THE ADVENTURE COLLECTIVE® · Independent discovery and booking for outdoor travel
Discover the rich history and scenic beauty of Hilton Head Island on a private cocktail cruise with Vagabond Cruise. Enjoy handcrafted drinks, stunning waterways, and fascinating stories in an intimate setting that makes for a truly unforgettable outdoor adventure.
Discover the rich history and scenic beauty of Hilton Head Island on a private cocktail cruise with Vagabond Cruise. Enjoy handcrafted drinks, stunning waterways, and fascinating stories in an intimate setting that makes for a truly unforgettable outdoor adventure.
Book with Vagabond Cruise
Verified experiences and guided adventures in the surrounding area.
Operated by Vagabond Cruise · Hilton Head Island, South Carolina
Experience the charm and elegance of Savannah's history in a unique way with the Historic Savannah Cruise, a private cocktail tour aboard Vagabond Cruise on Hilton Head Island. This exclusive journey seamlessly combines scenic waterways, historic landmarks, and expertly crafted cocktails, making it perfect for those looking to explore the area with a sophisticated twist. As you glide through tidal creeks and marshes, guides share fascinating stories about the region's rich past, from early settlement days to notable architectural milestones. The onboard bar offers a curated selection of local spirits and creative drinks, providing the perfect pairing with the stunning views and gentle sea breeze. Whether celebrating a special occasion or simply seeking a memorable outdoor experience, this private cruise offers a blend of relaxation, history, and luxury. The attentive service ensures you enjoy every moment, while the secluded setting promises a peaceful escape from busy tourist spots. Ideal for small groups, couples, or friends, this activity provides an intimate way to discover Hilton Head Island's maritime heritage with a flavorful twist. End the evening with beautiful sunset vistas, making it a truly unforgettable adventure that combines culture, scenery, and exquisite libations. Prepare to make lasting memories on this elegant voyage through South Carolina’s coastal waters with Vagabond Cruise.
easy.
2–3 hours.
Suitable for most fitness levels; minimal physical activity required
Yes, the cruise is family-friendly; however, children should be comfortable around water and outdoor environments.
Yes, the private cocktail tour features a selection of handcrafted cocktails as part of the experience.
No, all beverages are provided onboard, including a variety of local spirits and specialty cocktails.
Trips may be rescheduled or canceled in case of severe weather to ensure safety; you will be informed in advance.
The experience is designed for small groups, typically up to 6-12 guests for an intimate setting.
Please contact Vagabond Cruise in advance to discuss accessibility options for your specific needs.
Vagabond Cruise has been operating since 1985, offering guests a chance to experience South Carolina's coastal history firsthand through guided boat tours.
Vagabond Cruise actively participates in marine preservation efforts, ensuring the waterways remain pristine for future generations.
Vagabond Cruise operates a diverse fleet from Hilton Head Island, offering narrated wildlife excursions, specialty dining cruises, private charters, and seasonal holiday sailings. Flagship vessels include the Tammy Jane, Spirit of Harbour Town, Solaris, Vagabond, and the historic Stars & Stripes, each tailored for experiences ranging from two-hour crabbing and shrimping expeditions to multi-hour trips to Daufuskie Island and Savannah. Guests can choose guaranteed dolphin encounters on ocean and estuary cruises, relaxed sandbar sunbathing charters, intimate Solaris private charters for up to ten guests, or festive themed sailings such as fireworks dinners, holiday brunches, and the Gregg Russell Bubble Gum Cruise. Dining options feature Lowcountry menus and plated dinners crafted by award-winning chefs, buffet brunches, and specialty Gullah Geechee cuisine, with indoor climate-controlled cabins and open-air decks available. Educational offerings include narrated naturalist sunset dolphin cruises, stargazing sessions with “Bill the Sky Guy,” and paranormal ghost tours led by local experts. The company highlights hands-on marine experiences—baiting crab pots, hauling shrimp nets, and sorting fresh Carolina shrimp—designed for families and curious travelers. Safety and professional service are provided by experienced captains and trained crew, with full-service bars and private tables on select vessels. Vagabond Cruise partners with Sea Pines Resort for catering on exclusive Solaris charters and coordinates holiday events throughout the season. With a broad calendar of daily and special-event sailings, Vagabond Cruise delivers reliable, locally rooted maritime adventures across the Lowcountry. Bookings are available online with flexible options for groups, families, and private celebrations and seasonal themed departures.
Book with Vagabond Cruise