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    1. Local experiences/
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    4. Kayaking Tours/
    5. Guided Paddle & Wine Tasting in Cape Charles
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    Guided Paddle & Wine Tasting in Cape Charles

    Paddle to Chatham Vineyards for a guided tasting

    From$132/ personincl. taxes and fees

    Duration

    3 Hours

    Includes

    Guide, gear, wine tasting

    Highlights

    Paddle through Church Creek to Chatham Vineyards, then relax on the property after a complimentary wine tasting. Guides point out local wildlife and aquaculture as you travel by boat.

    • Paddle about 45 minutes each way from the Wharf of Bayford
    • Follow a guide who shares local wildlife and aquaculture notes
    • Explore the historic property once you come ashore
    • Enjoy a complimentary wine tasting at Chatham Vineyards
    • Sit outside with a glass of wine and cheese tray before paddling back

    What's Included

    • Tour guide
    • Boat
    • All gear needed
    • Winery experience
    • Complimentary bottle of Church Creek wine for every two paddlers

    Things to know

    Price does not include gratuity. First-time paddlers and kids are welcome.

    Cancellation Policy

    Full refund with 24 hours notice of cancellation. Full refund in case of operator cancellation due to weather or other unforeseen circumstances. No-shows will be charged the full price.

    FAQs

    Arrive about 10–15 minutes before your scheduled trip time.

    Bring a bottle of water or something to drink, shoes that can get wet or muddy and will stay on your feet, and appropriate sun protection. You may also want a camera, towel, binoculars, or a snack.

    No. The price does not include gratuity. Tips for your guide are optional but appreciated.

    Experience provided by SouthEast Expeditions
    Experience provided by SouthEast Expeditions

    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 (650) 414-7338

    Report an issue

    Reference #HHWCFM

    Adult

    $132.50

    Ages 13+

    0

    Child 12 and under (Requires Tandem w/ Adult)

    $79.50

    Ages 12 and under

    0

    Minor (Anyone under 21)

    $90.10

    Anyone under 21 not receiving wine tasting

    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

    The kayak tours to Chatham Vineyards and through the Eastern Shore wildlife refuges are clearly the stars here, with travelers raving about the unique combination of calm waters, abundant wildlife, and knowledgeable guides. Dave, the founder, gets frequent shout-outs for his expertise on local history and ecology, while guides like Leah, Nick, Robin, and Tristan earn praise for being friendly, attentive, and genuinely passionate about the area. The paddling is beginner-friendly, and families with young kids report having wonderful experiences. The vineyard tour in particular stands out as a memorable excursion that combines easy kayaking with excellent wine tasting. There are some red flags around communication and customer service that potential visitors should be aware of. Several reviewers struggled to reach the office when issues arose, with reports of unreturned calls and full voicemail boxes. One group waited 90 minutes for a no-show rental delivery, and another couldn't get a refund processed after a weather cancellation. While the actual guided tours consistently deliver great experiences, the behind-the-scenes operations seem less reliable, so booking well in advance and confirming details directly might be wise.

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