Sail Rehoboth Bay: Rentals, Lessons & Bonfires

Flexible boat rentals, paddle sports, and hands-on sailing lessons on calm Rehoboth Bay in Dewey Beach, Delaware.

Featured Trips & Rentals

Single- and two-person sailboats, kayaks, SUPs, membership rentals, lessons, and private bonfires.

Sail Rehoboth Bay: Flying Scot Rentals from Rehoboth Bay Sailing Association

Step aboard a Flying Scot on Rehoboth Bay for a calm, two-person sail offered by the Rehoboth Bay Sailing Association. Perfect for learning tacks, chasing sunset light, or stealing a quiet afternoon on Delaware’s inland waters.

Sail Rehoboth Bay: Flying Scot Rentals from Rehoboth Bay Sailing Association

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Dewey Beach, Delaware

Dewey Beach

Paddle Rehoboth Bay: Kayak Rentals at RBSA in Dewey Beach

Glide the calm water of Rehoboth Bay with single-kayak rentals from the Rehoboth Bay Sailing Association. Beginner-friendly and wildlife-rich, these rentals are a relaxed way to explore tidal channels and marsh edges near Dewey Beach.

Paddle Rehoboth Bay: Kayak Rentals at RBSA in Dewey Beach

Dewey Beach

Stand-Up Paddleboarding Rehoboth Bay: SUP Rentals from Rehoboth Bay Sailing Association

Float above seagrass beds and skim past salt marshes—SUP rentals from Rehoboth Bay Sailing Association are an easy, wildlife-rich way to see Delaware’s inland bay. Ideal for first-timers and fitness paddlers alike.

Dewey Beach

Vanguard Sailboat Rentals on Rehoboth Bay: RBSA Day and Sunset Sails (Dewey Beach, DE)

Glide across Rehoboth Bay on a Vanguard daysailer from Rehoboth Bay Sailing Association (RBSA). Ideal for couples or solo sailors, these rentals deliver hands-on seamanship, protected-water cruising, and dramatic marsh-and-sunset scenery off Dewey Beach.

Dewey Beach

Reserve Your Own Rehoboth Bay Day — Membership-Only Boat Rental at Dewey Beach

Skip the launch lines and book a prepped boat waiting in Rehoboth Bay. This membership-only rental in Dewey Beach gives you a flexible, private day on the water—perfect for sandbar picnics, fishing, and exploring tidal creeks.

Dewey Beach

Rehoboth Bay Bonfires: Private Beach Bonfire Nights at RBSA in Dewey Beach

Spend an easy evening around a professionally managed beach bonfire on Rehoboth Bay. Small groups, sunset views, and a relaxed club atmosphere make RBSA bonfire nights a perfect low-key coastal outing.

Dewey Beach

Opti Sailboat Rental on Rehoboth Bay: Solo Sailing in Dewey Beach

Take the helm in a single-handed Opti on Rehoboth Bay with the Rehoboth Bay Sailing Association. Perfect for beginners and solo sailors looking for a hands-on, low-commitment way to explore Dewey Beach’s calm waters and coastal winds.

Dewey Beach

Sail Rehoboth Bay: Solo Sunfish Rentals with RBSA in Dewey Beach

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.

Dewey Beach

Hands-On Sailing Lessons on Rehoboth Bay: Learn to Crew and Helm in Dewey Beach

Spend a focused three hours learning to helm, trim, and dock on protected Rehoboth Bay with small-group instruction from local captains. Perfect for beginners and visitors staying in Dewey Beach, these lessons turn the mechanics of sailing into real skills you can use the same day.

Dewey Beach

Hobie Wave Sailboat Rental on Rehoboth Bay — Two-Person Dewey Beach Sailing Adventures

Cut loose on Rehoboth Bay with a two-person Hobie Wave from Rehoboth Bay Sailing Association. Perfect for learners, couples, and anyone who wants a hands-on, wind-driven outing on Delaware’s protected coastal waters.

About Rehoboth Bay Sailing Association

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.

Rehoboth Bay Sailing Association — Dewey Beach Boat Rentals & Lessons

Explore calm-water sailing, kayak and stand up paddle board rentals, and hands-on sailing lessons on Rehoboth Bay. Rehoboth Bay Sailing Association offers a range of water-based activities in Dewey Beach, Delaware, designed for beginners, families, and sailors practicing new skills.

Popular Rentals and Trips

Flying Scot Sailboat Rental (up to 2 people) — Glide across Rehoboth Bay’s calm waters for relaxing outings or sunset sails.
Vanguard Sailboat Rental (up to 2 people) — Well-maintained boats for cruising and practice in sheltered bay waters.
Hobie Wave Sailboat Rental (up to 2 people) — Shared two-person sails for memorable outings.
Opti Sailboat Rental (up to 1 person) — Single-person dinghy rentals ideal for learners and solo sailors.
Sunfish Sailboat Rental (up to 1 person) — Classic single-person option for freedom and easy handling.
Kayak Rentals — Paddle through tranquil bay waters while observing coastal wildlife and scenery.
Stand Up Paddle Board Rentals — All-skill-level SUPs for fitness, relaxation, and wildlife viewing.
Sailing Lessons — Hands-on instruction covering rigging, steering, and sail trim with expert guidance.
Membership-Only Boat Rental — Reserved boats prepared in advance and set in the water for members’ schedules.
Bonfire Rentals — Private shoreline bonfires for sunset gatherings and evening relaxation.

Why choose Rehoboth Bay for rentals and lessons

Calm Waters: Rehoboth Bay’s sheltered conditions make it an ideal place for beginner sails, kayak trips, and SUP outings.
Variety: A broad selection of single- and two-person sailboats, plus paddle sports and bonfire options.
Instruction: Sailing lessons focus on practical skills — rigging, steering, and trim — delivered in calm bay conditions to build confidence.
Membership Convenience: Members can reserve boats that are prepared and waiting in the water for scheduled use.

Practical details and search-friendly terms

For travelers searching for Dewey Beach boat rentals, Rehoboth Bay sailing, kayak rentals Rehoboth Bay, or stand up paddle board rentals Delaware, the association provides clear options and straightforward booking. Boats are described by capacity (Opti and Sunfish for one person; Flying Scot, Vanguard, and Hobie Wave for up to two people). Rentals emphasize scenic sunset sails, wildlife viewing, and low-impact outdoor recreation.

Booking tips and trip planning

Check available boat types and capacities before booking to match group size.
Choose lessons for guided learning of rigging, steering, and sail trim in calm conditions.
Consider membership if planning repeat visits — membership-only boat rental options include prepped vessels ready in the water.

Keywords: Rehoboth Bay sailboats, Dewey Beach boat rentals, kayak rentals Rehoboth Bay, stand up paddle board rentals Delaware, sailing lessons Rehoboth Bay.

Rehoboth Bay Sailing Association provides accessible, calm-water boating and paddle sport experiences in Dewey Beach, making it a practical choice for local boaters and visitors seeking dependable rentals, hands-on instruction, and relaxed waterfront gatherings.

Reserve Your Rehoboth Bay Experience

Book a sailboat, kayak, SUP, lesson, or bonfire rental and enjoy calm-water recreation in Dewey Beach.