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Family Friendly Road Trip: Relaxing Getaway in Virginia
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Family Friendly Road Trip: Relaxing Getaway in Virginia
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Day 1: Beach Fun
Virginia Beach, Virginia
9:00AM
Enjoy Breakfast at Waterman's Surfside Grille
Start your day with a delicious breakfast by the beach, offering a wide selection of breakfast items.
Head to Waterman's Surfside Grille on Atlantic Ave.
$20 per person, 1 hour
11:00AM
Beach Time at Virginia Beach
Spend the morning building sandcastles, swimming in the ocean, and soaking up the sun on the sandy shore.
Walk to the beach from Waterman's Surfside Grille.
Free, 3 hours
2:00PM
Lunch at The Shack on 8th
Enjoy a casual lunch spot with a variety of fresh seafood options and beach vibes.
Drive to The Shack on 8th Street.
$15 per person, 1 hour
4:00PM
Relaxing Afternoon at Neptune's Park
Stroll through the park, enjoy the Neptune statue, and take in the ocean views for a peaceful afternoon.
Walk from The Shack on 8th to Neptune's Park.
Free, 2 hours
6:30PM
Dinner at Catch 31 Fish House and Bar
Indulge in fresh seafood and oceanfront dining as you watch the sunset over the water.
Head to Catch 31 Fish House and Bar on Atlantic Ave for dinner.
$30 per person, 1.5 hours
Find Hotels in Virginia Beach
Day 2: Mountain Retreat
Shenandoah National Park, Virginia
9:00AM
Breakfast at Skyland's Pollock Dining Room
Enjoy a hearty breakfast with panoramic views of the Blue Ridge Mountains to start your day.
Head to Skyland's Pollock Dining Room at Shenandoah National Park.
$25 per person, 1 hour
11:00AM
Scenic Drive on Skyline Drive
Embark on a leisurely drive along Skyline Drive to admire the stunning scenery and lookout points.
Start the scenic drive from Skyland.
$30 per vehicle entrance fee, 2 hours
1:00PM
Picnic Lunch at Big Meadows
Stop at Big Meadows for a picturesque picnic surrounded by wildflowers and rolling hills.
Drive to Big Meadows Picnic Area.
$10 for picnic supplies, 1 hour
3:00PM
Hiking at Dark Hollow Falls
Explore the beautiful waterfall and forest trails on a family-friendly hike to Dark Hollow Falls.
Drive to Dark Hollow Falls trailhead.
Free, 2 hours
6:00PM
Dinner at Spelunker's Overlook
Enjoy a casual dinner overlooking the mountains at Spelunker's Overlook while watching the sunset.
Drive to Spelunker's Overlook.
$20 per person, 1.5 hours
Find Hotels in Shenandoah National Park
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More About virginia
Trip Packing List: Virginia Beach (Friday–Monday, May 22–25, 2026)
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Trip Packing List: Friday–Monday in Virginia Beach (wrestling trip, running, tanning) — May 2026
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Itinerary created by
Plantrip Team
July 1, 2024
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