easy
2–4 hours
Suitable for all fitness levels; mostly seated and relaxed on the vessel
Experience luxury sunset sailing aboard Chocolate Milk Charters in Charleston, SC—the perfect blend of relaxation, wildlife views, and curated hospitality. Discover why this is a top choice for private group adventures.
Located in the scenic coastal city of Charleston, South Carolina, Chocolate Milk Charters offers a private luxury sailing experience that perfectly captures the essence of Lowcountry waterfront recreation. This unique charter combines intimate, personalized service with stunning views of Charleston Harbor, Historic Downtown, and the Atlantic coastline. Guests aboard the beautifully appointed Chocolate Milk yacht enjoy not only luxury and comfort but an immersive adventure featuring gourmet wines, curated music, and a chance to spot local wildlife like playful dolphins. Whether you're celebrating a special occasion, enjoying a group outing, or simply seeking a relaxing escape, this experience stands out from typical boat tours in the region by focusing on creating lifelong memories in a peaceful, elegant setting.
Captained by seasoned professionals like Mike and accompanied by attentive crew members, each trip is tailored to your preferences—from music selection to curated charcuterie and wine tastings, elevating your time on the water. Beyond its luxury appeal, Chocolate Milk Charters also offers insightful commentary about Charleston’s rich maritime history and the surrounding ecosystems, including salt marshes and barrier islands. The boat’s spacious deck provides a front-row seat to breathtaking sunsets over historic forts, iconic bridges, and the gently shimmering water.
Charleston's waterfront is a hub of cultural heritage and natural beauty, famed for its classical architecture and vibrant harbor life. Sailing here means encountering diverse marine species and pristine coastal landscapes shaped by tidal rivers and estuaries. The company’s commitment to personalized hospitality, comfort, and authentic local experiences makes Chocolate Milk Charters a distinctive destination option for travelers seeking to explore Charleston from the water with style and tranquility. This isn’t just a charter—it’s a celebration of Charleston’s coastal charm and Southern hospitality.
Give yourself extra time before departure to enjoy Charleston’s historic marina and waterfront shops.
Sun protection is important during daytime sails; a jacket helps during cooler evening breezes.
Let the crew know your food and beverage preferences to customize your charter experience.
Non-slip shoes are recommended to safely move around on the boat’s deck in changing conditions.
Charleston Harbor has been a strategic port since the 17th century, with Fort Sumter being a landmark of Civil War history nearby.
Efforts in Charleston Harbor focus on preserving water quality and protecting marine habitats amidst growing tourism and urbanization.
Provides secure footing on wet or uneven deck surfaces.
Protects your eyes from glare and sun exposure while on the water.
summer specific
Keeps you comfortable during cooler breezes or overcast conditions.
fall specific
Stay hydrated throughout your adventure on deck.