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    1. Local experiences/
    2. Things to do in Dewey Beach…/
    3. Water Activities/
    4. Surfing Lessons/
    5. Windsurfing Lesson on Rehoboth Bay
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    Windsurfing Lesson on Rehoboth Bay

    Learn to windsurf on Rehoboth Bay with a 2-hour group lesson

    4.9 stars• 582 reviews
    From$185/ personincl. taxes and fees

    Duration

    2 hours

    Includes

    Instructor, all gear

    Highlights

    Get on the water with an instructor-led windsurfing lesson using windsurf-able paddle boards. Build skills with provided gear in a 2-hour session at Dewey Beach.

    • Meet at 135 Dagsworthy Street in Dewey Beach
    • Practice windsurf basics on windsurf-able paddle boards
    • Learn with an instructor in a small group format
    • Plan a 2-hour session from start to finish
    • Bring water shoes for foot protection in the bay

    What's Included

    • Instructor
    • All gear

    Things to know

    Offered Memorial Day through Labor Day. Minimum age 8 and minimum weight 100 lbs. June–August group lessons require at least 2 people; gratuity is customary at 15%–20%.

    Cancellation Policy

    Cancel at least 24 hours in advance for a full refund. Get a full refund if the operator cancels due to weather or other unforeseen circumstances, such as group size failing to meet minimum requirements. No-shows are charged full price. No refunds within 24 hours.

    FAQs

    Join if you meet the minimum age of 8 and minimum weight of 100 lbs. You should have good physical fitness and coordination; it is not recommended if you have weak knees, bad backs, or overall weakness.

    Yes. During June, July, and August, group lessons require a minimum of 2 people. If the minimum is not met, the operator may cancel due to group size failing to meet minimum requirements.

    Wear a bathing suit or board shorts and a rash guard. Bring water shoes or water booties (the bay is sandy, but you could cut your foot on something sharp unseen in the water), plus water, sunscreen, a hat, sunglasses straps, and a towel.

    Meeting details

    135 Dagsworthy Street, Dewey Beach, DE

    Experience provided by Delmarva Board Sport Adventures
    Experience provided by Delmarva Board Sport Adventures

    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 #H7YW57

    Adult

    $185.50

    0

    Teen

    $185.50

    Ages 13-17

    0

    Child

    $185.50

    Ages 8-12

    0

    Private Lesson

    $212

    Paddleboard and/or Kayak

    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
    582 reviews•Google Maps
    564
    8
    3
    4
    3

    This operation has built a stellar reputation around Rehoboth Bay, and it's easy to see why from the consistent praise. Staff members like Sam, Jeremy, and George get called out repeatedly for their patience, friendliness, and going above and beyond. People mention instructors towing tired kids back, switching equipment recommendations based on wind conditions, and helping guests spot wildlife like horseshoe crabs and eagles. The equipment stays clean and well-maintained, with reviewers noting how the team washes everything between uses. The location launches into calm bay waters that first-timers find manageable, though wind can still make paddling a workout on certain days. The marsh areas offer peaceful exploration with plenty of bird watching and wildlife spotting opportunities. One guest couldn't reschedule due to rough water conditions and hoped for a future credit, but overall flexibility seems strong. The entrance can be tricky to find since it's on the opposite side of the hotel from what GPS suggests, so plan for that. This seems like an excellent choice for families and beginners looking for a relaxed paddling experience with genuinely helpful staff.

    What people are saying

    Review 1 of 5
    5/5

    We booked an afternoon kayak, it was so fun! staff was friendly and welcoming. You can tell they really care about their customers. Definitely one of the better local spots around, I’ll be coming back!

    Photo of maksoda akter

    maksoda akter

    May 20, 2026

    Review 1 of 1
    5/5

    We booked an afternoon kayak, it was so fun! staff was friendly and welcoming. You can tell they really care about their customers. Definitely one of the better local spots around, I’ll be coming back!

    Photo of maksoda akter

    maksoda akter

    May 20, 2026

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