Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Hilton Head Island…
    3. /Water Activities
    4. /Sailing
    5. /Private Sailing Charter in Hilton Head Island
    Why travelers choose Greetwell

    Curated by our team

    Every experience is hand selected and approved by Greetwell.

    Personal concierge

    Real humans available to help before, during, and after your booking.

    Intimate & authentic

    Including unique in-home experiences you won't find anywhere else.

    Easy booking & cancellation

    Reserve in minutes with free cancellation on most experiences.

    Greetwell

    Experiences that stay with you long after the trip

    Greetwell curates authentic local experiences and provides personal concierge support in over 500 destinations, helping you explore confidently wherever you go.

    About

    • Our Story
    • For Experience Providers
    • For Hospitality Partners
    • For Developers

    Resources

    • Travel Guides
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Product image 2
    Product image 3
    Product image 4
    Product image 5
    Product image 6
    Product image 7
    Product image 8
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Private Sailing Charter in Hilton Head Island

    Set sail on a private charter with room for your own food and drinks

    4.9 stars• 51 reviews

    Duration

    2-6 Hours

    Ideal For

    Up to 6 people

    Includes

    Sailing

    Highlights

    Explore the water on a private day sail. Bring your own food and beverages aboard, or arrange a catering package for your group.

    • Sail aboard a private charter
    • Bring your own food and beverages
    • Arrange a catering package for your group
    • Enjoy time on the water under sail

    Important details

    • Arrive 30 minutes before departure for check-in
    • Boarding begins 15 minutes before departure
    • Bring your confirmation email and ID to collect tickets
    • The boat departs no later than the scheduled time
    • A processing fee applies and is not included in the listed price

    Cancellation Policy

    Cancel at least 72 hours before the scheduled start time for a full refund. Cancellations within 72 hours are charged in full. If the captain cancels due to inclement weather, you can rebook or receive a full refund.

    Product ID: 99W4NW

    FAQs

    The boat departs no later than the scheduled time. If you or your group miss the cruise, refunds and rescheduling are not available.

    Meeting details

    Broad Creek Marina, 18 Simmons Road

    Experience provided by BC2 - Island Head

    Related locations

    How can we help?

    We are here to assist with special requests, large groups, last minute needs, and any questions you may have.

    Call or text 1-877-GREET-WELL

    Report an issue

    Two Hour Private Charter

    $996.30

    0

    Three Hour Private Charter

    $1,494.45

    0

    Four Hour Private Charter

    $1,992.60

    0

    Why book through Greetwell?

    • No Added Fees

      No booking or service fees, ever

    • Concierge Support Included

      Real humans ready to help with timing, questions, or special requests

    • Free Cancellation Available

      Most experiences can be cancelled for a full refund

    Discover what we've curated for you

    Nearby activities

    Hilton Head Island Private Boat Charter
    Yacht Charters

    Hilton Head Island Private Boat Charter

    Set sail aboard Bonjour for a private coastal celebration

    Set sail aboard Bonjour for a private coastal celebration
    4.9 • 51 reviews
    $700/ boat
    Private Sunset Sail in Hilton Head Island
    Sailing

    Private Sunset Sail in Hilton Head Island

    An evening sailing charter with space for your own food and drinks

    An evening sailing charter with space for your own food and drinks
    4.9 • 51 reviews
    $1,550& up
    2-Hour Sailing Cruise in Hilton Head Island
    Sailing

    2-Hour Sailing Cruise in Hilton Head Island

    Enjoy a daytime sail and time on the water

    Enjoy a daytime sail and time on the water
    4.9 • 51 reviews
    $55/ person
    Hilton Head Island Sunset Sail
    Sailing

    Hilton Head Island Sunset Sail

    Toast the evening aboard a relaxed coastal catamaran sail

    Toast the evening aboard a relaxed coastal catamaran sail
    4.9 • 51 reviews
    $89/ person
    Brunch Sailing Cruise in Hilton Head Island
    Sailing

    Brunch Sailing Cruise in Hilton Head Island

    Savor brunch and drinks aboard a Lowcountry catamaran

    Savor brunch and drinks aboard a Lowcountry catamaran
    4.9 • 51 reviews
    $105/ person
    Hilton Head Island Sunset Cruise
    Sailing

    Hilton Head Island Sunset Cruise

    Sail into sunset with room for your group and your own refreshments

    Sail into sunset with room for your group and your own refreshments
    4.9 • 51 reviews
    $1,328& up