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 Sunset Sail 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
    • Destinations
    • Categories
    • Experience Gift Cards
    • 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
    Product image 9
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Private Sunset Sail in Hilton Head Island

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

    4.9 stars• 51 reviews

    Duration

    2–6 hrs

    Ideal For

    Up to 6 people

    Highlights

    Set sail on a private evening charter for time on the water. Bring your own food and beverages, or arrange catering for your group.

    • Enjoy a private sailing charter
    • Watch the sunset from the water
    • Bring your own food and beverages onboard
    • Arrange a catering package for your group

    Important details

    • Arrive 30 minutes before departure for check-in
    • Check in at the floating office at the end of the long wooden pier
    • Bring your confirmation email and ID to collect your tickets
    • Board 15 minutes before departure; the boat leaves 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 may rebook or receive a full refund.

    Product ID: S5KEPS

    FAQs

    Yes. You may bring your own food and beverages onboard. A catering package can also be arranged for your group.

    The captain makes the final decision to cancel based on safety. If the trip is canceled due to inclement weather, the operator will try to rebook you or offer a full refund.

    Yes. A processing fee applies; clarify the amount with Greetwell before booking.

    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

    $1,549.80

    0

    Three Hour Private Charter

    $2,380.05

    0

    Four Hour Private Charter

    $3,210.30

    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

    Explore Sorrel-Weed House Ghost Tour in Savannah
    Ghost and Haunted

    Explore Sorrel-Weed House Ghost Tour in Savannah

    Tour the Sorrel-Weed House after dark with a master storyteller

    4.6 • 2.8K reviews
    $37/ person
    Alligator & Wildlife Guided Boat Tour in Hilton Head
    Boat Tours

    Alligator & Wildlife Guided Boat Tour in Hilton Head

    Cruise Sea Pines Forest Preserve lakes and spot alligators on a narrated 1-hour boat tour

    4.7 • 411 reviews
    $34/ person
    Savannah Kids' Ghost Tour
    Ghost and Haunted

    Savannah Kids' Ghost Tour

    Join a playful hearse ride and scavenger hunt for young ghost detectives

    4.9 • 5.7K reviews
    $39/ person
    Tybee Island Jet Ski Rental by Cockspur Island Lighthouse
    Jet Skiing

    Tybee Island Jet Ski Rental by Cockspur Island Lighthouse

    Ride a Jet Ski off Tybee Island near Cockspur Island Lighthouse

    4.9 • 574 reviews
    $158& up
    Haunted Dessert Walking Tour in Savannah
    Dessert Tours

    Haunted Dessert Walking Tour in Savannah

    Pair Savannah’s ghostly history with donuts, pastries, and an evening walk

    5.0 • 1.4K reviews
    $69/ person
    Savannah Segway Tour of Film Locations & History
    Segway Tours

    Savannah Segway Tour of Film Locations & History

    Ride through Savannah while discovering favorite film locations and local history

    4.9 • 662 reviews
    $80