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    Vagabond Cruise

    Vagabond Cruise

    4.8 • 7.7K reviews
    Hilton Head Island, SC

    Anchored beneath Hilton Head’s famous Harbour Town lighthouse, Vagabond Cruise has been welcoming guests aboard since 1968. Their veteran captains and upbeat crew share insider Lowcountry lore while guiding a diverse fleet—think p...

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    Afternoon Private Charter Cruise in Hilton Head Island

    Cruise the Carolina coastline on a 2-hour private charter from Harbour Town

    $422.65
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    Private 2-Hour Sunset Cruise in Hilton Head Island

    Private 2-hour sunset cruise from Harbour Town for up to 6 guests

    $636.65
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    Private 3.5-Hour Sandbar Charter From Hilton Head

    Cruise to a boat-only sandbar on a 3.5-hour private charter for up to 6 guests

    $636.65
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    Morning Sightseeing Boat Charter in Hilton Head

    Cruise Harbour Town on a private morning charter for up to 6 guests

    $422.65
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    Hilton Head Dolphin Cruise with Donut Bar

    Enjoy a narrated dolphin cruise with a complimentary donut bar

    From$48person
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    Sunset Shrimp Trawling on Hilton Head Island

    Join a working shrimp boat at sunset, learn about local marine life, and maybe take home fresh shrimp

    From$0person
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    Hilton Head Sunset Dinner Cruise with Dining

    Enjoy a plated three-course dinner with panoramic sunset views in a climate-controlled cabin

    From$96person
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    Private Crabbing Charter in Hilton Head

    Learn to bait pots and sort the catch on a fun 2-hour boat trip

    From$48person
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    90-Minute Lowcountry Sunset & Dolphin Cruise

    Enjoy a narrated 90-minute cruise with guaranteed dolphin sightings as the sun sets over the Lowcountry.

    From$48person
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    Hilton Head 1.5-Hour Dolphin Cruise

    Cruise Calibogue Sound on a 90-minute narrated dolphin tour

    From$42person
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    Daufuskie Island Boat Tour from Hilton Head

    Enjoy a narrated cruise and three hours of free time to explore historic Daufuskie Island

    From$42person
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    Hilton Head Sailing on Historic America's Cup Yacht

    Join the crew or relax on a 1.5-hour Hilton Head coastal sail aboard a historic America’s Cup yacht

    From$53person
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    Private 2-Hour Yacht Charter in Hilton Head Island

    Explore coastal gems on an intimate six-guest charter with a dedicated captain and flexible shore time

    From$545
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    Daufuskie Island Ferry with 4.5 Hour Exploration

    Cruise to historic Daufuskie Island and explore for 4.5 hours at your own pace.

    From$42person
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    Hilton Head Sunset Sail on Stars & Stripes

    Watch Hilton Head's vibrant sunset while relaxing or helping crew aboard the historic Stars & Stripes

    From$74person
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    Catch & Keep Fresh Shrimp on 2-Hour Cruise

    Learn how shrimp are caught and take home part of the catch on this 2-hour educational cruise.

    From$0person

    Review summary

    4.8
    Excellent
    7.7K reviews•Google Maps
    6,631
    727
    204
    76
    103

    This cruise operation clearly has its act together when it comes to hospitality and wildlife viewing. The crew stands out as a major highlight across the board, with multiple guests praising Captain Windows and Captain Peter by name for their warmth, knowledge, and genuine passion for what they do. Whether you're on the Dolphins and Donuts morning cruise, a sunset dinner sail, or one of their day trips to Savannah or Daufuskie Island, the staff consistently checks in on passengers and creates a welcoming atmosphere. Dolphin sightings are practically guaranteed, with some groups spotting over 20, and the crew takes time to educate guests about the marine life while ensuring everyone gets good photo opportunities. The food on dinner cruises gets mixed feedback. Most guests are pleasantly surprised by how good the salads and desserts are, but one detailed review noted that all the protein options came out dry and disappointing. The bigger consistent complaint involves comfort, specifically the heat and lack of adequate shading while the boat is docked or during sunny portions of the journey. Missing or insufficient window shades became an issue for multiple passengers. Drink prices also raised some eyebrows. Still, the overall experience seems to win people over, especially families and repeat customers who return year after year for specific routes. Just book early if you're eyeing that afternoon Daufuskie trip, as it fills up fast.

    What people are saying

    Review 1 of 4
    5/5

    WONDERFUL Experience! Crew was Fantastic! Food was great!! We'll definitely be doing it again!

    Photo of Donna Caliguri

    Donna Caliguri

    May 24, 2026

    Review 1 of 1
    5/5

    WONDERFUL Experience! Crew was Fantastic! Food was great!! We'll definitely be doing it again!

    Photo of Donna Caliguri

    Donna Caliguri

    May 24, 2026