Join Chesapeake Paddle Sports for the Sunset Paddle CRUSH Tour in Deale, MD, and experience stunning bay views as day turns to night. Perfect for all skill levels, this private kayak tour offers unforgettable moments on the water.
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Difficulty
easy
Duration
2–3 hours
Fitness Level
Suitable for people in moderate physical condition comfortable with light paddling for up to a few hours.
Wildlife
History
Deale has a rich maritime heritage as a historic fishing village dating back to colonial times.
Conservation
Chesapeake Paddle Sports supports local conservation efforts by promoting responsible paddling and educating guests on preserving the bay’s ecosystem.
Chesapeake Paddle Sports
Join Chesapeake Paddle Sports for the Sunset Paddle CRUSH Tour in Deale, MD, and experience stunning bay views as day turns to night. Perfect for all skill levels, this private kayak tour offers unforgettable moments on the water.
Chesapeake Paddle Sports is a Deale, Maryland outfitter focused on accessible paddling experiences around the Chesapeake Bay and nearby creeks. The operation offers kayak rental, paddle board rental, double kayak rental, pedal boat rental, memberships, guided Sunrise SUP and Full Moon Paddle events, SUP 101 instruction, a Kids Summer SUP Camp, and social outings like SUNday FUNday.
Rentals and programs operate on Rockhold Creek, Tracey’s Creek, and Herring Bay, with programming designed to highlight local wildlife and shoreline history while reinforcing safe on-water skills. SUP 101 is taught by certified coaches and includes a complimentary 30-minute self-guided paddle after the lesson. The Kids SUP Camp runs four days for ages 8–14 and combines paddling skills, games, and Chesapeake Bay exploration.
Age and occupancy guidelines are stated for each offering: kayak and paddle board rentals are available to adventurers aged nine and up, and pedal boats accommodate up to two adults and one child. Special events include a guided Sunrise SUP (RSVP by 6 PM the night before) and a 90-minute Full Moon Paddle. Membership options cover SUP Yoga, fitness classes, and guided tours.
Booking and operations are based in Deale, Maryland, with activities staged on the listed creeks and Herring Bay. Chesapeake Paddle Sports emphasizes family-friendly options, certified instruction, and clearly stated age and occupancy guidelines for renters, campers, and class participants. Advance reservations help secure preferred dates and equipment today.
Location
Deale, Maryland
Activities launch from Deale on Herring Bay
Tours Offered
11
Rentals, classes, camps, and guided paddles
Kids Camp Ages
8–14
Four-day summer SUP camp for youth
Pedal Boat
2 adults + 1 child
Family capacity for pedal boat rentals
Book rentals, lessons, camps, or guided paddles on Rockhold Creek and Herring Bay — check age limits and RSVP details to secure a spot.
Arrive Early to Prepare
Give yourself at least 15 minutes before your tour to get fitted for your gear and receive a safety briefing.
Bring Waterproof Phone Case
Protect your electronics while capturing those perfect sunset shots on the water.
Wear Layers for Changing Temperatures
Evenings on the bay can get cool quickly once the sun sets, so dress accordingly.
Stay Hydrated
Bring water with you to stay refreshed during your paddle.
Waterproof Jacket
Protects against unpredictable spring showers and wind on the water.
spring
Sun Hat
Provides sun protection during longer daylight hours while paddling.
summer
Insulated Layers
Keeps you warm as temperatures drop quickly after sunset.
fall
Water Shoes
Offers comfort and grip when launching or exiting kayaks on varied terrain.