Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Charleston…
    3. /Water Activities
    4. /Sailing
    5. /Private Daytime Sailing Charter in Charleston Harbor
    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
    • 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
    Gallery image
    Gallery image 1
    Gallery image 2
    Gallery image 3
    Gallery image 5

    Private Daytime Sailing Charter in Charleston Harbor

    Sail Charleston Harbor's landmark-lined waterfront aboard a private charter

    5.0 stars• 140 reviews

    Duration

    2.5 hrs

    Ideal For

    Up to 6 people

    Includes

    Bottled water, souvenir cups

    Highlights

    Sail aboard Esprit de Joy for a private afternoon on Charleston Harbor. Pass the Charleston Battery and downtown peninsula while taking in harbor landmarks.

    • Explore views of Castle Pinckney, Ravenel Bridge, USS Yorktown, and Fort Sumter
    • Bring your own drinks and snacks to enjoy while underway
    • Pack sunscreen, a hat, sunglasses, and a light jacket for changing conditions
    • Capture the harbor and downtown Charleston from the water

    What's Included

    • Chilled bottled water
    • Onboard cooler
    • Plastic champagne flutes
    • Souvenir cups
    • Cutlery

    Important details

    • Arrive 15 minutes before departure to allow for a timely start
    • Wear footwear with non-marking soles
    • Prepare to spend most of the charter outdoors
    • Do not bring glass bottles aboard
    • Do not park at the marina, where visitor vehicles may be ticketed and towed
    • Paid parking at the adjacent Courtyard by Marriott is $10 per day if you drive

    Cancellation Policy

    If the captain cancels due to hazardous weather, reschedule your charter or receive a refund. No-shows are charged the full price.

    Product ID: 7FNNAX

    FAQs

    Bring sunscreen, a hat, sunglasses, and your camera. Dress for cooler and breezier conditions on the water, and consider a light jacket on windy or cooler days. Wear footwear with a non-marking sole, and plan to be outside most of the time.

    Bring your own drinks and snacks if you’d like. You’ll also have a cooler with bottled water on board, and ice is available on request. Do not bring glass bottles.

    Use the onboard restroom (head) if needed, but plan to use the marina restroom before you board.

    Meeting details

    Harborage at Ashley Marina, 33 Lockwood Dr., Charleston, SC 29401

    Experience provided by Charleston Harbor Sailing

    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

    $530

    Up to 6 People

    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

    Review summary

    5.0
    Excellent
    140 reviews•Google Maps
    129
    0
    0
    0
    0

    Captain Will is the clear star of this operation, and reviewers can't say enough good things about him. Knowledgeable, laid-back, and genuinely fun to be around, he has a way of making every outing feel personal rather than touristy. People keep coming back to the same word: effortless. The boat itself is well-maintained and comes equipped with a bathroom and refrigerator, which is a nice touch for longer outings. The harbor views, dolphin sightings, and that classic Lowcountry scenery have a way of turning a sailing trip into a trip highlight. Guests have used this for anniversaries, birthdays, bachelorette parties, client entertaining, and plain old vacation fun, and it seems to land well across all of them. Even one group that hit less-than-ideal weather reported having a great time, which says something about the overall experience holding up beyond just perfect conditions. With a near-flawless rating across a large number of reviews, this one is about as consistent as it gets. If you want a relaxed, scenic way to see Charleston from the water with a captain who actually makes it enjoyable, this is a very easy recommendation.

    What people are saying

    Review 1 of 5
    5/5

    Best evening with friends! Charleston Harbor Sailing is too notch for a water experience!

    Photo of Abigail Mueller

    Abigail Mueller

    July 31, 2026

    Review 1 of 1
    5/5

    Best evening with friends! Charleston Harbor Sailing is too notch for a water experience!

    Photo of Abigail Mueller

    Abigail Mueller

    July 31, 2026

    Nearby activities

    USS Yorktown Ghost Tour After Dark in Charleston
    Ghost and Haunted

    USS Yorktown Ghost Tour After Dark in Charleston

    Explore eerie legends and restricted areas of the historic aircraft carrier after dark.

    Explore eerie legends and restricted areas of the historic aircraft carrier after dark.
    4.8 • 22.1K reviews
    $53/ person
    Charleston Tea Garden Trolley Tour
    Guided Tours

    Charleston Tea Garden Trolley Tour

    Explore tea fields with guided narration and a greenhouse stop

    Explore tea fields with guided narration and a greenhouse stop
    4.7 • 2.4K reviews
    $20/ person
    Sunset Cruise in Charleston Harbor
    Sunrise and Sunset Tours

    Sunset Cruise in Charleston Harbor

    Cruise Charleston Harbor at sunset with BYOB, music, and landmark views

    Cruise Charleston Harbor at sunset with BYOB, music, and landmark views
    5.0 • 487 reviews
    $49/ person
    Explore Charleston & Gullah Geechee Sea Island Tour
    Community and Heritage

    Explore Charleston & Gullah Geechee Sea Island Tour

    Guided Charleston city and Sea Island tour focused on Gullah Geechee heritage

    Guided Charleston city and Sea Island tour focused on Gullah Geechee heritage
    5.0 • 8 reviews
    $52/ person
    Sunset Charleston Harbor Sightseeing Cruise
    Sunrise and Sunset Tours

    Sunset Charleston Harbor Sightseeing Cruise

    Cruise Charleston Harbor at sunset with live narration

    Cruise Charleston Harbor at sunset with live narration
    4.7 • 5K reviews
    $57/ person
    Boone Hall Plantation General Admission
    Guided Tours

    Boone Hall Plantation General Admission

    Access house tours, Gullah presentations, wagon ride, and gardens in one visit

    Access house tours, Gullah presentations, wagon ride, and gardens in one visit
    4.6 • 7.1K reviews
    $32/ person