Adventure Brief
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.
1.5–2 hours
easy
Family Friendly
No Experience Required
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.
More ways to explore the area's outdoor wonders
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Difficulty
easy
Duration
1.5–2 hours
Fitness Level
No special fitness required; suitable for all ages
Wildlife
History
Charleston Harbor has played a central role in American history, including the Civil War and early colonial days, making the waters rich with stories and cultural memories.
Conservation
Chocolate Milk Charters emphasizes eco-friendly practices, including minimal water disturbance and wildlife awareness to preserve the pristine beauty of Charleston’s coastline.
Chocolate Milk Charters
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.
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.
Bring your favorite drinks and snacks
Customize your sunset experience by packing beverages and light bites for a personal toast on the water.
Arrive early to secure a good spot
Get comfortable on the boat early to enjoy unobstructed views and optimal sunset moments.
Dress in layers
Evening breezes can be cool; layered clothing ensures comfort throughout the cruise.
Check weather conditions beforehand
Clear skies enhance the sunset; plan accordingly for weather changes.
Sunscreen
Protect your skin from UV rays during daytime hours on the water.
summer
Hat with brim
Shade your face from the sun during the cruise.
summer
Light jacket or cover-up
Keep warm if the temperature drops after sunset.
spring|fall|winter
Camera or smartphone
Capture stunning sunset moments and scenic views.