Charleston Harbor Sailing

06/18/2024

Meet our Captain!! ⛵️ Captain Will Monts is a lifelong sailor. His maritime journey began at the age of 6 in Bluffton, SC, where he honed his sailing skills in Optimist dinghies. This early passion evolved into competitive racing and numerous seafaring tales. With a wealth of sailing experiences nationally and globally, Will has accumulated a treasure trove of maritime adventures, fishing achievements, and two prestigious international championships.

With over a decade of professional sailing instruction under his belt, Will boasts a repertoire of certifications, including a 50 Gross Ton Master License, US Sailing Certified Instructor, STCW with PDSD, and First Aid/CPR credentials. Having navigated thousands of nautical miles and actively participated in local, regional, and national regattas,

Will’s commitment to safety and exceptional service shines through in every charter, ensuring each guest experience is an unforgettable voyage.

05/13/2024

Our small business was featured on Live 5 News for the Palmetto Life series. We are so grateful to share the JOY of being on the Charleston Harbor with you! Thank you for your support!

04/30/2024

Sit back, relax, and immerse yourself in the breathtaking views during this once-in-a-lifetime escapade. Don't miss out on this truly remarkable experience! Book your adventure today.

Discover Charleston Harbor's Beauty On Board Esprit De Joy Experience the beauty of Charleston Harbor from the vast ocean on an unforgettable journey on board Esprit de Joy. Sit back, relax, and immerse yourself in the breathtaking views during this once-in-a-lifetime escapade. Don't miss out on thi...

12/21/2023

Sailing through the holidays with Santa’s elves on a magical “sleigh” ride! ⛵️🎅🏼✨

09/29/2023

Here is a little behind the scenes action! We filmed a segment with Live 5 news for the new lifestyle show called Palmetto Life, which features locally owned businesses in the Lowcountry. Thank you for supporting our small business!

09/29/2023

That’s a wrap! 🎥 We had a blast filming our segment on - thank you to the team at for making our dreams come to life and sharing our story with the Lowcountry community ⛵️🫶

09/27/2023

Captain Kyle is a partner of Esprit de Joy and has been sailing for eight years. He has logged thousands of nautical miles across oceans and waterways around the world. With a passion for the sea and a commitment to safety, Kyle has built a reputation as a skilled and experienced charter captain- just read our 5 star reviews to see how much our guests love him! 🤩

After living in the midwest, Kyle knew he had to live closer to the coast. In 2011, he made the move to Charleston, and from there he achieved the 100 Gross Ton Masters License and became an American Sailing Association Instructor. Since then, Kyle has worked in a variety of sailing-related roles, including as a yacht delivery captain, sailing instructor, and (BEST) charter captain. Thank you, Kyle!

09/18/2023

We LOVE how this brand shoot turned out for - CHS, this is the newest (and cutest) shop on the block.

This is a high-quality apparel company that creates wearable reminders of your happy place with the message of “living life to the fullest in the places we feel most alive.” I think they nailed their mission on board “Esprit de Joy.” 🌞 Check them out!

09/12/2023

SEPTEMBER “SAIL” - use code Sept50 at checkout for $50 off a private charter. We offer 3 charters per day! Check out www.charlestonharborsailing.com for more info 😎

09/07/2023

When you step into downtown Charleston, prepared to embark on a captivating journey through time. Captain Kyle will tell you the rich history of Charleston & give you insight on landmarks to visit - here are just a few places to visit after your charter with us!

09/06/2023

"Esprit de Joy" is a French phrase that translates to "spirit of joy.” The phrase conveys a sense of enthusiasm, positivity, and happiness.

"Esprit de Joy'' represents the idea that sailing is not just about reaching a destination, it's about the experience of being on the water, feeling the wind in your hair, and enjoying the beauty of Charleston. There is a special “Joy” that comes from sharing the sailing experience with others and creating lasting memories– and that is what we aim to do at Charleston Harbor Sailing.

09/05/2023

Like if you can’t get enough of the sunsets in Charleston 👏

08/31/2023

The Ultimate Charleston Weekend: Three Days Exploring the Holy City

Planning a weekend getaway to Charleston? Get ready to immerse yourself in the historic charm, coastal beauty, and vibrant culture of the Holy City. We'll guide you through a curated list of must-do activities for a memorable weekend in Charleston, including an unforgettable sailing charter experien...

08/26/2023

SEPTEMBER “SAIL!” All private charters in September are $50 off with code SEPT50. This is the best deal in the harbor and we want everyone to experience the joy of being on the water. Share with friends & book today! www.charlestonharborsailing.com

08/23/2023

Caught in action: Enjoying the good life 🌊🥂

08/23/2023

This Thursday! Join us for a sunset sailing charter!

**VESSEL INFORMATION:** *Esprit de Joy*, Captain Kyle. We sail from the Ashley Marina in downtown Charleston. **ABOUT:** Anyone is welcome & no experience required. This i

05/02/2023

We have a special Monday Meetup every week for a discounted rate! Share with friends and sign up. The world is your oyster!

**We sail from the Ashley Marina in downtown Charleston!** **VESSEL INFORMATION:** *Esprit de Joy*, Captain Kyle **ABOUT:** Open to everyone! This is priced per person up