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    5. /38' Sailing Catamaran Charter in Essex
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    38' Sailing Catamaran Charter in Essex

    Sail the Middle River and Chesapeake aboard a private luxury catamaran

    4.9 stars• 145 reviews

    Duration

    2–8 hrs

    Ideal For

    Up to 12 people

    Includes

    Catamaran, fuel, bottled water

    Highlights

    Set out from Essex for a private sailing charter on the Middle River and greater Chesapeake. Enjoy spacious indoor and outdoor areas for celebrations, tours, and time on the water.

    • Explore the Middle River, Hart-Miller Island beaches, and the greater Chesapeake
    • Relax in the open saloon, cockpit, forward bow seating, and bow trampolines
    • Listen through a 12-speaker Bluetooth audio system with upgraded lighting
    • Gather for birthdays, anniversaries, executive events, and wellness retreats

    What's Included

    • 38-foot luxury sailing catamaran
    • Fuel
    • Cleaning, maintenance, and docking fees
    • Bottled water
    • Cooler with ice

    Important details

    • Arrive at least 30 minutes before your scheduled charter
    • Bring a valid photo ID and the payment method used for the charter for lead charterer verification
    • Sign a passenger agreement; the lead charterer must also sign the bareboat charter agreement
    • Attend the required safety briefing before departure
    • Remove and stow shoes before boarding
    • Leave stain-prone foods, glass cups, and red wine ashore
    • The listed price excludes crew wages of $150 per hour for a U.S. Coast Guard-licensed captain and first mate or hospitality steward; you'll settle this directly with the captain at the dock before departure

    Cancellation Policy

    Cancel 15 or more days before departure for a refund minus a $50 processing fee; cancellations 14 days or fewer before departure receive a 50% refund. Reschedule free 15 or more days ahead; otherwise, a $200 fee applies. Unsafe weather cruises are postponed and rescheduled at no cost.

    Product ID: Z2ZDBV

    FAQs

    The lead charterer must provide a valid photo ID and the payment method used for the charter, then sign the bareboat charter agreement. Each passenger must sign a passenger agreement and attend the safety briefing.

    Yes. Your charter time includes boarding, pre-departure steps, sailing operations, docking, and disembarking. Docking may begin about 15 minutes before the charter ends.

    No. Remove your shoes before boarding; they will be stored in the cabin or trunk during the charter.

    Meeting details

    Middle River Landing Marina, 1901 Old Eastern Avenue, Essex, MD 21221

    Experience provided by S & S 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

    Two Hour Private Charter

    $1,680

    Up to 12 Passengers

    0

    Three Hour Private Charter

    $2,352

    Up to 12 Passengers

    0

    Four Hour Private Charter

    $2,910.88

    Up to 12 Passengers

    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

    4.9
    Excellent
    145 reviews•Google Maps
    139
    0
    0
    0
    5

    S & S Charters delivers consistently excellent experiences on the Potomac, with captains who clearly make the difference. Captain John, Captain Shane, Captain Jon, and Captain Ernest all earn enthusiastic praise for being friendly, professional, and going beyond just piloting the boat. They take photos, play your music, join the celebration, and genuinely ensure everyone has a memorable time. The boats themselves are clean, well-maintained, and perfect for the rivers. What stands out is how seamless everything runs from start to finish. The booking process is straightforward, communication is prompt and clear, and the staff shows up on time ready to make your event special. Whether it's birthdays, anniversaries, or just getting friends together, guests consistently mention feeling safe, comfortable, and like they're in expert hands. This is clearly a go-to charter service that locals trust enough to use repeatedly and recommend to visiting friends and family.

    What people are saying

    Review 1 of 5
    5/5

    Omg! Everything was so amazing what a great experience. Please book and enjoy like my friends and family, a time was had book book book.

    Photo of Shakita Washington

    Shakita Washington

    October 6, 2024

    Review 1 of 1
    5/5

    Omg! Everything was so amazing what a great experience. Please book and enjoy like my friends and family, a time was had book book book.

    Photo of Shakita Washington

    Shakita Washington

    October 6, 2024

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