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14-Day Family Friendly Adventure Itinerary in Delaware

Viewed by 105 travelers

Day 1: Wilmington Introduction

Wilmington, Delaware

9:00 AM

Breakfast at The Green Room

Start your adventure with a delightful brunch at The Green Room, known for its family-friendly atmosphere and farm-fresh ingredients.
Located in the Hotel Du Pont, making it easily accessible in downtown Wilmington.
USD20 per person, 1.5 hours

11:00 AM

Visit the Delaware Museum of Natural History

Explore fascinating exhibits on wildlife and dinosaurs that will captivate both kids and adults alike.
A short 10-minute drive from the restaurant.
USD12 per adult, kids under 2 free, 2 hours

1:30 PM

Lunch at Pizzetta

Enjoy delicious pizzas made with fresh ingredients in a casual setting, perfect for families.
5-minute drive from the museum.
USD15 per person, 1 hour

3:00 PM

Brandywine Park Activities

Spend the afternoon at Brandywine Park where you can walk scenic trails or enjoy a picnic.
Short 12-minute drive to Brandywine Park.
Free, 3 hours

6:30 PM

Dinner at Iron Hill Brewery

Savor a family-friendly dining experience with a large menu option and house-brewed beer for the adults.
A 7-minute drive from the park.
USD25 per person, 1.5 hours
Find Hotels in Wilmington

Day 2: Cultural Exploration

Wilmington, Delaware

8:30 AM

Breakfast at The Whip

Enjoy a hearty breakfast featuring local ingredients at this quaint restaurant rich in history.
A quick 5-minute drive from your accommodation.
USD15 per person, 1 hour

10:00 AM

Visit Winterthur Museum

Discover American decorative arts and the stunning gardens at this impressive estate.
15-minute drive from The Whip.
USD20 per adult, kids under 6 free, 3 hours

1:00 PM

Lunch at Blue Blaze Pizza

Grab lunch at this popular pizzeria known for its inventive toppings and homemade sauces.
15-minute drive from Winterthur.
USD12 per person, 1 hour

2:30 PM

Hagley Museum and Library

Explore the birthplace of the DuPont Company, its history, and beautiful grounds along the Brandywine River.
A 20-minute drive from the restaurant.
USD15 per adult, kids under 5 free, 3 hours

6:00 PM

Dinner at La Fia Bistro

Enjoy a delicious Mediterranean meal that boasts a cozy environment for families.
A 20-minute drive back to Wilmington.
USD30 per person, 1.5 hours
Find Hotels in Wilmington

Day 3: Historic New Castle

New Castle, Delaware

8:00 AM

Breakfast at The Newcastle Coffee Company

Start your day with a freshly brewed coffee and pastries from this local gem.
A 30-minute drive from Wilmington.
USD10 per person, 1 hour

9:30 AM

Explore Historic New Castle

Wander through this charming town with historic sites, including the Old Court House and the Dutch House.
A short stroll around the main streets of New Castle.
Free, 2.5 hours

12:00 PM

Lunch at Jessop's Tavern

Savor a classic American meal at this colonial-themed tavern filled with historical charm.
A brief walk from your morning exploration.
USD15 per person, 1 hour

1:30 PM

Visit the New Castle Court House Museum

Learn about New Castle’s history in an authentic 18th-century setting.
A 5-minute walk from lunch.
USD5 per adult, kids under 12 free, 1.5 hours

3:30 PM

Take a stroll along the Riverfront

Enjoy scenic views as you walk along the New Castle Riverfront for a relaxing afternoon.
5-minute drive or a 20-minute walk.
Free, 2 hours

6:30 PM

Dinner at Captain's Bar & Grill

End your day with a seafood feast in this casual, family-friendly venue overlooking the water.
A 5-minute drive from the riverfront.
USD25 per person, 1.5 hours
Find Hotels in New Castle

Day 4: Bear's Nature Nurture

Bear, Delaware

8:00 AM

Breakfast at The Family Table Restaurant

Enjoy a friendly atmosphere with oversized breakfast portions perfect for families.
A 20-minute drive from New Castle.
USD15 per person, 1 hour

9:30 AM

Visit Bear Creek Park

Spend the morning in this local park, enjoying the playground and nature trails.
10-minute drive from breakfast.
Free, 2 hours

12:00 PM

Lunch at Bonefish Grill

Indulge in delicious seafood and steaks in a relaxed atmosphere suitable for kids.
15-minute drive from the park.
USD20 per person, 1.5 hours

2:00 PM

Visit Lums Pond State Park

Explore the large natural park with recreational activities such as hiking and paddle boating.
10-minute drive from lunch.
USD4 per vehicle, 3 hours

6:00 PM

Dinner at Red Lobster

Enjoy a family-friendly dining experience with American seafood dishes and a casual ambiance.
10-minute drive from Lums Pond.
USD25 per person, 1.5 hours
Find Hotels in Bear

Day 5: Beach Bliss

Rehoboth Beach, Delaware

8:00 AM

Breakfast at Dogfish Head Brewings & Eats

Enjoy locally inspired breakfast dishes in a lively brewpub full of character.
A 25-minute drive from Bear.
USD15 per person, 1 hour

10:00 AM

Explore Rehoboth Beach Boardwalk

Stroll along the famous boardwalk with shops, arcades, and beautiful views of the ocean.
Just steps from breakfast.
Free, 2 hours

12:30 PM

Lunch at The Cultured Pearl

Savor Asian cuisine while enjoying a rooftop view of the beach.
A short walk from the boardwalk.
USD25 per person, 1.5 hours

2:00 PM

Beach Time!

Spend the afternoon at Rehoboth Beach building sandcastles and splashing in the waves.
Direct access from lunch.
Free, 3 hours

6:00 PM

Dinner at Grotto Pizza

Enjoy slices from Delaware's favorite pizzeria while watching the sunset over the beach.
10-minute walk from the beach.
USD15 per person, 1.5 hours
Find Hotels in Rehoboth Beach

Day 6: Dewey Beach Adventures

Dewey Beach, Delaware

8:00 AM

Breakfast at Starboard

Start your day with a lively breakfast from this popular local spot serving large portions.
A quick 5-minute walk from your hotel.
USD12 per person, 1 hour

9:30 AM

Parasailing Experience

Experience the thrill of soaring high above the ocean with family-friendly parasailing.
8-minute drive from breakfast.
USD75 per person, 2 hours

12:00 PM

Lunch at The Rusty Rudder

Enjoy relaxed beachside dining with a variety of seafood dishes perfect for families.
A short drive from parasailing location.
USD20 per person, 1.5 hours

2:00 PM

Kayak Rentals

Rent kayaks and paddle around the scenic waterways of Dewey Beach.
A 10-minute walk from lunch.
USD30 per kayak per hour, 2 hours

5:00 PM

Dinner at The Delmarva

End your day with a fantastic dinner featuring local ingredients in an inviting atmosphere.
10-minute walk from the kayak rental shop.
USD25 per person, 1.5 hours
Find Hotels in Dewey Beach

Day 7: Cape May Day Trip

Cape May, New Jersey

8:00 AM

Breakfast at The Diner

Start your day with a classic American breakfast at this local diner before heading to Cape May.
A 30-minute drive to Cape May.
USD15 per person, 1 hour

10:00 AM

Visit Cape May Lighthouse

Climb the historic lighthouse for breathtaking views of the Atlantic and surrounding area.
15-minute drive from the diner.
USD10 per adult, USD3 for kids, 2 hours

1:00 PM

Lunch at The Lobster House

Savor fresh seafood in this waterfront setting, complete with a fish market.
15-minute drive from the lighthouse.
USD25 per person, 1.5 hours

3:00 PM

Explore Cape May Beach

Spend the afternoon enjoying the sun and surf at this beautiful beach.
A short 10-minute drive from the restaurant.
Free, 3 hours

6:30 PM

Dinner at Congress Hall

Indulge in a delicious dinner at this historic hotel, rich in Victorian charm.
10-minute drive back to the beach.
USD30 per person, 1.5 hours
Find Hotels in Cape May

Day 8: Lewes Wonders

Lewes, Delaware

8:00 AM

Breakfast at The Beach House

Enjoy a fulfilling breakfast at this cozy restaurant known for its pancakes and fresh juices.
A 30-minute drive from Cape May.
USD15 per person, 1 hour

9:30 AM

Visit Cape Henlopen State Park

Explore trails, beaches, and historic sites in this beautiful coastal park.
20-minute drive from breakfast.
USD4 per vehicle, 3 hours

12:30 PM

Lunch at the Gary’s Surf & Turf

Grab a delicious lunch at this laid-back spot with an outdoor patio.
A 15-minute drive from the park.
USD20 per person, 1 hour

2:00 PM

Visit Zwaanendael Museum

Discover the maritime history of Delaware at this engaging museum.
A 10-minute drive from lunch.
USD2 per adult, kids free, 1.5 hours

4:00 PM

Beach Time at Lewes Beach

Relax on Lewes Beach, great for families with calm waters and soft sand.
A quick 10-minute drive from the museum.
Free, 2 hours

6:30 PM

Dinner at The Wharf Restaurant

Enjoy waterfront dining serving a variety of delicious American dishes.
A short drive from the beach.
USD25 per person, 1.5 hours
Find Hotels in Lewes

Day 9: Milford Family Fun

Milford, Delaware

8:00 AM

Breakfast at Abbott's Grill

Savor a tasty breakfast at this local spot known for fresh, homemade ingredients.
A 30-minute drive from Lewes.
USD15 per person, 1 hour

9:30 AM

Explore Silver Lake Park

Enjoy a morning walk and various activities at this lovely park offering playgrounds and trails.
10-minute drive from breakfast.
Free, 2 hours

12:00 PM

Lunch at The Georgia House

Relish in a delightful lunch at a historical home turned restaurant offering Southern comfort food.
10-minute drive from the park.
USD20 per person, 1.5 hours

2:00 PM

Visit the Milford Museum

Learn about the history of Milford through engaging exhibits in a family-friendly environment.
A short drive from lunch.
USD5 per person, kids under 12 free, 1.5 hours

5:00 PM

Dinner at The Lighthouse Restaurant

Enjoy a scenic dining experience with a menu featuring fresh seafood and comfort food.
5-minute drive from the museum.
USD25 per person, 1.5 hours
Find Hotels in Milford

Day 10: Dover Delights

Dover, Delaware

8:00 AM

Breakfast at Rising Sun Cafe

Kickstart your day with a fantastic breakfast in this cozy cafe known for its warmth and coffee.
A 30-minute drive from Milford.
USD12 per person, 1 hour

9:30 AM

Visit the Delaware State Museum

Explore Delaware's history via interactive exhibits that are engaging for families.
A short drive from breakfast.
Free for all ages, 2 hours

12:00 PM

Lunch at The Grey Fox Grille

Enjoy local fare and family favorites at this inviting, community-focused eatery.
A short drive from the museum.
USD15 per person, 1 hour

1:30 PM

Visit Air Mobility Command Museum

Discover vintage aircraft and learn about air mobility history in an engaging environment.
15-minute drive from the restaurant.
Free, 2 hours

4:00 PM

Explore Brecknock Park

Unwind with a peaceful walk in this scenic park, perfect for the whole family.
20-minute drive from the museum.
Free, 2 hours

6:30 PM

Dinner at The Capital Grille

Indulge in a premium dining experience with a family-friendly vibe and a robust menu.
A 20-minute drive from the park.
USD40 per person, 1.5 hours
Find Hotels in Dover

Day 11: Smyrna Serenity

Smyrna, Delaware

8:00 AM

Breakfast at The Breakfast Club

Start your day with classic pancakes and friendly service in a cozy atmosphere.
A 30-minute drive from Dover.
USD12 per person, 1 hour

9:30 AM

Visit the Smyrna Museum

Discover the local history of Smyrna through engaging displays for all ages.
A short drive from breakfast.
Free for all, 1.5 hours

11:30 AM

Explore the Duck Creek Historical Society

Enjoy a family-friendly tour exploring the Duck Creek area’s rich history.
A 10-minute drive from the museum.
Free, 1.5 hours

1:00 PM

Lunch at The Brick Works

Delight in a fresh lunch serving farm-to-table dishes with an emphasis on local produce.
10-minute drive from the historical society.
USD20 per person, 1 hour

2:30 PM

Visit Silver Lake Park

Spend the afternoon exploring this beautiful park where the family can walk along scenic trails.
10-minute drive from lunch.
Free, 1.5 hours

5:00 PM

Dinner at Mama Maria's

Savor Italian favorites in a warm, family-friendly environment perfect for young diners.
10-minute drive from the park.
USD25 per person, 1.5 hours
Find Hotels in Smyrna

Day 12: Newark Nature

Newark, Delaware

8:00 AM

Breakfast at Cafe 24

Fuel your day with healthy breakfast options and fair-trade coffee at this local cafe.
A 30-minute drive from Smyrna.
USD12 per person, 1 hour

9:30 AM

Visit White Clay Creek State Park

Enjoy hiking and outdoor activities in this picturesque park known for its diverse nature.
10-minute drive from breakfast.
USD4 per vehicle, 3 hours

12:30 PM

Lunch at The Deer Park Tavern

Grab a bite at this historic tavern serving favorite American dishes in a vibrant atmosphere.
15-minute drive from the park.
USD20 per person, 1 hour

2:00 PM

Explore the University of Delaware Botanic Gardens

Explore beautiful gardens while engaging in family-friendly educational activities.
15-minute drive from the tavern.
Free, 2 hours

5:00 PM

Dinner at Matilda's

End your day with casual dining and an extensive menu featuring American classics.
A 10-minute drive from the gardens.
USD25 per person, 1.5 hours
Find Hotels in Newark

Day 13: Back to Wilmington

Wilmington, Delaware

8:00 AM

Breakfast at Cafe Mezzanotte

Indulge in a delicious breakfast featuring Mediterranean recipes in a chic environment.
A 30-minute drive from Newark.
USD20 per person, 1 hour

9:30 AM

DuPont Gardens

Explore the enchanting gardens filled with tulips and daffodils, perfect for family photos.
A short drive from breakfast.
USD10 per adult, kids free, 2.5 hours

12:30 PM

Lunch at The Cheesecake Factory

Enjoy a varied menu of American cuisine and decadent cheesecakes in a fun atmosphere.
A short drive from the gardens.
USD25 per person, 1.5 hours

3:00 PM

Explore the Delaware Art Museum

Immerse your family in the art and culture of Delaware through engaging exhibits.
A short drive from the restaurant.
USD10 per adult, kids under 6 free, 2 hours

5:30 PM

Dinner at Martha's

Wrap up your day with a lovely dinner at this charming spot known for its fresh local cuisine.
10-minute drive from the art museum.
USD30 per person, 1.5 hours
Find Hotels in Wilmington

Day 14: Finale in Newark

Newark, Delaware

8:00 AM

Breakfast at Eden Cafe

Enjoy a fresh and organic breakfast at this charming cafe featuring local ingredients.
A 30-minute drive from Wilmington.
USD15 per person, 1 hour

9:30 AM

Visit the Delaware Museum of Natural History

Revisit your favorite exhibits and enjoy any remaining activities with new experiences.
30-minute drive from breakfast.
USD12 per adult, kids under 2 free, 2 hours

12:00 PM

Lunch at La Tolteca

Indulge in delicious Mexican food featuring fresh ingredients in a vibrant setting.
A short drive from the museum.
USD15 per person, 1 hour

1:30 PM

Explore Newark Reservoir

Enjoy a leisurely afternoon walk around the reservoir and picturesque nature paths.
A 10-minute drive from lunch.
Free, 2 hours

4:00 PM

Departure

Wrap up your journey through Delaware filled with memories and adventure.
Drive to your point of departure.
Varies, N/A
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