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Videos below by Tony Jenkins

If you’ve never spent a weekend in southeastern Virginia, often called the “757” by locals, you’re missing one of the East Coast’s most underrated getaways. Anchored by vibrant cities like Virginia Beach, Norfolk, and Chesapeake, this coastal region blends laid-back beach energy with history, nature, and a surprisingly lively food and arts scene. Here’s how to make the most of 48 hours. Start your Saturday early in Virginia Beach, where the iconic boardwalk stretches for miles along the Atlantic. Rent a bike or grab a coffee and stroll as the sun rises over the ocean. The early hours feel almost meditative, just the sound of waves, a few runners, and the occasional dolphin sighting offshore. Afterward, head inland for breakfast at a local café or diner, where Southern staples like biscuits and gravy or shrimp and grits set the tone for the day.

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By mid-morning, trade the crowds for something quieter. A short drive takes you to First Landing State Park, a lush coastal preserve where you can hike shaded trails or kayak through calm, cypress-lined waterways. It’s a reminder that this region isn’t just beaches, it’s also rich with natural beauty and wildlife. If you’re feeling adventurous, paddleboarding or a guided kayak tour offers a closer look at the ecosystem.

In the afternoon, make your way to Norfolk, a city that mixes waterfront views with an artsy, urban feel. The downtown area is compact and walkable, perfect for exploring galleries, shops, and the scenic Elizabeth River waterfront. Stop for lunch at a waterside restaurant and sample local seafood, blue crab, oysters, and fresh catch are menu staples here. Norfolk also has a growing craft beer scene, so it’s worth popping into a brewery for a tasting flight if you have time.

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As evening approaches, the energy shifts. Head back toward the Virginia Beach oceanfront or stay in Norfolk’s Waterside District for live music and nightlife. In warmer months, outdoor concerts and festivals are common, giving the whole area a festive, coastal vibe. Whether you’re sipping a cocktail by the water or catching a local band, the goal is simple: relax and enjoy the atmosphere. Sunday is all about slowing down. Start your morning with a scenic drive into Chesapeake, home to one of the region’s most unique natural attractions: the Great Dismal Swamp. Despite its ominous name, it’s a Õ­Õ¡Õ²Õ¡Õ², almost otherworldly place filled with quiet trails, reflective waterways, and abundant wildlife. It’s ideal for a peaceful walk or a low-key paddle.

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Before wrapping up your trip, make time for one last meal, preferably something casual and local. A seafood shack or dockside spot is perfect for soaking in the last bit of coastal charm. Order something classic, like a crab cake sandwich or a basket of fried shrimp, and take your time. What makes southeastern Virginia special isn’t just one standout attraction, it’s the balance. You can go from beach to forest, from historic streets to live music, all within a short drive. It’s a place that doesn’t demand a rigid itinerary but rewards curiosity and a willingness to explore. Two days might not be enough to see everything, but it’s more than enough to understand why locals love calling the 757 home.

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One Perfect Weekend in Coastal Virginia:
Your Guide to the 757

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