Postcards From Hilton Head Island: My Hilton Head Must Do’s

Earlier this summer, I visited Hilton Head Island for a long weekend with my mom and sister. Hilton Head is well known for their many golf courses and gorgeous beaches. While I’d definitely recommend checking out both the golf and the beach, the island has so much to offer visitors. These are my “must do’s” while visiting Hilton Head:


Explore Shelter Cove by kayak or paddleboard

Our kayaking trip and paddle-boarding lesson we took with Outside Hilton Head were definite highlights of the trip. The kayaking trip was a two hour tour where we explored Shelter Cover and the surrounding area. We saw so many dolphins which was really cool. Our guide was super knowledgeable and taught us a lot about the area and the wildlife. My sister and I were really looking forward to paddle-boarding- it was practically a requirement for our trip. It was our first time trying it and we both loved it! Not only was it a good workout, it was a fun way for the three of us to see the area from a different view.

Must Do's in Hilton Head Island- Boston Chic Party-2

Take advantage of Hilton Head’s bike paths

If any of my close friends are reading this, they are going to be surprised that I am recommending anything involving biking. While I may be big into spin class, biking isn’t my favorite. That just means it must be really amazing in Hilton Head! There are bike paths all over the island. The paths are distinctly separate from cars which made me feel really safe while riding. We rented bikes with Hilton Head Outfitters for our stay. It was super easy as they dropped them off at our hotel and also picked them up! Talk about convenient. We rode our bikes out for breakfast, to do some shopping and just to explore. I’d absolutely recommend seeing Hilton Head via two wheels!

Must Do's in Hilton Head Island- Boston Chic Party-1

Indulge in the local cuisine

Living in New England, there were definitely a lot of items I wouldn’t normally see up here on the menus  at Hilton Head restaurants. Whenever I am travelling, I think it’s best to try the local food- it usually ends up being the best too! Some things I loved trying: fried green tomatoes, grouper, Carolina trout and moonshine cocktails. Check out some of my restaurant recommendations for where to try the local favorites.

I’d love to make a trip back to Hilton Head soon and you better believe I’ll be doing all of these things again when I do!

xoxo, Jenna

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  1. September 26, 2016 / 3:39 pm

    I love the food choices for restaurants down there. Endless amounts of great kitchens on that island and even in Bluffton too!

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