Private Johns Island Cruises — Sunset, Day & Sommelier Wine Tastings
Experience personalized, reservation-only boat charters from Johns Island, South Carolina — tailored private cruises for groups seeking Charleston sunset views and expert-led wine tastings.
Featured Cruises & Experiences
Private Sunset Wine Tasting Cruise • Private Day/Sunset Cruises • Private Sunset Cruise
About Chocolate Milk Charters
Chocolate Milk Charters is a Johns Island, South Carolina-based boat charter company that offers private cruises on Charleston-area waterways. The company specializes in intimate, reservation-only experiences including a Sommelier-led Private Sunset Wine Tasting Cruise, Private Day/Sunset Cruises, and Private Sunset Cruises. Each trip is tailored for small groups seeking a relaxed, personalized outing on the water.
The Private Sunset Wine Tasting Cruise runs three hours and features Sommelier Latasha Tavelle guiding guests through six wines selected to match guest preferences, with paired accompaniments and the option to purchase bottles to enjoy aboard. Private Day/Sunset Cruises focus on leisure—guests bring preferred drinks and snacks while the charter provides amenities, music, and a comfortable cruise environment. The Private Sunset Cruise emphasizes scenic Charleston sunsets and allows guests to bring food and beverages; cooking utensils are provided for onboard preparations.
Reservations are required for all private charters, ensuring dedicated vessel time and attentive service. Operating from Johns Island, Chocolate Milk Charters serves Charleston and surrounding waterways, offering flexible departures timed for sunset or daytime enjoyment. The company communicates trip details and expectations at booking, and provides equipment and basic supplies as described in trip summaries.
These private, small-group cruises are suited for couples, families, and friend groups seeking a bespoke maritime experience with a focus on scenery, relaxation, and tailored hospitality. Chocolate Milk Charters partners with a certified sommelier for the wine tasting cruise, adding an expert-led culinary element to the waterfront experience. Bookings are available by reservation directly through Chocolate Milk Charters.
Reserve a Private Johns Island Cruise Today
Secure a private sunset, day cruise, or three-hour sommelier wine tasting with Chocolate Milk Charters—check availability and reserve by reservation.