Free Concierge Service
    Text or call 1-877-GREET-WELL
    Ask AIAI
    Ask AIAI
    1. Local experiences
    2. /Things to do in Cape Charles…
    3. /Water Activities
    4. /Kayaking Tours
    5. /Cape Charles Sunset Kayak Tour
    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
    • Help Center
    [email protected]1-877-GREET-WELL

    Safe & Secure Payments

    © 2026 Greetwell, Inc. All rights reserved.
    Privacy PolicyTerms
    Product image 1
    Gallery image

    Cape Charles Sunset Kayak Tour

    Paddle Nassawaddox Creek as the sun sets

    4.2 stars• 33 reviews

    Duration

    2 hours

    Highlights

    Set out on a relaxing kayak paddle along the serene waters of Nassawaddox Creek as daylight fades.

    • Explore Nassawaddox Creek by kayak at sunset
    • Bring water or another drink
    • Wear shoes that can get wet or muddy and stay securely on your feet
    • Pack sun protection and an optional camera, towel, binoculars, or snack

    Important details

    • Ages 13+ only

    Cancellation Policy

    Receive a full refund when you cancel with at least 24 hours' notice. Receive a full refund if the operator cancels due to weather or other unforeseen circumstances. No-shows are charged the full price.

    Product ID: 5HTMTF

    FAQs

    Bring water or another drink, sun protection, and shoes that can get wet or muddy and stay securely on your feet. You may also want a camera, towel, binoculars, or snack.

    Bring tip money if you would like to tip your guide.

    Meeting details

    Bayford Oyster Company

    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 1-877-GREET-WELL

    Report an issue

    Adult

    $72.34

    Ages 13+

    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

    4.2
    Very Good
    33 reviews•Google Maps

    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.

    What people are saying

    Review 1 of 5
    5/5

    My family and I have been interested in the kayak tour to Chatham Vineyards for several years and finally signed up during the week of the July 4th holiday. We ended up being the only people on the tour and had an absolute blast! The founder Dave is an amazing guide and very knowledgeable about all things Eastern Shore and wine. We enjoyed being able to taste the grapes on the vine and learn more about the process before doing a tasting. Highly recommend but call ahead to confirm whether you will be using a double kayak or single kayak... I was not prepared to kayak on my own and struggled to keep it moving a few times. 😅 Amazing experience overall. We look forward to doing it again in the future!

    Photo of Mary Jo Rohrer

    Mary Jo Rohrer

    July 8, 2025

    Review 1 of 1
    5/5

    My family and I have been interested in the kayak tour to Chatham Vineyards for several years and finally signed up during the week of the July 4th holiday. We ended up being the only people on the tour and had an absolute blast! The founder Dave is an amazing guide and very knowledgeable about all things Eastern Shore and wine. We enjoyed being able to taste the grapes on the vine and learn more about the process before doing a tasting. Highly recommend but call ahead to confirm whether you will be using a double kayak or single kayak... I was not prepared to kayak on my own and struggled to keep it moving a few times. 😅 Amazing experience overall. We look forward to doing it again in the future!

    Photo of Mary Jo Rohrer

    Mary Jo Rohrer

    July 8, 2025

    Nearby activities

    Kayak Eastern Shore Wildlife Refuge Barrier Island Tour
    Kayaking Tours

    Kayak Eastern Shore Wildlife Refuge Barrier Island Tour

    Paddle Raccoon Creek and walk a barrier island on a guided tour

    Paddle Raccoon Creek and walk a barrier island on a guided tour
    4.2 • 33 reviews
    $61/ person
    Guided Paddle & Wine Tasting in Cape Charles
    Kayaking Tours

    Guided Paddle & Wine Tasting in Cape Charles

    Paddle to Chatham Vineyards for a guided tasting

    Paddle to Chatham Vineyards for a guided tasting
    4.2 • 33 reviews
    $133/ person
    4-Hour Beach Rental in Cape Charles
    Stand Up Paddle Boarding

    4-Hour Beach Rental in Cape Charles

    Set up your beach day with kayak or paddleboard rentals and a ready-to-go spot

    Set up your beach day with kayak or paddleboard rentals and a ready-to-go spot
    4.2 • 33 reviews
    $45/ kayak
    Full-Day Beach Rental in Cape Charles
    Boat RentalsUp to 2

    Full-Day Beach Rental in Cape Charles

    Settle in at Cape Charles Beach with chairs, umbrellas, and water rentals ready

    Settle in at Cape Charles Beach with chairs, umbrellas, and water rentals ready
    4.2 • 33 reviews
    $61& up
    2-Hour Guided Paddleboard Tour in Cape Charles
    Paddleboarding

    2-Hour Guided Paddleboard Tour in Cape Charles

    Learn to paddleboard on Kings Creek with a beginner-friendly guided trip

    Learn to paddleboard on Kings Creek with a beginner-friendly guided trip
    4.2 • 33 reviews
    $61/ person
    Sunset Dinner Kayak Tour in Cape Charles
    Kayaking Tours

    Sunset Dinner Kayak Tour in Cape Charles

    Paddle Hungars Creek and enjoy a creekside dinner

    Paddle Hungars Creek and enjoy a creekside dinner
    4.2 • 33 reviews
    $159/ person