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.
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Difficulty
easy
Duration
3 hours
Fitness Level
Suitable for all fitness levels, minimal physical effort required
Wildlife
History
The region has a long maritime history, with local legends dating back centuries about shipwrecks and pirates.
Conservation
The companies prioritize sustainable practices, ensuring minimal impact on marine ecosystems during cruises.
Chocolate Milk Charters
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.
Location
Johns Island, SC
Serving Charleston waterways
Trips Offered
3 Private Cruises
Sunset and day options
Private Charters
Reservation Only
Exclusive group bookings
Typical Duration
3 hours
Sunset wine tasting length
Secure a private sunset, day cruise, or three-hour sommelier wine tasting with Chocolate Milk Charters—check availability and reserve by reservation.
Arrive early for the best sunset views
Getting to the dock early ensures you secure a great spot to enjoy the sunset and additional photos.
Bring a light jacket or layers
Evening breezes can be cool after sunset, so dress accordingly for comfort.
Purchase wines in advance
Advance pre-orders can help you enjoy your favorites without last-minute hassle.
Use sunscreen during the day
If arriving early, protect yourself from sun exposure before the cruise begins.
Sun protection (sunscreen, hat)
Protect your skin from sun exposure during the daytime and early evening.
summer
Camera or smartphone
Capture the stunning sunset views and memorable moments.
Light jacket or layers
Stay warm once the sun sets or if it gets chilly.
spring|fall|winter
Bottle of water
Stay hydrated while enjoying the cruise.