10-Day Dog-Friendly East Coast Adventure: From Boston to Charleston

Day 1: Explore Boston

Boston, MA on April 27, 2025

9:00am

Breakfast at Tatte Bakery & Cafe

Enjoy delicious pastries and coffee in a dog-friendly outdoor seating area, setting a cozy start for your Boston exploration.
USD15, 1h

10:30am

Walk the Freedom Trail

A 2.5-mile historic red-brick trail through 16 significant sites of Boston’s American Revolutionary history, all dog-friendly for leashed pets.
Free, 2h

1:00pm

Lunch at The Barking Crab

Savor fresh seafood with dog-friendly patio seating right on Boston’s waterfront, perfect for relaxing midday with your pet.
USD30, 1h

3:00pm

Visit Boston Common and Public Garden

Stroll through the oldest city park and adjacent lush gardens, featuring designated off-leash dog areas and the iconic Swan Boats for viewing (dog not allowed on boats).
Free, 2h

6:00pm

Dinner at The Friendly Toast

Experience eclectic American fare with a dog-friendly outdoor patio in Cambridge, open until 10pm.
USD25, 1.5h
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Day 2: More Boston & Cambridge

Boston & Cambridge, MA on April 28, 2025

8:30am

Breakfast at Flour Bakery + Cafe

Enjoy freshly baked goods with coffee at their dog-friendly outdoor seating in Cambridge.
USD15, 1h

10:00am

Harvard Yard Walk

Explore the historic Harvard University campus with your dog on leash, enjoying the beautiful architecture and open spaces.
Free, 1h

11:30am

Visit Castle Island

A scenic waterfront park with a dog-friendly walking trail and historic Fort Independence, perfect for an active outing.
Free, 2h

2:00pm

Lunch at Legal Sea Foods Harborside

Taste fresh local seafood with outdoor dog-friendly seating overlooking Boston Harbor.
USD35, 1h

4:00pm

Explore South Boston Dog Park

A large off-leash dog park where your pet can socialize and play before evening activities.
Free, 1h

7:00pm

Dinner at Island Creek Oyster Bar

Enjoy upscale New England cuisine with dog-friendly outdoor dining in Boston's Fenway area.
USD40, 1.5h
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Day 3: Boston to NYC

Boston, MA to New York City, NY on April 29, 2025

7:00am

Breakfast at Thinking Cup

A dog-friendly café offering top-notch coffee and pastries before your travel to New York.
USD12, 1h

8:00am

Travel to NYC via Amtrak Acela Express

Enjoy a comfortable 4-hour ride with your dog in designated pet-friendly areas on Amtrak's Acela service.
USD130, 4h

1:30pm

Lunch at City Dog NYC (restaurant with pet supplies nearby)

Combo store and eatery with dog-friendly outdoor seating where you can dine while browsing dog treats.
USD25, 1h

3:00pm

Visit Central Park

Explore the vast Central Park with your dog on leash, an iconic NYC green oasis with dog runs and scenic trails.
Free, 2h

6:00pm

Dinner at The Smith - Lincoln Square

Enjoy American bistro dishes on a dog-friendly patio seating in the Upper West Side of Manhattan.
USD35, 1.5h
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Day 4: New York City Highlights

New York City, NY on April 30, 2025

8:00am

Breakfast at Le Pain Quotidien

Start your day with organic breads and coffee at numerous NYC locations with dog-friendly terraces.
USD18, 1h

9:30am

Walk the High Line

A scenic elevated linear park on Manhattan’s west side, dogs allowed on leash during all open hours (7am-10pm).
Free, 1.5h

12:00pm

Lunch at Shake Shack - Madison Square Park

Order classic burgers and shakes with your furry friend at their dog-friendly outdoor seating in the park.
USD20, 1h

2:00pm

Visit Washington Square Park

Famous park known for its arch and vibrant atmosphere; leash your dog and enjoy open spaces and people watching.
Free, 1h

4:00pm

Relax at Tompkins Square Dog Run

One of the largest dog runs in NYC, perfect for your pet to play and socialize off leash.
Free, 1h

7:00pm

Dinner at Malt House

Irish-inspired gastropub with dog-friendly outdoor seating serving hearty meals and craft beers.
USD30, 1.5h
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Day 5: NYC to Philadelphia

New York City, NY to Philadelphia, PA on May 1, 2025

8:00am

Breakfast at Bluestone Lane

Grab a coffee and avocado toast at this dog-friendly Aussie-inspired café before departure.
USD18, 1h

9:30am

Travel to Philadelphia by train

Short 1.5-hour AMTRAK or NJ Transit ride with dogs permitted on leash or in carriers.
USD50, 1.5h

12:00pm

Lunch at The Couch Tomato Café & Grill

Dog-friendly patio dining offering casual American fare near Philadelphia’s waterfront.
USD25, 1h

2:00pm

Visit Schuylkill River Trail

A scenic paved multi-use trail along the river, perfect for dog walks and enjoying nature close to the city.
Free, 2h

5:00pm

Explore Rittenhouse Square

Dogs are welcome on leash in this iconic Philly park surrounded by shops and cafes.
Free, 1h

7:00pm

Dinner at Distrito

Mexican flavors served in a vibrant atmosphere with dog-friendly outdoor seating in Philadelphia’s Midtown Village.
USD35, 1.5h
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Day 6: Philadelphia to Washington DC

Philadelphia, PA to Washington, DC on May 2, 2025

8:00am

Breakfast at La Colombe Coffee Roasters

Enjoy premium coffee and pastries with your dog at an outdoor spot before departing Philly.
USD15, 1h

9:30am

Travel to Washington DC by train

Approximately 2-hour train ride with pet-friendly policies on Amtrak Northeast Regional service.
USD70, 2h

12:00pm

Lunch at Ted’s Bulletin

Classic American comfort food with dog-friendly outdoor seating located in the Capitol Hill area.
USD30, 1h

2:00pm

Explore National Mall

Leash-friendly walk through iconic monuments and museums’ grounds, a must-see historical area in DC.
Free, 3h

6:00pm

Visit Yards Park

Scenic waterfront park with dog-friendly walking paths and a great spot for evening relaxation.
Free, 1h

7:30pm

Dinner at Jaleo DC

Award-winning Spanish tapas with dog-friendly patio dining near the downtown area.
USD40, 1.5h
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Day 7: Washington DC Sights

Washington, DC on May 3, 2025

8:00am

Breakfast at Busboys and Poets

Bohemian café offering dog-friendly outdoor seating with hearty breakfast options and coffee.
USD20, 1h

9:30am

Visit the National Arboretum

A beautiful outdoor garden ideal for walking with your dog on-leash amid a wide variety of plant collections.
Free, 3h

1:00pm

Lunch at Open City

Casual eatery with dog-friendly outdoor seating offering sandwiches and salads in DC's Brookland neighborhood.
USD20, 1h

3:00pm

Relax at Meridian Hill Park

A historic terraced park where leashed dogs are welcome, famous for its cascading fountain and weekend drum circles.
Free, 2h

6:00pm

Dinner at Farmers & Fischers

Dog-friendly waterfront restaurant offering farm-to-table cuisine in Georgetown, perfect for a leisurely dinner.
USD40, 1.5h
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Day 8: Travel to Charleston

Washington, DC to Charleston, SC on May 4, 2025

7:00am

Breakfast at Blue Bottle Coffee

Grab a quick and fresh coffee with pastries at a pet-welcoming spot before your journey south.
USD12, 1h

8:00am

Flight from Washington DC to Charleston

A short 1.5-hour flight accommodating small pets in carriers; check airline pet policies in advance.
USD150, 1.5h

12:00pm

Lunch at The Obstinate Daughter

A popular dog-friendly restaurant on Sullivan’s Island offering coastal cuisine and a shaded patio.
USD35, 1h

2:00pm

Visit Waterfront Park

Dog-friendly scenic park in downtown Charleston featuring fountains, swings, and stunning harbor views.
Free, 1.5h

5:00pm

Walk King Street

Explore Charleston’s historic street lined with shops and galleries; pets are welcome outside stores and on sidewalks.
Free, 1.5h

7:00pm

Dinner at Husk

Upscale Southern cuisine with a dog-friendly patio area in the heart of Charleston’s historic district.
USD45, 1.5h
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Day 9: Charleston Beaches & Parks

Charleston, SC on May 5, 2025

8:00am

Breakfast at Another Broken Egg Cafe

Cozy place with dog-friendly outdoor seating serving hearty Southern-style breakfasts.
USD20, 1h

9:30am

Visit Folly Beach

Popular dog-friendly beach where pets are allowed on leash early morning and late afternoon hours.
Free, 3h

1:00pm

Lunch at Jack of Cups Saloon

Funky eatery in downtown Charleston with dog-friendly outdoor seating serving eclectic American dishes.
USD25, 1h

3:00pm

Explore Hampton Park

A large urban park with dog-friendly walking trails, gardens, and picturesque views, perfect for afternoon strolls.
Free, 2h

7:00pm

Dinner at Poogan’s Porch

Historic Charleston restaurant offering southern cuisine with dog-friendly outdoor seating areas.
USD35, 1.5h
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Day 10: Final Charleston Day

Charleston, SC on May 6, 2025

8:00am

Breakfast at Callie’s Hot Little Biscuit

Grab famous biscuits and coffee with your dog at street-side picnic tables in downtown Charleston.
USD15, 1h

9:30am

Stroll through Charleston City Market

Browse local vendors and crafts in this historic market with your dog on leash, open 10am to 6pm.
Free, 1.5h

11:30am

Visit White Point Garden

Seaside park offering beautiful views of Charleston Harbor with ample leash-friendly green space for dogs.
Free, 1h

1:00pm

Lunch at Fleet Landing Restaurant & Bar

Waterfront seafood spot with dog-friendly patios offering classic Lowcountry cuisine.
USD30, 1h

3:00pm

Relax at your accommodation or local dog park

Spend your last afternoon unwinding, allowing your dog time to play and rest.
Varies, 2h

6:00pm

Farewell Dinner at 82 Queen

Enjoy traditional Southern cuisine on a dog-friendly outdoor garden patio to cap your East Coast trip.
USD40, 1.5h
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