Double Play Charters
Double Play Charters is a fishing outdoor recreation and watersports operator in Oceanfront, Virginia Beach, located at 200 Winston Salem Ave. 20-plus-year Rudee Inlet charter running open-water fishing trips plus seasonal dolphin (summer) and whale (winter) watching cruises.
With more than 20 years running trips out of Rudee Inlet, Double Play Charters books open-water fishing outings for Spanish mackerel, red drum, and other local species alongside sunset and leisure cruises. The same boat runs seasonal wildlife cruises — dolphin watching through the summer months and whale watching in winter — from its Virginia Beach Fishing Center dock.
- Fishing
- Seasonal
Amenities
- Open-water fishing charters
- Seasonal dolphin and whale watching cruises
- Sunset and leisure cruises
Visit
- Address: 200 Winston Salem Ave, Virginia Beach, VA
- Phone: (757) 418-5611
- Website: https://doubleplaysportfishing.com/
Last verified 2026-07-19.
More Outdoor Recreation & Watersports Nearby
Afishinado Fishing Charters
Capt. Kevin Perry's 31-foot Ocean Master out of Inlet Station Marina — inshore speckled trout and cobia trips, offshore game-fish runs, and seasonal dolphin/whale watching.
- Family Friendly
- Fishing
E-Fishinsea Sport Fishing Charters
Capt. Greg Weaver's 35-foot tower boat out of Rudee Inlet, running offshore tuna and marlin trips plus inshore cobia and drum charters, tackle included.
- Fishing
Four Reel Virginia Beach Fishing Charter
A 60-foot, six-passenger sportfishing yacht at Rudee Inlet running half-day near-shore charters plus dolphin/whale watching and sunset cruises.
- Fishing
Virginia Beach Fishing Center
The Rudee Inlet marina hub for Virginia's largest sport-fishing charter fleet, booking inshore and 12-hour offshore trips from a dock 200 yards off the Atlantic.
- Fishing
While You're in the Area
Abbey Road Pub & Restaurant
Beatles-themed pub a block off the beach at 22nd Street — 42 taps, live music, a dog-friendly patio, and a Monday military discount.
- Dog Friendly
- Live Music
- Outdoor Seating
- Military Discount
Atlantic Wildfowl Heritage Museum at the de Witt Cottage
Built in 1895 as a wedding gift from Bernard Peabody Holland — Virginia Beach's first mayor — to his bride, the de Witt Cottage is the oldest remaining private…
- Hidden Gem
- Family Friendly
Barclay Cottage Inn
The oldest lodging in Virginia Beach still open to guests — an 1895 cottage with five rooms and wrap-around porches two blocks from the boardwalk.
- Hidden Gem
Barclay Towers Resort Hotel
All-suite Boardwalk tower at 9th Street — 138 two-room suites, every one with a full kitchen and ocean-view balcony, plus a heated indoor pool.
- Family Friendly
- Waterfront
Beach Garden Park
An 18-acre surprise a few minutes' drive from the boardwalk: half a mile of paved trail and wooden decking carries walkers over tidal wetlands where herons,…
- Free
- Family Friendly
- Dog Friendly
- Hidden Gem
Beachside Social
10,000-square-foot indoor games bar on Atlantic Avenue with floor shuffleboard, bocce, and board games alongside a fresh-cocktail list.
- Date Night
Upcoming Events Nearby
Neptune's Coastal Craft Beer Festival
August 15, 2026 · annual
The Neptune Festival's 11th annual beer afternoon takes over 31st Street Park with more than 60 beers from around 30 breweries, heavy on the coastal Virginia scene. Two bands play through the 3–8pm session and local food trucks handle the eating. It's a compact, single-day festival — an easy add-on to a mid-August beach day, a block off the boardwalk at Neptune's Park.
Coastal Edge East Coast Surfing Championships
August 23, 2026 – August 30, 2026 · annual
The world's oldest continuously running surfing competition returns for its 64th year, turning the south end of the Oceanfront — from the 1st Street Jetty up to 10th Street — into a week-long surf carnival. More than 850 competitors surf pro and amateur divisions, including a WSL qualifying event, while the beach fills out with skate and BMX demos, live music, and tournament games. It's the anchor event of late summer at the beach and the best week of the year to watch serious surfing at the 1st Street break.
Virginia Beach Funk Fest Beach Party
August 28, 2026 – August 29, 2026 · annual
A free two-day beach party on the Oceanfront closing out August with funk, R&B, and soul acts on the sand. Part of the official Beach Events season, Funk Fest draws a big, dance-heavy crowd to the resort beach for one of the last major music weekends before Labor Day — no ticket needed, just claim a patch of sand.