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    5. /Afternoon Sailing Charter in Hilton Head Island
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    Afternoon Sailing Charter in Hilton Head Island

    A breezy private sail with island insights and room to unwind

    5.0 stars• 379 reviews

    Duration

    2 hrs

    Ideal For

    Up to 6 people

    Includes

    Water, soda, sailing instruction

    Highlights

    Spend the afternoon on the water as the breeze builds. Hear crew insights about sailing, the island, and local wildlife while setting your own pace onboard.

    • Learn about sailing, the island, and local wildlife from the crew
    • Choose how involved you want to be during the sail
    • Relax and enjoy the afternoon breeze on the water
    • Bring small soft-sided coolers, drinks, or food onboard

    Itinerary

    We will board and conduct a safety brief. Followed by motoring out to our sailing grounds, raising the sails and truly sailing without the motor (wind providing). Enjoy the art of sailing and get involved in hoisting the sails, handling lines, steering the boat or simply kick back and enjoy the ride. At the end of the trip, we will take the sails down and motor back to the marina. The trip in and out of the marina is one of the best times to spot dolphins and get them close to the boat. This activity is perfect for all ages to enjoy!

    What's Included

    • Water
    • Coke, Diet Coke, and Sprite
    • Sailing instruction and local insights

    Important details

    • Arrive at the marina 15 minutes before departure
    • Children under 16 must be accompanied by a parent or guardian
    • Bring a driver's license for plantation gate access; the name must match the charter registration
    • No glass containers, red liquids, or spray sunscreen onboard
    • Requires a long dock walk, 4 steps up to the boat, and 2 large steps down into it
    • Plantation entry is not available by bicycle
    • Departure may be delayed or canceled when weather conditions create a safety concern

    Cancellation Policy

    Full refund with at least 72 hours' notice. Cancellations within 72 hours may receive only a partial refund. No-shows are charged the full price. Full refund if the operator cancels due to weather or other unforeseen circumstances.

    Product ID: QUUHUK

    FAQs

    The captain may delay, reschedule, or cancel the sail for safety. If the operator cancels and cannot reschedule your charter, you will receive a full refund.

    Dress for current weather conditions. You may bring food, drinks, and a small soft-sided cooler, but do not bring glass containers, red liquids such as red wine, or spray sunscreen.

    Expect a long walk along the docks, four standard-height steps up to the boat, and two large steps down into it. Assistance may be possible if the crew is prepared in advance.

    Experience provided by Anchors Away Sailing Charters

    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

    Private Charter

    $450.50

    Accommodates up to 6 passengers, All ages welcome!

    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

    What people are saying

    Review 1 of 4
    5/5

    Pierce baby! LOVE. My experience was amazing! Book them

    Photo of Michelle Miner

    Michelle Miner

    July 15, 2026

    Review 1 of 1
    5/5

    Pierce baby! LOVE. My experience was amazing! Book them

    Photo of Michelle Miner

    Michelle Miner

    July 15, 2026

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