May in Sandbridge is when coastal Virginia truly comes to life, bringing warm, sunny days, gentle ocean breezes, and the perfect balance of spring calm and early summer energy. It’s a month filled with memorable moments—from Mother’s Day celebrations and strawberry season adventures to Memorial Day weekend traditions and outdoor festivals across Virginia Beach. With National Bike Month encouraging scenic rides through beaches, back roads, and nature preserves, plus plenty of local events and activities to explore, May is the ideal time to experience Sandbridge at its most vibrant and inviting.
May in Sandbridge brings the perfect balance of warm, sunny days and comfortable coastal breezes, making it one of the best times of year to visit. Expect mild temperatures ideal for beach walks, biking, and outdoor dining, with plenty of sunshine and just enough ocean breeze to keep things refreshing. It’s the sweet spot between spring and summer—when the water is starting to warm up, the skies are bright, and the beaches are still peaceful before peak season arrives.
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Strawberry season is one of the sweetest times to visit the Virginia Beach area, especially just outside Sandbridge in the rural Pungo countryside. This is where local farms come alive with u-pick fields, roadside markets, and fresh-picked berries at their peak, offering everything from simple farm visits to full seasonal festivals filled with live music, food trucks, and family-friendly fun. Favorites like Cullipher Farm and other nearby Pungo growers invite visitors to experience strawberries straight from the vine, while seasonal events celebrate the harvest with classic coastal Virginia charm. It’s a simple, flavorful way to experience spring just minutes from your Sandbridge Blue vacation home.
May 9th, 2026
New Realm Brewing
Kick off strawberry season at the Strawberry Jamz Festival at New Realm Brewing, a family-friendly celebration featuring live music, local vendors, strawberry-inspired treats, and fun activities for all ages.
May 16th, 2026
Cullipher Farm
Enjoy a fun-filled afternoon at the Strawberry Jam at Cullipher Farm, a seasonal celebration featuring fresh strawberry picking, live music, local food, and family-friendly farm activities in the heart of Virginia Beach’s Pungo farming community.
May 22nd - May 24th, 2026
Back Bay Farmhouse
Celebrate strawberry season at the Strawberry Festival at Back Bay Farmhouse, a charming springtime gathering featuring fresh local berries, live music, artisan vendors, and family-friendly farm fun in Virginia Beach.
May 23rd, 2026
Pungo Strawberry Patch
Enjoy a laid-back spring gathering at the Pungo Square Strawberry Festival, where local makers, live entertainment, and plenty of strawberry-themed fun come together to showcase the charm of Virginia Beach’s rural Pungo community.
May 29th - May 31st, 2026
Blue Pete's
Close out May at Strawberry Jam Weekend at Blue Pete’s, a waterfront celebration featuring live music, local craft vendors, and seasonal food and drink specials in a relaxed coastal setting.
Celebrate National Bike Month in Virginia Beach each May with a citywide invitation to explore more than 200 miles of scenic bike routes, community rides, and outdoor events that highlight active living and coastal adventure. Sandbridge is one of the best places to start, offering quiet residential roads, wide-open coastal views, and easy access to some of the region’s most beautiful natural areas. Riders can head into Back Bay National Wildlife Refuge for peaceful, flat routes through marshes, dunes, and wildlife habitats, or continue on to False Cape State Park for a more rugged, off-the-grid experience. For a slower pace, nearby Pungo’s farmland offers relaxed country roads lined with fields, farm stands, and seasonal blooms—perfect for a scenic cruise just minutes from the beach.
If you’re planning a May getaway to Sandbridge, the best place to stay is Sandbridge Blue, offering a wide selection of premier vacation homes just steps from the beach. May is the perfect time to visit—before peak summer crowds arrive—so you can enjoy peaceful mornings on the sand, warm spring breezes, and easy access to nearby trails, farms, and local events. With homes featuring private pools, ocean views, and plenty of space for families or groups, Sandbridge Blue makes it simple to relax, recharge, and experience coastal Virginia at its best. Plus, take advantage of our spring discount available through May 31st, 2026, making it an even better time to book your Sandbridge escape.
May 1st - May 3rd, 2026, Time varies by day
Virginia Beach Convention Center
Discover sparkling treasures at the 2026 Treasures of the Earth Gem and Jewelry Show, where visitors can browse handcrafted jewelry, rare gemstones, minerals, and fossils while watching live jewelry-making demonstrations and on-site gem appraisals at the Virginia Beach Convention Center.
May 2nd - May 3rd, 2026, Time varies by day
17th Street - on the beach
Soar into spring at the Atlantic Coast Kite Festival, a colorful Virginia Beach Oceanfront celebration where giant kites fill the sky alongside family-friendly activities, contests, and beachside fun for all ages.
May 2nd - May 3rd, 2026, 11:00AM - 6:00PM
Town Point Park
Travel the world without leaving the beach at the Spring Town Point Virginia Wine Festival, a lively Downtown Norfolk waterfront celebration featuring 200+ wines, gourmet food, live music, and artisan vendors set along the Elizabeth River.
May 8th - May 9th, 2026, Time varies by day
24th Street Park
Enjoy island vibes at the Virginia International PANFest, a free, high-energy oceanfront celebration featuring steel drum bands from across the country, live performances, and a lively Caribbean-inspired atmosphere.
May 8th - May 9th, 2026, Time varies by day
31st Street Park Oceanfront
Step back in time at the Beach Music Blast 2026, a free, family-friendly Virginia Beach Oceanfront festival featuring live beach music bands, dancing under the stars, and nostalgic coastal vibes all weekend long.
May 9th - May 10th, 2026
S Atlantic Avenue (8th - 35th Ave.)
Watch elite competition hit the sand at the 2026 USA Ultimate Beach Championships, where top teams from across the country compete in high-energy men’s, women’s, and mixed divisions along the Virginia Beach Oceanfront.
May 15th - May 17th, 2026, Time varies by day
Between 4th & 8th Streets Boardwalk
Feel the adrenaline at Pungo Offroad Monsters on the Beach, where massive monster trucks take over the Virginia Beach Oceanfront for high-flying stunts, intense races, and family-friendly thrills on a custom-built sand track.
May 15th - May 17th, 2026, Time varies by day
Town Point Park
Experience a taste of New Orleans at the Bayou Bon Vivant Cajun Music, Food & Arts Festival, a lively waterfront celebration featuring authentic Cajun cuisine, live music, local art, and family-friendly fun in downtown Norfolk.
May 16th, 2026, 12:00PM - 5:00PM
31st Street & Atlantic Avenue
Sip and enjoy seaside vibes at the Neptune’s 21st Annual Spring Wine Festival, where you can enjoy unlimited tastings from 70+ wines, live music, and local food trucks along the Virginia Beach Oceanfront.
May 23rd - May 25th, 2026, Time varies by day
3th - 7th Streets Virginia Beach Boardwalk
Browse vibrant coastal creativity at the Virginia Beach Surf Art Expo, where 80+ artists line the boardwalk Memorial Day weekend showcasing surf-inspired art, ocean themes, and beach culture alongside a live surfing competition.
May 29th - May 31st, 2026
Virginia Beach Oceanfront
Experience the high-energy Jackalope Festival at the Virginia Beach Oceanfront, where pro athletes, live music, extreme sports competitions, food trucks, and beachside vibes come together for an action-packed three-day event.
