Charleston Harbor Sailing

02/14/2026

Come experience “Joy” in its purest form…💗⛵️

04/15/2025

We couldn’t be more proud!! 🥇 Our very own Captain Will led his dad and 3 brothers to a first-place finish in the Inshore Handicap division at this year’s Charleston Race Week aboard his boat, Stella.

⛵️Charleston Race Week is the largest keelboat regatta in the western hemisphere, drawing hundreds of teams from across the country and around the world.

Stella won four out of nine races, and never finished worse than third, finishing the event with a low total of 12 points. Challenging conditions favored patience and tactical skill, allowing Stella remain at the front of the pact despite being the one of smallest boats in the fleet.

Charleston Race Week is the first event of the summer racing season, and this win comes on the heels of an extremely successful winter season, with a division win in the Nassau Cup Ocean Race and first place in the ORC 3 Division of the SORC Islands in the Stream series, as well as a second place finishes in the Ft. Lauderdale to Key West Race and the Wirth Munroe Ocean Race.

03/05/2025

We love hosting dreamy photoshoots on our sailboat. You can book a private charter and bring a photographer any day of the week. Just give us a heads up so we can plan the best sailing course to ensure the best photos 😍📸

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 😎