking lot and left the lock code on our door) so we spent the entire afternoon riding around the island. We got an adult bike with a third wheel/seat/handlebars for Philip and San and that worked perfectly so he felt like he was riding but we didn’t have to worry about him slowing us down all day. Philip said it was 10x harder to ride with that on the back, but overall it was really fun. There are tons of paths around the island, and you can ride them easily on the beach, so we did some of both. It was literally a perfect day.
• For dinner, we left the boys at the condo with B in charge (he’s almost 12 and very responsible, plus he has a Gabb Watch that allows him to text or call us if needed) and Philip and I snuck away for a date over at Fairfields. It was only 10 minutes away, but it felt amazing to get away for the evening together. We went to Hege’s french restaurant and it was phenomenal. They just updated the menu a few weeks ago, and I got the lobster ravioli and Philip got the chicken schnitzel. We loooved both. Also the atmosphere of the restaurant was upscale, and super cool/chic. Highly recommend.

Friday:

• We had the bikes for another full day, and as soon as the boys woke up they were begging to go out on them again. Clearly they had fun the day before! We spent part of the morning at the beach, and then took the bikes out around more of the paths and onto the beach until the evening. There’s a little market with a grill on the island, so we rode our bikes there and ordered burgers and pizza (the burgers were good, the pizza was subpar) and then headed back to the condo as it started to pour freezing rain! It was a short ride back to the condo, but it was magical and fun as we rode our bikes all in a line as the rain poured down. It’s a moment I’ll remember forever!

Saturday:

• On Saturday, we had to check out by 10:30, so Philip and I got up early and went for a run on the beach together, and then took the boys to the beach for about an hour before we had to check out and head to the airport. We were all SO sad to go home!!

Here’s what I wore during our week in Kiawah

1. YELLOW SWEATER + WHITE PANTS OUTFIT
2. BON VOYAGE SWEATSHIRT + LONG SHORTS Fishing outfit
3. FLORAL PINK DRESS + SANDALS for nice, casual dinner
4. FLORAL SWIMSUIT + SHORTS for Bike Riding
5. BLUE FLORAL DRESS with DENIM JACKET + SNEAKERS
6. BIKE RIDING SHORTS, CREPE TOP, + EARRINGS
7. WHITE DRESS for fancy dinner
8. MATCHING CREAM SET PANTS + SHORT SLEEVE TOP (lower price version HERE)

A little spring break vlog

I love making videos of our trip too…here’s the one I made of this trip! You can also watch it on YouTube HERE. Plus I have a whole post about how to make these family videos if you want to try…check it out HERE!!

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