Sail Folly

06/22/2026

06/20/2026

06/16/2026

Customize your sail—whether it’s a swim, sandbar nature ramble or simply kicking back in the bean bags under the sunshine and sea breeze you’ll find your vibe.

06/13/2026

Bride tribe, but make it Lowcountry. ✨🌴

Private catamaran, sunset skies, dolphin cameos, and plenty of room to kick back with your favorite people. The perfect Charleston bachelorette vibe.

06/08/2026

Message us or email [email protected] with your questions and qualifications

06/08/2026

Competitive pay, weekends a must.

06/08/2026

⛵ Now Hiring Captains – Charleston & Folly Beach, SC ⛵

Love being on the water? We’re looking for enthusiastic, professional captains to join our boutique catamaran charter team operating in the beautiful Charleston and Folly Beach area.

We’re seeking upbeat, people-oriented mariners with strong small-boat sailing skills and confidence handling and operating Stiletto 27 catamarans. Our charters focus on creating memorable experiences for guests, so a positive attitude and great customer interaction skills are just as important as boating expertise.

What we’re looking for:

Strong sailing and small-boat handling experience
USCG captain’s license
Friendly, outgoing personality
Dependable and safety-focused
Passion for sharing the Lowcountry’s incredible waterways with guests
What we offer:

Competitive pay
Flexible scheduling
Fun, team-oriented environment
Opportunity to spend your days on the water showcasing Charleston’s coastal beauty
Availability needed:

Weekend availability is essential
Additional weekday shifts available throughout the season
If you enjoy sailing, meeting new people, and working in one of the most beautiful boating destinations in the country, we’d love to hear from you.

📩 Send us a message or email your boating experience, certifications, and availability to learn more.