Hilton Head Cruises: Dolphins, Sunsets & Private Charters

Join Vagabond Cruise for an exclusive crabbing adventure around Hilton Head Island that combines education, wildlife viewing, and outdoor fun. Perfect for all ages, this private trip promises a memorable day on South Carolina’s scenic waterways.

Discover the magic of Hilton Head Island with the Donuts & Dolphins Cruise. Experience close encounters with playful dolphins and enjoy stunning coastal views on this private boat tour with Vagabond Cruise. Perfect for a relaxing day on the water with friends or family!

Join Vagabond Cruise on Hilton Head Island for a one-of-a-kind dinner experience at sea. Enjoy breathtaking sunset views, wild dolphin sightings, and delicious outdoor cuisine. An adventure perfect for nature lovers and foodies alike!

Discover the charm of South Carolina's coast with Vagabond Cruise’s Sunset Shrimp Trawling Expedition. Enjoy a relaxing boat tour at sunset, learning about traditional shrimping and spotting local wildlife. An unforgettable experience for nature lovers and seafood enthusiasts alike!

Discover the art of traditional shrimp trawling on Hilton Head Island with Vagabond Cruise. This immersive boat tour offers a unique look into local fishing practices and coastal life, perfect for adventure seekers and families alike.

Discover the beauty of Hilton Head Island on a private sunset dolphin cruise with Vagabond Cruise. Watch playful dolphins, enjoy scenic views, and capture unforgettable moments as the sun dips below the horizon.

Discover the perfect day on Hilton Head Island with Vagabond Cruise's Solaris Sandbar Sunbathing Charter. Relax, soak up the sun, and explore scenic coastal waters on this private boat tour designed for up to six guests. Experience South Carolina's stunning shoreline in a peaceful, personalized setting.

Discover the scenic waters of Hilton Head Island aboard the luxurious Solaris private boat tour. Perfect for wildlife viewing, coastal exploration, and relaxing in style, this experience offers a tailored adventure for up to six guests.

Experience the beauty of Hilton Head Island from the water while enjoying a delicious Lowcountry lunch. This private boat tour combines scenic views, regional cuisine, and personalized service for a memorable outdoor adventure.

Discover the beauty of Hilton Head Island on a private boat tour while enjoying a delicious Lowcountry lunch indoors. Perfect for relaxing with friends or family, this experience blends scenic views with regional flavors for a memorable outdoor adventure.

Discover a one-of-a-kind dining experience aboard the Vagabond Cruise boat on Hilton Head Island. Enjoy gourmet food and dolphin sightings in an intimate indoor setting — perfect for making lasting memories.

Experience a magical night on Hilton Head Island with Vagabond Cruise’s Fireworks Dinner Cruise. Sip delicious local fare while watching Shelter Cove’s spectacular fireworks—from cozy indoor comfort or open-air decks, this 2.5-hour voyage promises unforgettable memories.

Escape to the waters of Hilton Head Island with Vagabond Cruise's Sunset Dinner Cruise — an exclusive experience featuring exquisite dining, scenic sunset views, and playful dolphin sightings. Discover what makes this private adventure so special and unforgettable.

Discover the beauty of Hilton Head Island during an exclusive sunset sail with Vagabond Cruise. Experience stunning ocean views, wildlife sightings, and peaceful evenings at sea in this private adventure tailored just for you.

Discover the thrill of spotting dolphins on this private Ocean Dolphin Cruise off Hilton Head Island. Experience scenic views, marine wildlife, and personalized service on a relaxing river journey.

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.

Step aboard Solaris for a private luxury charter at Palmetto Bluff. Enjoy intimate sunset cruises through Hilton Head Island’s scenic waterways, perfect for celebrations or quiet escapes.

Experience Palmetto Bluff’s serene sunsets aboard the Solaris, a luxury private boat charter designed for up to six guests. Perfect for romantic escapes or special occasions, this intimate trip offers stunning Lowcountry views and personalized itineraries.

Discover the perfect blend of relaxation and adventure with the Solaris Sandbar Sunbathing Charter off Hilton Head Island. Enjoy private access to scenic sandbars, crystal-clear waters, and unmatched coastal views in this exclusive boat tour. Perfect for a laid-back day with friends or family, this experience promises unforgettable memories on the water.

Discover the beauty of Hilton Head Island from the water with Vagabond Cruise's private Solaris boat tour. Perfect for small groups, this guided adventure promises stunning views, wildlife encounters, and a relaxing escape.

Discover the beauty of Hilton Head Island aboard the Solaris Afternoon Sightseeing Cruise. This intimate boat tour offers breathtaking views and wildlife encounters—perfect for a relaxing afternoon adventure.

Embark on a peaceful morning cruise around Hilton Head Island with Vagabond Cruise. Perfect for small groups, this boat tour reveals stunning views, local wildlife, and the island’s natural beauty with personalized service.

Discover the beauty of Hilton Head Island on the Solaris Happy Hour Cruise. Enjoy sunset views, island scenery, and a relaxed vibe on this private boat tour designed for small groups.

Discover the magic of sunset sailing on Hilton Head Island with Vagabond Cruise's Solaris Sunset Cruise. Perfect for small groups, this private boat tour offers stunning coastal views and a peaceful atmosphere. Keep reading to learn why this experience is a must-do during your visit!

Set sail from Hilton Head Island aboard the Vagabond for an unforgettable 1.5-hour stargazing cruise guided by local expert Bill Gwynne. Explore the Milky Way’s core, ancient constellations, and celestial navigation on this family-friendly nighttime adventure.

Experience the haunted waterways of Hilton Head Island with the Ghost Ship Cruise, where expert paranormal guides share chilling local legends and ghost stories aboard a comfortable nighttime boat tour.

Celebrate Mother’s Day on the water with a 1.5-hour brunch cruise aboard the Spirit of Harbour Town, featuring Southern cuisine and sparkling mimosas while sightseeing Hilton Head Island’s stunning Lowcountry waterways.

Experience Hilton Head Island’s captivating scenery this Easter aboard the Vagabond Cruise’s Brunch Cruise. Enjoy waterfront views paired with a delicious southern buffet—perfect for a festive family outing.

Celebrate Mother’s Day on Hilton Head Island with a festive 1.5-hour brunch cruise aboard the Spirit of Harbour Town. Enjoy Southern cuisine, champagne mimosas, and coastal views in a relaxed, family-friendly setting.

Join the Easter Brunch Cruise aboard the Spirit of Harbour Town for a 1.5-hour journey through Hilton Head Island’s stunning Lowcountry waters. Enjoy a southern buffet brunch paired with scenic views and $5 champagne mimosas for a holiday celebration to remember.

Honor Dad with a scenic two-hour brunch cruise on Hilton Head Island’s peaceful waters. Enjoy Southern cuisine, champagne mimosas, and stunning views aboard the Spirit of Harbour Town this Father's Day.

Celebrate Father’s Day on Hilton Head Island with a scenic brunch cruise through Lowcountry waters. Enjoy a southern buffet, sparkling mimosas, and stunning coastal views aboard the Spirit of Harbour Town.

Celebrate Independence Day aboard the legendary Stars & Stripes yacht on Hilton Head Island and enjoy unbeatable views of the Harbour Town fireworks display. Join the crew or relax as the sun sets over Calibogue Sound for an unforgettable 4th of July experience.

Set sail on a festive 60-minute cruise around Hilton Head Island for a magical holiday experience featuring a personal visit from Santa and a delicious donut bar. Discover why this family-friendly cruise is a seasonal must-do.

Experience a unique Thanksgiving celebration aboard the Spirit of Harbour Town on Hilton Head Island. Enjoy a seasonal harvest menu while cruising scenic coastal waterways, offering panoramic views and local wildlife encounters.

Set sail on Hilton Head Island’s Fireworks Dinner Cruise and enjoy an evening of gourmet Lowcountry dining combined with stunning fireworks over Shelter Cove. Discover why this waterfront adventure is a must for families and food lovers alike.

Join the Vagabond Fireworks Cruise on Hilton Head Island for the ultimate summer night experience. Sail Broad Creek at sunset and enjoy front-row views of the Shelter Cove fireworks display.

Get the best seat in the house for Hilton Head Island’s Shelter Cove Fireworks with the Tammy Jane cruise. Enjoy stunning sunset views and vibrant pyrotechnics from the water on this popular 1.5-hour evening trip.

Celebrate St. Patrick’s Day in Savannah’s vibrant River Street area without the parking headaches. Cruise from Hilton Head Island aboard The Spirit of Harbour Town for a festive and relaxing journey to one of America’s largest parades.

Enjoy a magical Christmas Eve Dinner Cruise aboard Hilton Head's Spirit of Harbour Town. Relish lowcountry flavors while cruising past festive Harbour Town lights in this unique holiday experience.

Experience a romantic Valentine’s Day like no other aboard the Spirit of Harbour Town in Hilton Head Island. Enjoy a gourmet sunset dinner cruise with panoramic coastal views and an elegant plated menu designed to delight.

Celebrate the holidays aboard Hilton Head Island’s Christmas Eve Dinner Cruise. Enjoy Lowcountry flavors, festive harbour views, and a warm, inviting atmosphere on this magical two-hour voyage.

Celebrate Valentine’s Day with a scenic dinner cruise on Hilton Head Island’s Spirit of Harbour Town. Enjoy gourmet dishes, sunset views, and a unique coastal adventure perfect for couples.

Celebrate New Year's Eve aboard the Spirit of Harbour Town on Hilton Head Island with a scenic dinner cruise featuring stunning harbor views and a Lowcountry-inspired menu. Discover why this festive cruise is a must-book for the season.

Celebrate Independence Day with an intimate fireworks cruise aboard the Tammy Jane on Hilton Head Island. Enjoy stunning views of Harbour Town’s spectacular pyrotechnics from the calm Calibogue Sound with drinks available onboard.

Celebrate New Year’s Eve aboard the Spirit of Harbour Town with a scenic two-hour dinner cruise on Hilton Head Island. Enjoy lowcountry flavors and stunning views as you welcome the new year on the water.

Celebrate Thanksgiving aboard the Spirit of Harbour Town with a gourmet harvest menu and breathtaking Lowcountry views. Choose between indoor dining or open-air seating on this unique two-hour holiday cruise in Hilton Head Island.

Experience 90 minutes of coastal ecology, dolphin sightings, and family fun aboard the Gregg Russell Bubble Gum Cruise. Join a local legend for sing-alongs and storytelling on Hilton Head Island’s calm Calibogue Sound.

Discover Hilton Head Island’s only Candlelight Dinner Cruise aboard the Spirit of Harbour Town, where stunning sunset views meet exceptional Lowcountry cuisine in an unforgettable coastal evening experience.

Discover Hilton Head Island’s premier evening experience with the Candlelight Dinner Cruise aboard the Spirit of Harbour Town. Enjoy scenic salt marsh views and a fresh Lowcountry meal as the sun sets over this beautiful South Carolina coast.

Embark on the Tammy Jane’s Sunset Dolphin Cruise to witness Atlantic Bottlenose Dolphins swim alongside you in the serene waters of Hilton Head Island. This narrated 90-minute voyage pairs wildlife sightings with scenic coastal views for an unforgettable evening on the Intracoastal Waterway.

Join the St. Patrick’s Day Parade Cruise from Hilton Head Island to Savannah, Georgia, and experience one of America’s largest Irish celebrations without the stress of driving or parking. Enjoy a scenic cruise, festive drinks, and six hours of lively festivities on Savannah’s historic River Street.

Celebrate Independence Day on Hilton Head Island with an unforgettable 4th of July Fireworks Dinner Cruise. Enjoy scenic Calibogue Sound views, gourmet Lowcountry dining, and dazzling fireworks from the Spirit of Harbour Town.

Experience the 4th of July like never before aboard the Spirit of Harbour Town on Hilton Head Island. Enjoy a gourmet Lowcountry dinner paired with spectacular fireworks over Calibogue Sound on this exclusive three-hour cruise.

Glide into the golden hour aboard the Solaris on Hilton Head Island’s private sunset cruise. Intimate, luxurious, and framed by iconic coastal beauty, this two-hour charter is a must for those craving a serene marine escape with personalized service.

Experience the magic of Hilton Head Island’s coastline aboard Solaris, a private Happy Hour cruise designed for up to six guests. Enjoy a sunset voyage with local dolphin sightings, gourmet appetizers, and a serene escape from Harbour Town.

Experience the charm of Hilton Head Island’s coastline aboard the Solaris, a private luxury charter offering intimate dolphin sightings and bespoke service. Discover why this exclusive afternoon cruise is a standout adventure for small groups.

Discover the beauty of Hilton Head Island’s coast on a private morning cruise aboard the elegant Solaris. Enjoy dolphin sightings, expert insights, and an intimate maritime adventure in South Carolina’s Lowcountry.

Step aboard the Tammy Jane ferry for an afternoon escape from Hilton Head Island to Daufuskie Island. Discover untold histories, pristine beaches, and lively local culture on this 5.5-hour narrated adventure.

Set sail from Hilton Head for a four-hour voyage to historic and peaceful Daufuskie Island, where you can explore antebellum ruins, unspoiled beaches, and vibrant Lowcountry culture. This narrated ferry ride offers a memorable glimpse into one of South Carolina’s best-kept secrets.

Step aboard the Stars & Stripes, a legendary 12 Meter America's Cup yacht, for an unforgettable 1.5-hour afternoon sail on Hilton Head Island. Experience hands-on sailing, coastal views, and dolphin sightings in the heart of South Carolina’s Lowcountry.

Sail through Hilton Head Island’s intracoastal waterways as you savor a gourmet three-course dinner aboard the Spirit of Harbour Town. This unique sunset cruise pairs stunning coastal views with Lowcountry flavors and dolphin sightings you won’t forget.

Set sail on the Harbour Town Happy Hour Cruise for stunning Lowcountry views, live music, and tasty tacos — a perfect way to unwind in Hilton Head Island. Discover why this cruise is a local favorite for scenic, social on-water fun.

Step aboard Vagabond Cruise’s Spirit of Harbour Town for a 1.5-hour Lowcountry brunch cruise, offering southern flavors, scenic tidal marshes, and $10 bottomless mimosas. A perfect blend of laid-back waterside dining and coastal views awaits on Hilton Head Island.

Step aboard the Spirit of Harbour Town for Vagabond Cruise’s Sunday Brunch Cruise. Enjoy southern flavors and scenic Lowcountry views in a climate-controlled setting on Hilton Head Island’s waterways.