Scoops & Sights: A Delicious Capital Region Family Tour

Arrive in Washington, D.C., and pick up your rental car. Settle into your hotel and, why not kick off your adventure with a sweet treat at Dolcezza, a local favourite known for its artisanal gelato and sorbet made with fresh, locally sourced ingredients. Choose from unique flavours like avocado honey or roasted strawberry.

In the evening, take a leisurely stroll along the National Mall to see iconic monuments like the Lincoln Memorial and Washington Monument illuminated against the night sky.

Start your day with something sweet from Nina’s Bakery, offering freshly baked pastries and cakes. After breakfast, embark on a Monuments Bike Tour (included), a guided ride through the city’s iconic landmarks, including the Lincoln Memorial, Washington Monument, and Jefferson Memorial. It’s a fun and active way to explore the city while learning fascinating historical tidbits.

After the tour, refuel with an indulgent lunch and dessert at The Yard Milkshake Bar, known for its over-the-top creations. Spend the afternoon at the National Zoo, where you can visit the giant pandas and explore the leafy pathways.

Start your journey south with a stop in Annapolis, Maryland’s charming and historic capital. Stroll along the City Dock, where you can admire sailboats and enjoy the maritime atmosphere. For lunch, we’d suggest Boatyard Bar & Grill, a family-friendly spot offering fresh seafood, hearty sandwiches, and kid-friendly options.

Continue your drive to Chincoteague Island, famous for its wild ponies and pristine beaches. Spend the afternoon at Assateague Island National Seashore, where kids can swim, spot wildlife, and explore the sandy shores. Wrap up your day with a visit to Island Creamery, frequently voted one of the best ice cream shops in America, for a delicious scoop or two.

Start your day with an unforgettable Pony and Wildlife Tour with Up The Bay Pony Tours. This guided experience takes you on a scenic boat ride through the serene waters around Chincoteague Island. Spot the famous Chincoteague ponies, along with a variety of other wildlife, including dolphins, ospreys, and herons. The knowledgeable guides share fascinating insights about the area’s unique ecosystem and history, making this a highlight of your trip.

After the tour, head to Assateague Island National Seashore for some beach time. Enjoy swimming, shell collecting, or hiking along the nature trails. If you’re feeling adventurous, consider renting bikes or kayaks to explore more of the island’s beauty.

In the afternoon, visit the Chincoteague Pony Centre to learn more about the island’s iconic ponies and their history. Wrap up your day at the Museum of Chincoteague Island, where you can dive into local maritime history and cultural heritage.

End your day with a sweet treat at Mister Whippy, a local favourite for soft-serve ice cream, before watching the sunset over the marshlands at the Chincoteague National Wildlife Refuge.

Travel to Virginia Beach, but first make a brief stop in Cape Charles, a quaint coastal town on Virginia’s Eastern Shore. Stretch your legs with a walk along the Cape Charles Beach, perfect for kids due to its calm, shallow waters. If you’re hungry, grab lunch at The Shanty, a waterfront spot serving fresh seafood and casual fare with beautiful bay views.

After crossing the stunning Chesapeake Bay Bridge-Tunnel, arrive in Virginia Beach and head to the Virginia Aquarium & Marine Science Center for hands-on learning and interactive exhibits. Spend the rest of the afternoon at the beach or biking along the Virginia Beach Boardwalk.

Cool off with a treat from Kohr Bros. Frozen Custard, a boardwalk classic, and finish your day by customising your own sweet masterpiece at Duck Donuts.

Spend a full day enjoying the best of Virginia Beach. Start your morning on the sandy shores, building sandcastles, flying kites, or paddleboarding along the calm waters. Take a break for lunch at a beachfront café and enjoy a sweet treat from Lolly’s Creamery, known for its delicious handcrafted ice cream.

In the late afternoon, embark on an unforgettable Sunset Dolphin Kayak Tour, where you’ll paddle along the serene coastline while spotting dolphins in their natural habitat. This guided tour is both relaxing and adventurous, offering stunning views of the sunset over the water.

Begin your day with a short drive to Norfolk, where you can explore its rich maritime heritage. Visit the Nauticus Maritime Museum and step aboard the USS Wisconsin, one of the largest and last battleships built by the U.S. Navy. This interactive museum is perfect for families and offers fascinating exhibits about life at sea.

Afterward, take a stroll along the scenic Elizabeth River Trail, where you can enjoy waterfront views and a relaxing break before continuing your journey.

From Norfolk, drive to Williamsburg and check into your hotel. Spend the afternoon at Colonial Williamsburg, where kids can engage in interactive activities, and the whole family can explore the historic streets and period-style shops. For dessert, enjoy a treat at Kilwins, famous for its homemade ice cream and fudge.

Today is all about family fun and adventure at Busch Gardens Williamsburg, a European-themed amusement park offering thrilling rides, animal exhibits, and live entertainment. Wander through beautifully themed areas like England, France, and Germany while enjoying activities for all ages.

For those who love water attractions, there’s also an option to visit Water Country USA, a sprawling water park located nearby with exciting slides, lazy rivers, and splash zones for younger children. You can choose to enjoy Busch Gardens, Water Country USA, or both!
Note: Tickets to Busch Gardens and Water Country USA are not included, but we’d be happy to arrange them for you upon request.

Throughout the day, indulge in classic amusement park treats like funnel cakes, soft-serve ice cream, and other family favourites available at various stands. Be sure to catch one of the park’s live shows for an extra dose of entertainment.

After a day filled with excitement, return to your hotel for a relaxing evening.

After breakfast, head to Richmond, Virginia’s vibrant capital city filled with family-friendly attractions and outdoor fun.
Begin your day at the Children’s Museum of Richmond, where kids can engage in interactive exhibits, hands-on activities, and creative play spaces. For lunch, we’d suggest The Daily Kitchen & Bar, offering a family-friendly menu with fresh, locally sourced ingredients.
In the afternoon, visit Maymont Park, a sprawling estate featuring beautifully landscaped gardens, a historic mansion, and a petting zoo that kids will love. Don’t miss the Robins Nature Center, where you can explore exhibits showcasing local wildlife, including otters and turtles.
Wrap up the day with a visit to Gelati Celesti, known for its rich, handcrafted ice cream and unique flavours like "Just Ask" (chocolate with peanut butter and Oreo). Enjoy a leisurely evening exploring the vibrant Carytown neighbourhood, where you’ll find boutique shops, cafes, and colourful street art.

This morning, leave Richmond and take the scenic drive to Charlottesville, nestled in the foothills of the Blue Ridge Mountains.

Your first stop is Thomas Jefferson’s Monticello, a UNESCO World Heritage Site and a beautifully preserved glimpse into the life of America’s third president. Explore the mansion, gardens, and exhibits at your own pace.
Note: Advance reservations for Monticello have been made to ensure you can enjoy your preferred tour time.

For lunch, we’d suggest a stop at one of the local eateries in the Downtown Mall, a lively pedestrian area lined with restaurants, cafes, and unique boutiques. Don’t miss dessert at Chaps Ice Cream, a retro-style diner offering delicious handmade ice cream in a variety of flavours.

In the afternoon, visit Carter Mountain Orchard, a family-friendly spot where you can pick fresh fruit, enjoy breathtaking views of the countryside, and treat yourself to their famous cider donuts and apple cider slushies. There’s also a play area for kids, making it a great spot to unwind.

For dinner, consider The Local, a Charlottesville favourite offering Southern-inspired dishes in a cosy setting. After your meal, relax at your hotel and enjoy the serene atmosphere of this charming town.

Start your morning with a leisurely breakfast in Charlottesville before heading out on a scenic drive to Luray Caverns, one of the most impressive natural wonders on the East Coast. On your guided tour, marvel at the towering stalactites, shimmering pools, and the awe-inspiring Great Stalacpipe Organ, the largest musical instrument in the world, which plays harmonious tones using the cavern's natural formations.

After your cavern exploration, stop by Flotzie’s Soft Serve, a local favourite offering creamy cones, sundaes, and milkshakes—a perfect treat to recharge. If time permits, visit the Luray Valley Museum, which provides a glimpse into 19th-century Shenandoah Valley life, complete with restored historic buildings and artefacts.

Continue your drive into Shenandoah National Park, entering via the scenic Skyline Drive, which offers breathtaking views and overlooks at every turn. Stop at Crescent Rock Overlook or Big Meadows for photo opportunities or a short hike to stretch your legs.

Arrive at Skyland Lodge, your accommodation within the park, and take some time to relax and enjoy the tranquil surroundings. In the evening, have dinner at Pollock Dining Room, located at the lodge, where you can savour hearty, locally inspired dishes while taking in panoramic views of the Shenandoah Valley. Wrap up your day with a bit of stargazing—Shenandoah is known for its dark skies and breathtaking constellations.

Wake up to the serene sounds of nature in Shenandoah National Park. After breakfast at the Pollock Dining Room, set out for a day of outdoor exploration and family-friendly activities.

Morning:

Start your day with a scenic drive along Skyline Drive, the park’s 105-mile roadway that offers over 75 breathtaking overlooks. Stop at Hazel Mountain Overlook or Thornton Gap for sweeping views of the rolling Blue Ridge Mountains and valleys below. Keep an eye out for deer, black bears, and wild turkeys often spotted in this area.

For a light hike, head to the Limberlost Trail, a 1.3-mile accessible loop that winds through lush forest and features small bridges and streams—a perfect introduction to Shenandoah’s beauty for families. For something slightly more challenging, the Dark Hollow Falls Trail leads to a stunning waterfall in just 1.4 miles round trip.

Afternoon:

Pause for a picnic lunch at Big Meadows, one of the park’s most popular spots, complete with picnic tables, restrooms, and wide-open spaces for kids to run around. Explore the nearby Harry F. Byrd Visitor Center, where interactive exhibits delve into the history and natural features of the park.

Spend the afternoon on a ranger-led program, such as a nature walk or wildlife talk (check with the lodge or visitor center for the schedule). Alternatively, try a longer hike like Stony Man Trail, a 1.6-mile loop that rewards you with panoramic views at the summit.

Evening:

Return to Skyland Lodge to unwind. Enjoy dinner at the Pollock Dining Room, where you can savour locally inspired dishes such as trout or fried chicken while soaking in the mountain views. As the sun sets, gather for some stargazing—Shenandoah’s dark skies provide a perfect opportunity to spot constellations, planets, and even the Milky Way. If you're lucky, you may catch a ranger-led astronomy program to deepen your celestial experience.

After a final breakfast at Skyland Lodge, take a scenic morning drive through the Blue Ridge Mountains and make your way to Alexandria, Virginia, a riverside city brimming with charm and history.

Morning:

Arrive in Alexandria and start your exploration in Old Town, a beautifully preserved historic district with cobblestone streets and 18th-century architecture. Stroll along King Street, one of the "Great Streets of America," lined with boutique shops, galleries, and cafes. Stop by Red Barn Mercantile or The Old Town Shop for unique souvenirs and gifts.

Lunch:

For lunch, we’d suggest Virtue Feed & Grain, a family-friendly spot housed in a historic warehouse, serving modern American fare with options for kids and adults alike.

Afternoon:

After lunch, take a riverside walk along the Potomac River Waterfront, where you can enjoy views of the D.C. skyline and watch boats glide by. Visit the Torpedo Factory Art Center, a former naval munitions factory turned creative space. Kids will love watching artists at work in their studios, and there are often hands-on art activities for families.

Next, treat yourself to a sweet break at Pop’s Old Fashioned Ice Cream Co., known for its classic flavours and nostalgic charm.

Evening:

As the day winds down, embark on a twilight boat cruise along the Potomac River, offering stunning views of Washington, D.C.’s illuminated landmarks. If cruising isn’t your style, consider a horse-drawn carriage ride through Old Town for a magical and relaxing experience.

For dinner, enjoy a meal at Chadwicks, a local favourite offering hearty American dishes and a cosy riverside atmosphere. Wrap up your evening with a leisurely stroll under the twinkling streetlights of Old Town.

Spend your final full day enjoying the charm and history of Alexandria. Begin your morning with a leisurely breakfast at Fontaine Caffe & Creperie, where you can indulge in sweet or savoury crepes paired with freshly brewed coffee.

Morning:

Stroll along King Street, taking time to explore its many unique shops, including Hooray for Books!, a delightful independent bookstore perfect for families. If history intrigues you, visit Gadsby’s Tavern Museum, where George Washington once dined, and learn about the role Alexandria played in early American history.

Lunch:

For lunch, we’d suggest The Warehouse, a local favourite offering Southern-inspired dishes in a cosy setting.

Afternoon:

In the afternoon, explore the Mount Vernon Trail, which offers stunning views of the Potomac River. You can rent bikes or simply walk a scenic portion of the trail. If you'd prefer a relaxing activity, visit the Alexandria Black History Museum, which provides insightful exhibits about the city’s African American heritage.

Don’t forget to stop by Pop’s Old Fashioned Ice Cream Co. for another sweet treat or grab a coffee and pastry at a riverside café.

Evening:

As the sun sets, take in the atmosphere of Waterfront Park, where you can enjoy public art installations and views of the river. Wrap up your day with a memorable dinner at Vola’s Dockside Grill, offering fresh seafood and outdoor seating by the water. For a quiet and reflective end to your trip, enjoy a twilight walk along the waterfront under the twinkling lights of Old Town.

Enjoy a relaxed final morning in Alexandria. Take one last stroll along King Street to soak in the charm of this historic riverside town. If time permits, stop for breakfast at The Executive Diner, a local spot known for its hearty, classic dishes and friendly atmosphere.

If you have extra time before your flight and are flying out of Washington Dulles International Airport (IAD), consider visiting the National Air and Space Museum’s Udvar-Hazy Center, located near the airport. This fascinating museum features iconic aircraft such as the Space Shuttle Discovery, the Concorde, and the SR-71 Blackbird. It’s an exciting and educational way to end your trip, especially for aviation enthusiasts.

After your visit, head to the airport, return your rental car, and board your flight with wonderful memories of a family adventure filled with history, fun, and sweet indulgences.