Rent kayaks, paddle boards, pedal boats, join SUP classes, camps, and guided paddles on the Chesapeake Bay in Deale, Maryland.
A range of rentals, classes, camps, and guided paddles on Rockhold Creek, Tracey's Creek, and Herring Bay.
Unknown · Deale
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.
“Every outing is organized with local river knowledge, basic safety instruction, and equipment checks before departure.”
Activities launch from Deale on Herring Bay
Rentals, classes, camps, and guided paddles
Four-day summer SUP camp for youth
Family capacity for pedal boat rentals
Open the individual experience guide to confirm current availability, pricing, policies, conditions, and inclusions before booking.
The operator provides clear meeting points, departure times, and destination coordinates for all outings.
Personal flotation devices, emergency protocols, equipment checks, and paddling orientations are provided before departure.
Recommended layering, water shoes, sunscreen, and dry bags are detailed in each experience guide.
Guides share rich knowledge of regional flora, fauna, scenic landmarks, and river navigation.
A glimpse into the experiences, natural landscapes, and adventures waiting on your next trip.
Images supplied on the current Chesapeake Paddle Sports listing.
Chesapeake Paddle Sports offers a variety of guided outdoor excursions, scenic routes, rentals, and custom itineraries tailored for families, couples, and adventure enthusiasts.
Yes. Most trips feature comprehensive safety orientations, equipment fittings, and calm routes suited for first-time adventurers. Check the details on individual experience guides for specific age and skill requirements.
Standard safety equipment (such as certified life vests and essential gear) is supplied for each booking. Detailed checklists regarding weather-appropriate attire and personal items are provided prior to departure.
Book rentals, lessons, camps, or guided paddles on Rockhold Creek and Herring Bay — check age limits and RSVP details to secure a spot.
water-activities · Deale
Rent a kayak in Deale, Maryland, and paddle through tranquil creeks and bays surrounded by stunning wildlife. Perfect for families and adventurers alike, this unique water experience awaits you.
water-activities · Deale
Discover the joy of paddle boarding in Deale, Maryland. Explore scenic waterways, observe local wildlife, and enjoy a relaxing day with Chesapeake Paddle Sports.
water-activities · Deale
Discover the fun of double kayak rental in Deale, Maryland! Explore scenic creeks, spot local wildlife, and enjoy a day on the water with Chesapeake Paddle Sports.
water-activities · Deale
Unlock year-round access to Stand Up Paddleboarding, SUP Yoga, and guided tours with Chesapeake Paddle Sports memberships in Deale, Maryland. Perfect for fitness lovers and nature enthusiasts alike!
water-activities · Deale
Experience the magic of sunrise on Chesapeake Bay with a guided SUP tour offered by Chesapeake Paddle Sports. Perfect for early risers seeking calm waters and breathtaking views, this trip promises an unforgettable start to your day.
water-activities · Deale
Discover the joys of paddleboarding with Chesapeake Paddle Sports' SUP 101 class. Perfect for beginners, this experience offers expert instruction and a relaxing paddle on Chesapeake Bay’s calm waters.
water-activities · Deale
Spend a day on Maryland’s peaceful creeks with Chesapeake Paddle Sports’ SUNday FUNday. Paddle gentle waters then refuel with brunch at a local Deale restaurant for a perfect blend of action and relaxation.
water-activities · Deale
Discover the calming blend of paddleboarding and yoga on Maryland’s Chesapeake Bay with Chesapeake Paddle Sports. Perfect for all levels, this SUP Yoga experience offers a soothing escape on tranquil waters.
water-activities · Deale
Celebrate autumn on the Chesapeake Bay with the Halloween Parade paddle in Deale, Maryland. Enjoy two thrilling hours on the water with rental gear or your own board, suitable for paddlers aged nine and up.
Click into any experience card above to view current dates, live availability, transparent pricing, cancellation policies, and booking details.