High Hopes Sportfishing
High Hopes Sportfishing is a fishing outdoor recreation and watersports operator in Oceanfront, Virginia Beach, located at 200 Winston Salem Ave. Rudee Inlet's oldest continuously running charter — a 58-foot Gary Davis sportfisherman chasing marlin and tuna offshore, flounder and drum inshore.
High Hopes is the oldest continuously running charter operation out of Rudee Inlet, running a 58-foot custom Gary Davis sportfisherman with twin 735-horsepower turbo diesels under Captain Dave Wright. The boat, which carries up to 15, chases blue and white marlin, sailfish, wahoo, mahi-mahi, and tuna offshore, and bluefish, Spanish mackerel, cobia, flounder, and drum inshore, with the best season running May through October. Beyond standard charters, High Hopes books bachelor and bachelorette trips, corporate outings, family outings, and burials at sea.
- Hidden Gem
Amenities
- 58-foot Gary Davis sportfishing vessel
- Carries up to 15 guests
Visit
- Address: 200 Winston Salem Ave, Virginia Beach, VA
- Phone: (757) 286-3842
- Website: https://highhopessportfishing.com/
Last verified 2026-07-10.
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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.