14-Day Dog-Friendly East Coast Road Trip Itinerary

Day 1: Explore NYC

New York City, USA on March 22, 2025

8:00AM

Breakfast at Jacob's Pickles

Start your adventure with Southern comfort food and dog-friendly outdoor seating.
Located on the Upper West Side, easily reachable by public transport.
USD25, 1 hour

9:30AM

Walk in Central Park

Enjoy a leisurely stroll through Central Park, a haven for dogs and their owners.
Enter at the 5th Avenue entrance.
Free, 2 hours

12:00PM

Lunch at The Grey Dog

Grab lunch at this casual eatery with a dog-friendly patio.
Located in Greenwich Village.
USD30, 1 hour

1:30PM

High Line Park

Explore this elevated park with pathways and greenery, perfect for dogs.
Enter from Gansevoort Street.
Free, 1.5 hours

3:30PM

Afternoon at Brooklyn Bridge Park

Enjoy stunning skyline views and let your dog socialize at the park.
Take the subway to Brooklyn.
Free, 2 hours

6:00PM

Dinner at Shake Shack

Relish famous burgers and shakes with outdoor seating for dogs.
Located in Madison Square Park.
USD25, 1 hour
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Day 2: Philly Fun Times

Philadelphia, USA on March 23, 2025

8:00AM

Breakfast at Green Eggs Cafe

Enjoy a hearty breakfast with dog-friendly tables outside.
A short drive from NYC, approximately 1.5 hours.
USD20, 1 hour

9:30AM

Visit Rittenhouse Square

Let your dog roam free in this beautiful, leafy park.
Downtown area of Philadelphia.
Free, 1.5 hours

11:00AM

Liberty Bell and Independence Hall

Explore these historic sites, and take photos with the dog outside.
Located in Independence National Historic Park.
Free, 2 hours

1:00PM

Lunch at Pizzeria Vetri

Savor delicious pizzas at this bustling spot, with outdoor seating available.
A quick walk from Independence Hall.
USD35, 1 hour

2:30PM

Schuylkill River Trail

Take a scenic dog-friendly walk along this beautiful paved trail.
Start at the Schuylkill River Park.
Free, 2 hours

5:00PM

Dinner at The Continental

Relax with an American cuisine and dog-friendly outdoor seating.
Located in Old City.
USD40, 1 hour
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Day 3: Baltimore Adventure

Baltimore, USA on March 24, 2025

8:00AM

Breakfast at Blue Moon Cafe

Indulge in cozy breakfast with dog-friendly patio options.
Drive to Baltimore, about 2 hours from Philadelphia.
USD25, 1 hour

9:30AM

Federal Hill Park

Enjoy the fantastic view of the Baltimore skyline and a picnic with your dog.
Short drive from the cafe.
Free, 1 hour

10:30AM

Explore the Inner Harbor

Walk along the waterfront with stunning views and multiple dog-friendly spots.
Located right near Federal Hill.
Free, 1.5 hours

12:00PM

Lunch at Miss Shirley's Cafe

Enjoy a mid-day meal known for its brunch specialties, with dog-friendly seating.
Located near Inner Harbor.
USD30, 1 hour

1:30PM

Patterson Park

Take a leisurely walk in this popular local park that offers plenty of space for dogs.
Short drive or ride from the restaurant.
Free, 2 hours

4:00PM

Dinner at Fells Point Area

Enjoy seafood dishes at a dog-friendly restaurant in this historic waterfront area.
Head to Fells Point, parking available.
USD50, 1.5 hours
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Day 4: D.C. Sightseeing

Washington D.C., USA on March 25, 2025

8:00AM

Breakfast at Founding Farmers

Start the day with farm-to-table breakfast with dog-friendly options.
Drive to D.C., about 1 hour from Baltimore.
USD30, 1 hour

9:30AM

Visit the National Mall

Leisurely walk through the iconic landmarks such as the Lincoln Memorial with your dog.
Parking nearby available.
Free, 2 hours

11:30AM

U.S. Botanic Garden

Wander through exotic plants and flowers in a serene environment, dog-friendly outdoors.
Located near the Capitol building.
Free, 1.5 hours

1:00PM

Lunch at Old Ebbitt Grill

Enjoy classic American fare with outdoor seating available for dogs.
Walking distance from the National Mall.
USD40, 1 hour

2:30PM

Visit the National Zoo

Let your dog enjoy the outside areas of this world-renowned zoo.
Short drive from lunch.
Free (for pets), 2 hours

5:00PM

Dinner at The Wharf

Enjoy waterfront dining with dog-friendly patios and stunning sunset views.
Drive to The Wharf area, parking available.
USD50, 1.5 hours
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Day 5: Richmond Relaxation

Richmond, USA on March 26, 2025

8:00AM

Breakfast at Perly’s

Taste delicious Jewish deli-style breakfast with outdoor seating options.
Drive to Richmond, about 2 hours from D.C.
USD20, 1 hour

9:30AM

Maymont Park

Spend the morning exploring beautiful gardens and trails in a serene park environment.
Short drive from the cafe.
Free, 2 hours

12:00PM

Lunch at The Dairy Bar

Enjoy a casual meal in a pet-friendly environment.
Located right near Maymont.
USD25, 1 hour

1:30PM

James River Park System

Grab a leash and enjoy multiple trails along the scenic river with your dog.
Accessible from lunch location.
Free, 2 hours

4:00PM

Visit the Virginia Museum of Fine Arts

Explore amazing art exhibits and outdoor sculptures that dogs can enjoy.
Short drive to the museum.
Free (outdoor areas), 1.5 hours

6:00PM

Dinner at Belle & James

Savor modern American cuisine with outdoor seating for pets.
Close to the museum.
USD40, 1 hour
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Day 6: Charlotte Excursion

Charlotte, USA on March 27, 2025

8:00AM

Breakfast at The Flying Biscuit Cafe

Cherish a southern breakfast with dog-friendly outdoor seating.
Drive to Charlotte, about 2 hours from Richmond.
USD25, 1 hour

9:30AM

Freedom Park

Take a peaceful morning walk in this expansive park with a lake and trails.
Short drive from the cafe.
Free, 1.5 hours

11:00AM

Charlotte’s South End

Explore this trendy neighborhood full of shops and art with your dog.
A short drive from Freedom Park.
Free, 2 hours

1:00PM

Lunch at Sycamore Brewing

Enjoy craft beers and sandwiches in a dog-friendly outdoor beer garden.
A quick drive from South End.
USD30, 1.5 hours

3:00PM

Charlotte Rail Trail

Ride bikes or walk along this scenic urban trail that welcomes dogs.
Accessible from lunch location.
Free, 2 hours

5:30PM

Dinner at The Crunkleton

Enjoy a lively evening and delicious cocktails with dog-friendly seating.
Explore the nearby area for parking.
USD45, 1.5 hours
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Day 7: Asheville Adventure

Asheville, USA on March 28, 2025

8:00AM

Breakfast at Early Girl Eatery

Savor a farm-to-table breakfast with outdoor pet-friendly seating.
Drive to Asheville, about 2 hours from Charlotte.
USD20, 1 hour

9:30AM

Blue Ridge Parkway

Embark on breathtaking scenic drives and views, perfect for dogs to enjoy open spaces.
Start your route within Asheville.
Free, 3 hours

12:30PM

Lunch at Wicked Weed Brewing

Indulge in delicious food and fine craft beer with outdoor dog-friendly options.
Back in Asheville after your drive.
USD30, 1.5 hours

2:00PM

Visit Biltmore Estate Gardens

Explore the stunning outdoor gardens which are dog-friendly from April onwards.
Just a short drive from downtown Asheville.
USD65 (for estate access), 3 hours

5:30PM

Dinner at Tupelo Honey

Taste classic Southern dishes with dog-friendly patio seating.
Located in downtown Asheville.
USD40, 1.5 hours
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Day 8: Savannah Serenity

Savannah, USA on March 29, 2025

8:00AM

Breakfast at Collins Quarter

Enjoy unique Aussie style breakfasts with outdoor seating for pups.
Drive to Savannah, about 4.5 hours from Asheville.
USD25, 1 hour

9:30AM

Forsyth Park

Wander around this picturesque park, a great spot for dogs to roam.
Downtown Savannah.
Free, 1.5 hours

11:00AM

Savannah Riverwalk

Stroll along the river while taking in the sights and sounds of Savannah.
Located near Forsyth Park.
Free, 2 hours

1:00PM

Lunch at The Collins Quarter

Delight in gourmet lunch options with pet-friendly outdoor seating.
Back to lunch at the same place after your walk.
USD30, 1 hour

2:30PM

Wormsloe Historic Site

Visit this scenic area to see the iconic avenue of oaks, pet-friendly for the trails.
Short drive from the city center.
USD10, 2 hours

5:00PM

Dinner at The Grey

Dine in a sophisticated setting that welcomes dogs on their patio.
Located in the heart of Savannah.
USD50, 1.5 hours
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Day 9: Charming Charleston

Charleston, USA on March 30, 2025

8:00AM

Breakfast at Callie’s Hot Little Biscuit

Enjoy flaky biscuits with dog-friendly easy outdoor seating.
Drive to Charleston, about 2 hours from Savannah.
USD20, 1 hour

9:30AM

Waterfront Park

Relax in this beautiful park and watch your dog enjoy new surroundings.
Downtown area near the market.
Free, 2 hours

11:30AM

Explore The Battery

Stroll through historic homes and gardens while munching on homemade dog treats.
A short walk from Waterfront Park.
Free, 1.5 hours

1:00PM

Lunch at Fleet Landing

Enjoy seaside dining featuring local seafood and outdoor seating for dogs.
Located at the waterfront.
USD40, 1.5 hours

2:30PM

Visit Magnolia Cemetery

Take a peaceful stroll in this beautiful historic cemetery, perfect for pets as well.
Short drive from Fleet Landing.
Free, 2 hours

5:00PM

Dinner at Bowens Island Restaurant

Relish fresh seafood and magnificent views with outdoor seating for your dog.
A 15-minute drive from the cemetery.
USD50, 1.5 hours
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Day 10: Wilmington Wonders

Wilmington, USA on March 31, 2025

8:00AM

Breakfast at The Basics

Indulge in homemade breakfast options with dog-friendly outdoor seating.
Drive to Wilmington, about 1.5 hours from Charleston.
USD20, 1 hour

9:30AM

Historic Wilmington Riverwalk

Stroll along the scenic waterfront and enjoy the sights with your dog.
Downtown Wilmington.
Free, 1.5 hours

11:00AM

Bellamy Mansion

Explore this historic site with lovely gardens, ideal for a short visit with pets.
Located nearby the Riverwalk.
USD10, 1.5 hours

1:00PM

Lunch at Front Street Brewery

Enjoy great local brews and an atmosphere that welcomes dogs.
Near the Riverwalk.
USD30, 1.5 hours

2:30PM

Visit Airlie Gardens

Take a scenic stroll through majestic gardens with the dog.
Short drive from the restaurant.
USD9, 2 hours

5:00PM

Dinner at The Copper Penny

Dine in a vibrant atmosphere with outdoor pet-friendly seating.
A short drive from the gardens.
USD40, 1.5 hours
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Day 11: Beach Day in Virginia

Virginia Beach, USA on April 1, 2025

8:00AM

Breakfast at The Greenhouse

Enjoy a health-conscious breakfast with outdoor seating for pets.
Drive to Virginia Beach, about 3 hours from Wilmington.
USD25, 1 hour

9:30AM

Visit Virginia Beach Boardwalk

Have fun exploring the iconic boardwalk with your dog along the coastal views.
Parking near the boardwalk.
Free, 2 hours

12:00PM

Lunch at Waterman’s Surfside Grille

Savor beachside dining with dog-friendly outdoor seating looking at the ocean.
Located at the boardwalk.
USD40, 1.5 hours

1:30PM

Relax on the beach

Enjoy sun and sand, allowing your dog to play safely by your side.
On the beach area.
Free, 2 hours

4:00PM

Dinner at The Shack on 8th

Enjoy seafood with a beach vibe for you and your furry friend.
Short drive or walk from the beach.
USD40, 1.5 hours
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Day 12: Charming Ocean City

Ocean City, USA on April 2, 2025

8:00AM

Breakfast at The Crabcake Factory

Indulge in crab cakes and breakfast options with dog-friendly seating.
Drive to Ocean City, about 3 hours from Virginia Beach.
USD30, 1 hour

9:30AM

Ocean City Boardwalk

Stroll the lively boardwalk and soak up the seaside atmosphere with your dog.
At the beach.
Free, 2 hours

12:00PM

Lunch at Fager’s Island

Enjoy a waterfront meal and relaxing views with outdoor seating for dogs.
On the boardwalk.
USD40, 1.5 hours

1:30PM

Visit Assateague Island

Explore this beautiful nature area with wild ponies alongside the trails.
Short drive from Ocean City.
USD10, 2 hours

4:00PM

Dinner at The Shark on the Harbor

Savor fresh seafood while enjoying the dog-friendly patio.
Close to the boardwalk.
USD50, 1.5 hours
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Day 13: Historic Annapolis

Annapolis, USA on April 3, 2025

8:00AM

Breakfast at Miss Shirley's Cafe

Enjoy delightful breakfast options with dog-friendly patio seating.
Drive to Annapolis, about 2.5 hours from Ocean City.
USD25, 1 hour

9:30AM

Visit Maryland State House

Tour the historic grounds and take photos with your dog by the iconic building.
Downtown Annapolis.
Free, 1.5 hours

11:00AM

Walk Around Annapolis Harbor

Stroll along the harbor and enjoy the marina views with your furry companion.
Short walk from the state house.
Free, 2 hours

1:00PM

Lunch at Chick and Ruth’s Delly

Relish deli-style meals with outdoor seating perfect for pets.
Located near the harbor.
USD30, 1 hour

2:30PM

Visit Quiet Waters Park

Unwind in this beautiful park with trails and nature to explore with your dog.
Short drive from the harbor.
Free, 2 hours

5:00PM

Dinner at Cantler's Riverside Inn

Dine on delicious seafood while enjoying waterfront views and dog-friendly patios.
Located near the water.
USD50, 1.5 hours
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Day 14: Return to NYC

New York City, USA on April 4, 2025

8:00AM

Breakfast at Baker Street Bakery

Conclude your adventure with fresh pastries at a dog-friendly cafe.
Drive back to NYC, about 2.5 hours from Annapolis.
USD20, 1 hour

9:30AM

Visit Central Park

Spend one last relaxing morning in Central Park, letting your pup run around freely.
Enter at the same entrance as before.
Free, 1.5 hours

11:00AM

Stroll through Chelsea Market

Explore food stalls and shops while enjoying the vibrant energy of the area.
Short drive to Chelsea from Central Park.
Free, 1.5 hours

1:00PM

Lunch at Chelsea Market

Select lunch from various food vendors with outdoor seating available for pets.
Dining options within Chelsea Market.
USD35, 1 hour

2:30PM

Explore the Meatpacking District

Wander the chic streets and boutiques, soaking in the Manhattan vibe.
A short walk from Chelsea.
Free, 2 hours

5:00PM

Dinner at The Spotted Pig

Wrap up your journey with gastropub cuisine at this lively establishment, featuring dog-friendly seating.
Located in West Village.
USD50, 1.5 hours
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