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.
Private Sunset Wine Tasting Cruise • Private Day/Sunset Cruises • Private Sunset Cruise
water-activities · Johns Island
Set sail on a luxurious 3-hour sunset cruise featuring curated wines and breathtaking coastal views. Discover why Chocolate Milk Charters is a top choice for water-based relaxation and fine wine in the area.
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.
Serving Charleston waterways
Sunset and day options
Exclusive group bookings
Sunset wine tasting length
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Chocolate Milk Charters listing.
Chocolate Milk Charters offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Secure a private sunset, day cruise, or three-hour sommelier wine tasting with Chocolate Milk Charters—check availability and reserve by reservation.
water-activities · Johns Island
Set sail on a private day cruise with Chocolate Milk Charters and discover the beauty of the local waters. Perfect for relaxing, celebrating, or just enjoying the sun, this voyage promises unforgettable moments on the water.
water-activities · Johns Island
Set sail into Charleston’s stunning sunset with a private cruise tailored for relaxation and breathtaking views. Discover why this is a must-do experience in the Lowcountry.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.