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Hilton Head Island Cruises, Sailing & Water Tours

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Hilton Head Island Tours

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  • Daufuskie Island Guided History Tour from Hilton Head

    Daufuskie Island Guided History Tour from Hilton Head

    960

    Tucked between Hilton Head Island and Savannah, and accessible only by boat, Daufuskie Island is a real gem. This 4.5 hour Daufuskie Island trip provides...
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     4 hours 30 minutes  Free Cancellation  Instant Confirmation
    from
    $115
    Details
    from
    $115
  • Hilton Head to Savannah Round-Trip Ferry Ticket
    Likely to Sell Out

    Hilton Head to Savannah Round-Trip Ferry Ticket

    473

    Leave the driving to us! Cruise from Hilton Head Island to Savannah, Georgia (2-hours each way), for a day trip that will allow you to...
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     8 hours  Free Cancellation  Instant Confirmation
    from
    $76.27
    Details
    from
    $76.27
  • Hilton Head Island Dolphin Boat Cruise
    Likely to Sell Out

    Hilton Head Island Dolphin Boat Cruise

    1,358

    - Experience dolphins up close and in their natural environment - Fun for Families & Educational - Comfortable and completely shaded boat - Passionate local...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $39.99
    Details
    from
    $39.99
  • Hilton Head Sunset Dolphin Watching Cruise
    Likely to Sell Out

    Hilton Head Sunset Dolphin Watching Cruise

    374

    Experience the beauty of low-country on this 90-minute, narrated Dolphin Nature Cruise aboard the Vagabond! Enjoy a live narration by the Vagabond's naturalist captain, and...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $47.65
    Details
    from
    $47.65
  • Hilton Head Shrimp Trawling Boat Cruise
    Likely to Sell Out

    Hilton Head Shrimp Trawling Boat Cruise

    301

    Come join the crew aboard the Tammy Jane for a 2-hour educational and picturesque low-country experience as we take you out Shrimping! We invite you...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $47.65
    Details
    from
    $47.65
  • 90 Minute Hilton Head Dolphin Tour
    Likely to Sell Out

    90 Minute Hilton Head Dolphin Tour

    180

    Come explore the low country on a 90 minute dolphin tour with Island Head. We depart from Broad Creek Marina in the center of Hilton...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $47.70
    Details
    from
    $47.70
  • America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head
    Likely to Sell Out

    America's Cup 12-Meter Yacht Afternoon Sail from Hilton Head

    464

    Only on Hilton Head and only in Harbour Town can you sail aboard the real America's Cup, 12 meter, Stars & Stripes once skippered by...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $52.95
    Details
    from
    $52.95
  • Hilton Head Island Dolphin Watching Nature Cruise

    Hilton Head Island Dolphin Watching Nature Cruise

    362

    Experience the beauty of low-country on this 90-minute, narrated Dolphin Nature Cruise aboard the Vagabond! Enjoy a live narration by the Vagabond's naturalist captain, and see...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $42.35
    Details
    from
    $42.35
  • Hilton Head Island Guided Water Tour by Creek Cat Boat
    Likely to Sell Out

    Hilton Head Island Guided Water Tour by Creek Cat Boat

    420

    Cruise around Hilton Head Island on a 2-hour, guided Creek Cat adventure. There's no better way to see amazing sights and have a more incredible...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $145
    Details
    from
    $145
  • 2-Hour Private Hilton Head Dolphin Watching Cruise

    2-Hour Private Hilton Head Dolphin Watching Cruise

    301

    Experience the Atlantic Bottlenose Dolphin of Hilton Head up close and personal on your own premium private boat tour. We have three of the newest...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $242.10
    Details
    from
    $242.10
  • Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger
    Likely to Sell Out

    Hilton Head Pirate Ship Adventure Sail aboard the Black Dagger

    651

    The fun starts at the dock as we transform your little one with pirate gear, face paint and tattoos. Learn how to walk and talk...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $41.99
    Details
    from
    $41.99
  • 2-Hour Private Hilton Head Sunset Cruise
    Likely to Sell Out

    2-Hour Private Hilton Head Sunset Cruise

    256

    Kick back and relax on your own private sunset cruise and experience Hilton Head in it's best light. Premium private tour accommodations are provided on...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $274.55
    Details
    from
    $274.55
  • Hilton Head Island Sunset Dolphin Tour
    Likely to Sell Out

    Hilton Head Island Sunset Dolphin Tour

    72

    Embark on an unforgettable Sunset Dolphin Tour around Hilton Head Island, SC! Join our fun crew of knowledgable guides as we cruise the Hilton Head...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $49.99
    Details
    from
    $49.99
  • Hilton Head Dolphin Tour with Stop at Disappearing Island
    Likely to Sell Out

    Hilton Head Dolphin Tour with Stop at Disappearing Island

    205

    The 2 Hour Disappearing Island Dolphin Tour is sure to be a Family Favorite! Enjoy searching for the Atlantic Bottlenose Dolphin and learning about the...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $55
    Details
    from
    $55
  • Hilton Head Pirate Ship Adventure Cruise aboard the Black Sparrow

    Hilton Head Pirate Ship Adventure Cruise aboard the Black Sparrow

    29

    Hop aboard the "Black Sparrow" and set sail on the pirate cruise for an amazing family adventure! The fun starts at the dock as we...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $41.99
    Details
    from
    $41.99
  • Hilton Head Guided Dolphin Watching & Sightseeing Tour via Mini Boat
    Likely to Sell Out

    Hilton Head Guided Dolphin Watching & Sightseeing Tour via Mini Boat

    120

    Try the Newest tour on Hilton Head Island! Drive your own mini boat while our experienced guide leads you to the best Hilton Head landmarks!...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $199
    Details
    from
    $199
  • 90-Minute Dolphin and Nature Tour of Hilton Head

    90-Minute Dolphin and Nature Tour of Hilton Head

    224

    This is our most popular boat trip! Hilton Head and surrounding areas boast a large and active population of Atlantic Bottlenose Dolphin, with great viewing...
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     1 hour 30 minutes  Free Cancellation
    from
    $47
    Details
    from
    $47
  • 2-Hour Private Hilton Head Afternoon Dolphin Watching Sail

    2-Hour Private Hilton Head Afternoon Dolphin Watching Sail

    116

    This 2 hour Private Afternoon Sailing tour will take us to Port Royal Sound (generally the best wind for sailing on Hilton Head) on the...
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     2 hours  Free Cancellation
    from
    $475
    Details
    from
    $475
  • 90-Minute Private Dolphin Tour in Hilton Head Island
    Likely to Sell Out

    90-Minute Private Dolphin Tour in Hilton Head Island

    491

    Guaranteed dolphins! This is your private boat taking you on an intimate tour to see dolphins in the wild, up close and personal! We go...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $269
    Details
    from
    $269
  • Hilton Head Sunset Dinner Cruise
    Likely to Sell Out

    Hilton Head Sunset Dinner Cruise

    148

    Come aboard the Spirit of Harbour Town for a 3 course dinner cruise prepared by the chefs of Sea Pines Resort *SHARE YOUR MEAL PREFERENCES...
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     2 hours  Free Cancellation  Instant Confirmation
    from
    $106
    Details
    from
    $106
  • Hilton Head Morning Kayaking & Coffee Guided Tour

    Hilton Head Morning Kayaking & Coffee Guided Tour

    37

    This morning kayak tour is the perfect time to get on the water - quiet, calm, less boat traffic, coffee and picturesque views! Upon check...
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     1 hour 30 minutes  Free Cancellation  Instant Confirmation
    from
    $49
    Details
    from
    $49
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Frequently Asked Questions

The answers provided below are based on answers previously given to customers' questions.

Q: What are the best options for Hilton Head Island Cruises, Sailing & Water Tours?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best Hilton Head Island Cruises, Sailing & Water Tours are:

Q: What are the best kid-friendly options for Hilton Head Island Cruises, Sailing & Water Tours Tours?

A: According to verified reviews on City Boat Tours and TripAdvisor, the best kid-friendly Hilton Head Island Cruises, Sailing & Water Tours are:

View all kid-friendly Tours →

Q: Which Hilton Head Island Cruises, Sailing & Water Tours have Instant Confirmation?

A: Hilton Head Island Cruises, Sailing & Water Tours with Instant Confirmation include:

View all Tours with Instant Confirmation →

Q: Which Hilton Head Island Cruises, Sailing & Water Tours have Free Cancellation?

A: Hilton Head Island Cruises, Sailing & Water Tours with Free Cancellation (in most cases up to 24 hours in advance of your tour date, check the specific tour page) include:

View all Tours with Free Cancellation →

Q: Got any more Hilton Head Island trip ideas?

A: We sure do. Check out our curated lists of hand-picked Hilton Head Island Tours.

View all Hilton Head Island Trip Ideas →

Q: What are the most popular styles of Tours and Activities in Hilton Head Island?

A: Based on our sales data over the past year, the most popular styles of tours and activities in Hilton Head Island are:

View all tour styles in Hilton Head Island →

Popular Hilton Head Island Searches

Popular Hilton Head Island Attractions

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  • The lowest price guarantee is available to any customer who makes a qualifying purchase through our website. The qualifying purchase must be a minimum of US$20 (or equivalent).
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  • The lowest price guarantee does not apply where a lower overall price is found by breaking down the purchased tour into one or more parts sold separately.
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City Boat Tours wants to make your searches as relevant as possible. That's why we offer many ways to help you find the right experiences for you.

On some pages, you can select how to sort the results we display and also use filter options to see only those search results that meet your chosen preferences. You'll see explanations of what those sort options mean when you select them.

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