Tip-Sea Charters at Windmill Point invites you aboard a beautifully restored 1993 Parker 2520 Sport Cabin Pilothouse (restored in 2023), based in Irvington.
"He's very familiar with the area, knows the history and is entertaining." — Phil,
Step aboard Four Winds Chartering for a memorable adventure on the waters of Hampton! This 1997 Evans Downeast vessel, beautifully restored in 2021, combines classic charm with modern amenities, ensuring a comfortable and stylish experience for up to 19 g
"Thank you, guys, for a truly awesome, beautiful, time. It was perfect!" — Deidre,
Triple OT Charters operates a 28’ Mako center console based out of Seaford, VA. It can take up to six guests. The boat is powered by two 225 HP gasoline outboard Yamaha engines, offering a maximum cruising speed of 35 knots.
"Chris our captain and owner made this a real special day. he was very attentive and really gave our group some informative infeoamtion about The Chesapeake Bay and York River." — Rob,
Lu Sea Adventure Charters is a 1999 Grady White X26 Tigercat Catamaran, restored in 2026 and based in Virginia Beach.
Experience the ultimate fishing and boating adventure with Last Cast Charters, a 2014 Parker 1 Pilothouse based in Crisfield.
Earning Stripes is a beautifully maintained 1986 Hatteras 45 Sportfishing yacht, perfect for those seeking adventure and relaxation on the water.
"Captain Greg absolutely exceeded our expectations in every way!" — Kathleen,
Discover Irvington, a charming Northern Neck town where rivers meet the Chesapeake Bay and every day is a good day to be on the water. With serene creeks, broad river channels, and easy bay access, Irvington boating charters are ideal for relaxed cruising, family-friendly sightseeing, and hands-on adventures.
Launch into glassy morning waters for paddle-friendly explorations, then transition to breezier afternoon sails across open reaches. Local captains know sheltered routes through scenic coves and along tree-lined shores, perfect for spotting ospreys and seasonal marine life. Anglers choose Irvington boating charters for inshore action and calm conditions that make casting enjoyable for all experience levels.
History and small-town coastal culture frame every trip. Cruise past classic waterfront homes, tucked-away inlets, and working docks that reflect the region's maritime heritage. Sunset excursions are a highlight—glide along quiet creeks as golden light washes over the shoreline, then anchor in a peaceful bend for an unforgettable evening on the water.
Whether you're planning a half-day outing with kids, a romantic sail, or a full-day exploration of river-to-bay scenery, Irvington offers welcoming marinas, calm passages, and varied itineraries in close reach. Book Irvington boating charters to experience easygoing Chesapeake waterways, authentic coastal charm, and the kind of boating memories that keep you coming back.
