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    1. Local experiences
    2. /Things to do in Irvington…
    3. /Water Activities
    4. /Sailing
    5. /Private 2-Boat Sailing Charter on the Rappahannock River
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    Private 2-Boat Sailing Charter on the Rappahannock River

    Bring your group together for a private sail with room to join in or unwind

    5.0 stars• 106 reviews

    Duration

    3 hrs

    Ideal For

    Up to 10 people

    Includes

    2 sailboats, Captains, Safety gear

    Highlights

    Explore the Rappahannock River on a private outing across two sailboats, each led by a professional captain. Share time on the water for a birthday, reunion, or relaxed group gathering.

    • Step aboard Galene and Pisces for your group's sailing outing
    • Pull lines and crank winches if you want to take part in the sailing
    • Relax on the bow with river views or a book

    Itinerary

    Arrival & Boarding Meet at the dock for a brief welcome and safety orientation before splitting into two groups.

    Sail Out Together Both boats depart and sail the river together, creating playful moments, photo opportunities, and a shared experience on the water.

    Raft-Up & Swim (Optional) Anchor, raft the boats together, and enjoy swimming and relaxing on the water, conditions permitting.

    Leisurely Sail Back Un-raft and enjoy a relaxed sail back to the dock, returning together.

    What's Included

    • Lifejackets in a range of sizes
    • Galley with stainless bowls, plates, and cups
    • Free ice at the marina

    Important details

    • For children under 13, lifejackets are required unless inside an enclosed cabin.
    • Sign a waiver before departure.
    • Bring no glass containers aboard except wine bottles.
    • Illegal drug use is prohibited aboard.
    Split the cost with your group

    This booking is for the whole experience, which fits up to 10 guests.

    From$185per person
    Split with

    Cancellation Policy

    Free cancellation within 48 hours of booking. After that, cancellations forfeit the 50% deposit. Trips canceled due to weather receive a full refund. The captain decides whether unsafe conditions, steady rain or unpleasant conditions warrant cancellation or rescheduling.

    Product ID: 2VQENR

    FAQs

    No. Your charter is fully captained, and no sailing experience is required.

    Captains may accommodate boat changes during the raft-up if conditions allow.

    No. Bring a cooler with your own food and drinks. Beer, wine and champagne are welcome.

    Meeting details

    Tides Inn main lobby, 480 King Carter Drive, Irvington, VA 22480

    Experience provided by Sail & Surf Adventures

    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

    Dual-Boat Party Package

    $1,850

    Fits up to 10 guests · 3 hrs

    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 5
    5/5

    We had the most amazing sunset cruise aboard Pisces with Captain Clay! As locals, we absolutely loved getting out on the water and seeing the area we love from a different perspective. The sunset was beautiful, the water was peaceful, and the whole experience was incredibly relaxing and special. Captain Clay is such a wonderful captain and host. He has so much local knowledge and was happy to share it along the way, which made the experience even more enjoyable. He was also incredibly welcoming and accommodating to our older family members, making sure everyone was comfortable and having a great time. It truly felt like one of those evenings you wish you could bottle up and keep. We laughed, relaxed, enjoyed the beautiful Rappahannock River sunset, and made some really special memories together. We couldn’t recommend Captain Clay and Pisces more highly. We absolutely loved every minute!

    Photo of Emily Oliver

    Emily Oliver

    August 25, 2026

    Review 1 of 1
    5/5

    We had the most amazing sunset cruise aboard Pisces with Captain Clay! As locals, we absolutely loved getting out on the water and seeing the area we love from a different perspective. The sunset was beautiful, the water was peaceful, and the whole experience was incredibly relaxing and special. Captain Clay is such a wonderful captain and host. He has so much local knowledge and was happy to share it along the way, which made the experience even more enjoyable. He was also incredibly welcoming and accommodating to our older family members, making sure everyone was comfortable and having a great time. It truly felt like one of those evenings you wish you could bottle up and keep. We laughed, relaxed, enjoyed the beautiful Rappahannock River sunset, and made some really special memories together. We couldn’t recommend Captain Clay and Pisces more highly. We absolutely loved every minute!

    Photo of Emily Oliver

    Emily Oliver

    August 25, 2026

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