Set sail on beautiful Rehoboth Bay with a sailboat rental! • 2+ Hours • $150+
Solo Sunfish rentals on Rehoboth Bay give you direct, hands‑on sailing in protected coastal waters. Perfect for practicing maneuvers, chasing sunsets, or slipping through marsh channels, this single‑handed option from RBSA is an elemental way to experience Delaware’s bays.
More ways to explore the area's outdoor wonders
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Difficulty
moderate
Duration
2–9 hours
Fitness Level
Moderate balance and core strength; comfortable standing, hiking on and off a small beach or ramp, and handling a single‑handed dinghy.
Wildlife
History
Rehoboth Bay and neighboring coastal communities have a long maritime tradition; small-bay navigation and recreational sailing have been part of local life for generations.
Conservation
Avoid grounding on seagrass beds and use biodegradable sunscreen where possible; small boats have a low footprint but responsible anchoring and no‑trace practices help protect shallow habitats.
Rehoboth Bay Sailing Association
Set sail on beautiful Rehoboth Bay with a sailboat rental! • 2+ Hours • $150+
Rehoboth Bay Sailing Association is a Dewey Beach, Delaware-based organization offering boat rentals, paddle sports, lessons, and shoreline experiences on Rehoboth Bay.
The association operates a fleet of single- and two-person sailboats — including Flying Scot, Vanguard, Hobie Wave, Opti, and Sunfish — plus kayaks and stand up paddle boards. Rentals suit beginners, families, and sailors practicing skills on calm bay waters. Sailing lessons provide hands-on instruction focused on rigging, steering, and sail trim in calm conditions to build real confidence and practical skills.
Membership-only boat rental allows repeat visitors to reserve a vessel that is prepared in advance and waiting in the water for a personalized schedule. Bonfire rentals provide private shoreline gatherings for sunset views, cool breezes, and evening relaxation. Equipment notes indicate well-maintained sailboats and straightforward rental options for one- and two-person boats.
Located at Dewey Beach on Rehoboth Bay, the association leverages sheltered waters for safe, enjoyable outings and wildlife viewing. The mix of rentals, lessons with expert guides, membership access, and shoreline bonfire experiences creates flexible options for local boaters and visitors seeking accessible water-based activities near Delaware’s coast.
Location
Dewey Beach, DE
On Rehoboth Bay shoreline.
Boat Types
11 options
Sailboats, kayaks, SUPs.
Membership
Available
Reserve boats prepared in advance.
Lesson Focus
Hands-on
Rigging, steering, sail trim.
Book a sailboat, kayak, SUP, lesson, or bonfire rental and enjoy calm-water recreation in Dewey Beach.
Check tides and shallow areas
Rehoboth Bay has extensive sand flats and seagrass; consult tide charts before launching to avoid grounding.
Wear a PFD at all times
Bring and wear a properly fitted personal flotation device—small dinghies capsize quickly.
Bring a wind layer
Offshore breezes and wind chill can pick up even on warm days; pack a windbreaker.
Plan for limited cell service
Marsh channels and low-lying areas can have spotty reception—share your plan with someone ashore.
Personal Flotation Device (PFD)
Required for safety and recommended at all times while single‑handing a Sunfish.
Windbreaker or light shell
Blocks wind chill on open water and during cooler evenings.
spring
Sunscreen and sun hat
Protects from reflected sun and extended exposure on the bay.
summer
Small dry bag
Keeps phone, keys, and essentials dry in a small cockpit or while launching from the beach.