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. Sunset Sailing Cruise in Charleston
    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

    Concierge Support

    • 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
    Gallery image
    Gallery image 2
    Gallery image 3

    Sunset Sailing Cruise in Charleston

    Sail into the Charleston sunset on a private 32 ft boat for up to 6 guests

    5.0 stars• 279 reviews
    From$634incl. taxes and fees

    Duration

    2.5 Hours

    Ideal For

    Up to 6 people

    Highlights

    Set sail on a 2.5-hour Charleston sunset cruise aboard the Xocolata, a 2006 Catalina 320 sailboat. Bring your own drinks and relax as you cruise the waters near the Charleston peninsula.

    • Sail on a private charter with up to 6 guests
    • Bring your own drinks for a BYOB cruise
    • Relax on a 32 ft Catalina 320 sailboat
    • Cruise during sunset for changing evening light
    • Depart from 33 Lockwood Drive in Charleston

    Things to know

    Ages 18+ to book

    Cancellation Policy

    100% refund if you cancel more than 7 days before sail date; 50% refund if within 7 days. No refund within 48 hours of the scheduled charter. Full refund if the captain cancels due to weather or mechanical issues (gift card or money back).

    FAQs

    Bring any drinks and snacks you want. You can use the extra refrigerator on board to keep them cold.

    You get bottled water and sodas on board.

    Tips are not included in the pricing, and the crew works for tips.

    Meeting details

    Blue Life Charters LLC • 33 Lockwood Drive Charleston, SC 29401 US

    Experience provided by Blue Life Charters
    Experience provided by Blue Life Charters

    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

    Reference #T5BSWQ

    Private Charter

    $634.94

    Up to 6 Guests • 2.5 Hours

    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
    279 reviews•Google Maps
    277
    0
    0
    1
    1

    Sailing around Charleston Harbor with captains like Matt, Brian, Patrick, and Kai at the helm seems to consistently deliver one of those rare experiences people keep talking about long after their trip ends. Reviewers describe a genuinely relaxed atmosphere where the crew handles everything so guests can simply enjoy the ride. The well-maintained 36-foot sailboat comes equipped with comfortable bean bag chairs up front, a shaded seating area near the captain, and a below-deck space with a fridge and bathroom. The crew's knowledge of Charleston Harbor history, sharp eyes for spotting dolphins, and attentiveness to guests stand out across nearly every review. People bring their own food and drinks, and the first mates happily manage it all so you never have to think twice. Sunset sails seem to be a particular favorite, and bachelorette groups, friends celebrating milestones, and laid-back vacationers all seem to find exactly what they're looking for. It's hard to argue with a near-perfect rating across hundreds of sailings.

    What people are saying

    Review 1 of 5
    5/5

    We had an amazing time on our sail, it was the highlight of our trip!!! So relaxing, we brought rosé, plugged in our playlist and had the best time! Book it :)

    Photo of Katie Kindbergh

    Katie Kindbergh

    May 17, 2026

    Review 1 of 1
    5/5

    We had an amazing time on our sail, it was the highlight of our trip!!! So relaxing, we brought rosé, plugged in our playlist and had the best time! Book it :)

    Photo of Katie Kindbergh

    Katie Kindbergh

    May 17, 2026

    Nearby activities

    Thumbnail
    Boat ToursUp to 15

    Cruise Charleston Harbor at Sunset

    From$795
    Thumbnail
    Boat ToursUp to 15

    Bachelorette Cruise in Charleston Harbor

    From$636
    Thumbnail
    Boat ToursUp to 10

    Cruise Charleston Harbor on a Private Bring-Your-Own-Drinks Charter

    From$636
    Thumbnail
    SailingUp to 6

    Daytime Charleston Harbor Sail

    $556.50
    Thumbnail
    SailingUp to 6

    2.5-Hour Daytime Sail Charter in Charleston Harbor

    $556.50
    Thumbnail
    SailingUp to 6

    Charleston Sunset Sailing Charter

    $634.94