The Fleet
At Backwater Expeditions, we believe in offering reliable, well-suited vessels that make exploring the Chesapeake Bay and its backwaters a memorable experience. Our fleet includes two boats—each with its own unique strengths—designed to help you get out on the water comfortably and safely.
17' York River Skiff
Our 2023 17’ York River Skiff is a locally handcrafted, old-school boat with classic lines built for the Chesapeake’s backwaters. Made right here in Shacklefords, VA, this boat is designed to handle the shallow, winding creeks and peaceful waters of the region with ease. Its 9.9 HP Mercury four-stroke engine provides a smooth, steady ride perfect for taking in the surroundings or casting a line.
While it may not be built for speed, it offers simplicity and quiet exploration, allowing you to scoot around the bay’s hidden gems at a leisurely pace. Whether you’re fishing or just exploring, the 17’ skiff is a perfect fit for those looking for an authentic, classic Chesapeake experience.
Max Capacity: 6 people or 1200 lbs of persons and gear, whichever is less
Included: Fishing license, required safety gear, full tank of fuel
Available for self-guided full-day rentals from several convenient launch points.
23’ Carolina Skiff – Guided Charters & Ecotours
New for the 2025 season, our 23’ Carolina Skiff is a game-changer for guided adventures on the Chesapeake Bay. Powered by a 150 HP Yamaha four-stroke, this boat is fast, stable, and built for comfort—getting you to remote creeks, sandbars, and scenic stretches of shoreline faster and more efficiently than ever.
Maximum Legal Capacity: 16 persons
Backwater Expeditions Capacity Limit: 10 persons
Chartered Trips: Limited to 6 guests + Captain (per Coast Guard regulations)
This vessel features an open deck layout with cushioned seating, a center console with T-top for shade, and all required USCG safety equipment. It’s the ideal platform for guided Ecotours, exploring remote public lands, and custom charters for families, photographers, birders, and anyone looking to experience the Bay up close.
Please note: This vessel is currently not available for self-guided rentals. Use is limited to Captain-led trips only, pending additional licensing.
Call to reserve your spot aboard our newest vessel and discover the Bay in comfort and style!
New vessels coming soon.
New vessels are in the works! We will update you here when they become closer to being available.
Why us
Backwater Expeditions was built around a lifelong connection to the Chesapeake Bay and a belief that some of the best experiences on the water happen away from crowded destinations and scripted tours.
Owned and operated by Captain Taylor, Backwater Expeditions blends local knowledge, maritime experience, ecotour guiding, and a practical understanding of the waterways that shape Virginia’s coastal communities. The goal is not simply to rent a boat or guide a trip, but to help guests experience a more authentic side of life on the water.
Captain Taylor is a licensed captain, Certified Virginia Ecotour Guide, Chesapeake Bay Landscape Professional – Shoreline, and Leave No Trace certified guide with professional experience spanning marine emergency response, coastal resilience, shoreline systems, and years navigating local waterways throughout the Chesapeake region.
That background shapes every part of the experience — from safety and trip planning to understanding tides, weather, marsh ecology, working waterfront culture, wildlife, and the constantly changing character of the Bay itself.
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Whether you are exploring by skiff or kayak, trips are intentionally designed to feel approachable, personal, flexible, and connected to the landscape rather than rushed or overproduced.
For families, photographers, first-time visitors, longtime Chesapeake locals, and anyone simply looking to slow down and experience the water differently, Backwater Expeditions offers more than a typical rental or tour.
It is a chance to experience the Chesapeake through the perspective of someone who lives and works on these waters every day.
Life on the water. Shared.
Our Professional Crew
Captain Taylor
Captain Taylor holds a current USCG Merchant Mariner Credential, Operator of Uninspected Passenger Vessel-Near Coastal. This allows for the operation of a vessel for hire for up to 6 customers.
I am thrilled to provide an opportunity for locals and visitors to explore the surrounding waters as the owner/operator of Backwater Expeditions LLC. With over 12 years of experience patrolling Virginia waters in maritime law enforcement, I possess extensive knowledge of marine resource law and an unwavering commitment to maritime safety. Additionally, I hold multiple certifications and am a USCG Licensed Captain. I am currently a member of the local volunteer fire department and have served various other departments and rescue squads since 2006.