10-Day Coastal New England Itinerary from Boston with Arcadia Park and Pet-Friendly Stays

Day 1: Boston Arrival

Boston, Massachusetts, USA on June 3, 2025

9:00AM

Breakfast at Flour Bakery + Cafe

Enjoy a delicious breakfast at this dog-friendly bakery known for fresh pastries and savory breakfast sandwiches.
USD15, 1h

11:00AM

Morning walk on the Boston Harborwalk

Take a scenic walk along Boston's Harborwalk, a dog-friendly path with beautiful views of the harbor and city skyline.
Free, 1h30m

1:00PM

Lunch at The Barking Crab

Enjoy fresh seafood at this casual, pet-friendly restaurant with harbor views. Perfect for a relaxed lunch.
USD25, 1h

3:00PM

Visit the Boston Public Garden

Explore this iconic dog-friendly garden with beautiful landscapes and the famous swan boats.
Free, 1h

6:00PM

Dinner at Legal Sea Foods - Harborside

Savor New England lobster and classic seafood dishes with waterfront views in a dog-friendly outdoor area.
USD40, 1h30m
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Day 2: Rhode Island Coast

Narragansett, Rhode Island, USA on June 4, 2025

8:00AM

Drive Boston to Narragansett

Travel about 1.5 hours south to Narragansett, a charming coastal town with great beaches and lodging options economical and pet-friendly.
Gas approx USD20, 1h30m

10:00AM

Breakfast at Coast Guard House

Enjoy breakfast with ocean views in this iconic Narragansett restaurant with dog-friendly patio seating.
USD20, 1h

12:00PM

Visit Scarborough State Beach

Relax or walk on the pet-friendly beach during designated hours — perfect for you and your service dog.
USD10 parking, 2h

3:00PM

Explore Point Judith Lighthouse

Take a short walk with your service dog to the historic lighthouse and enjoy the coastal scenery.
Free, 1h

6:30PM

Dinner at the Matunuck Oyster Bar

Dine on local oysters and fresh seafood with dog-friendly outdoor seating.
USD40, 1h30m
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Day 3: South Shore Massachusetts

Marshfield, Massachusetts, USA on June 5, 2025

8:00AM

Drive Narragansett to Marshfield

Travel north about 1.5 hours to Marshfield, a coastal town with affordable lodging and access to beaches and coastal trails.
Gas approx USD20, 1h30m

9:30AM

Breakfast at The Studio Coffee

Enjoy a quality breakfast in this cozy, pet-friendly café known for great coffee and pastries.
USD15, 1h

11:00AM

Walk the Rexhame Beach

Take a peaceful stroll along this sandy beach, which is dog-friendly and perfect for your service dog to enjoy the ocean breeze.
Free, 1h30m

1:00PM

Lunch at Yarmouth House Restaurant

Stop for fresh seafood and New England classics with pet-friendly outdoor seating nearby.
USD25, 1h

3:00PM

Visit Daniel Webster Estate and Trail

Explore walking trails and scenic views near the historic estate, friendly for service dogs.
Free, 1h30m

6:00PM

Dinner at East Bay Grille

Enjoy casual dining with a variety of seafood dishes and dog-friendly outdoor seating.
USD35, 1h30m
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Day 4: Cape Ann Coast

Gloucester, Massachusetts, USA on June 6, 2025

8:00AM

Drive Marshfield to Gloucester

Drive about 1.5 hours north along the Massachusetts coast to Gloucester, known for fishing villages and art scenes with lodging options welcoming pets.
Gas approx USD20, 1h30m

9:30AM

Breakfast at Short & Main

Known for bakery and breakfast fare, this café welcomes dogs in the outdoor area for a fresh start to your day.
USD15, 1h

11:00AM

Whale Watching Tour (Captain Bill's or similar)

Experience a whale watching boat tour which is dog-friendly on the deck, open seasonally from April to October.
USD55, 3h

3:30PM

Walk Rocky Neck Art Colony

Visit this historic art area with galleries and shops, many pet-friendly outdoor spaces for strolling with your service dog.
Free, 1h

6:00PM

Dinner at The Gloucester House

Enjoy fresh seafood and New England fare on a dog-friendly outdoor patio with harbor views.
USD40, 1h30m
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Day 5: New Hampshire Coast

Portsmouth, New Hampshire, USA on June 7, 2025

8:00AM

Drive Gloucester to Portsmouth

Travel about 1 hour north to Portsmouth, a vibrant coastal town known for history, culture, and dog-friendly public spaces.
Gas approx USD15, 1h

9:30AM

Breakfast at The Friendly Toast

Enjoy creative breakfast dishes in a quirky, dog-welcoming café atmosphere with spacious seating.
USD20, 1h

11:00AM

Walk Prescott Park

Explore this beautiful waterfront park with gardens and dog-friendly paths, perfect for an afternoon stroll.
Free, 1h30m

1:00PM

Lunch at Jumpin’ Jay’s Fish Cafe

Casual dining with fresh seafood, pet-friendly outdoor seating available in the historic district.
USD30, 1h

3:00PM

Historic Walking Tour of Portsmouth

Explore pet-friendly historic sites and neighborhoods, soaking in colonial architecture and culture.
Free, 2h

6:00PM

Dinner at Portsmouth Brewery

Enjoy local brews and pub fare at this pet-friendly brewery with outdoor seating.
USD35, 1h30m
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Day 6: Southern Maine Coast

Kennebunkport, Maine, USA on June 8, 2025

8:00AM

Drive Portsmouth to Kennebunkport

Travel about 40 minutes north to Kennebunkport, famous for charming coastal scenery and pet-friendly lodging options.
Gas approx USD10, 40m

9:00AM

Breakfast at Mornings in Paris Café

Enjoy fresh European-style breakfast baked goods with a dog-friendly outdoor seating area.
USD15, 1h

10:30AM

Walk Kennebunk Beach

Relax or stroll on this popular beach with designated hours for pet access, ideal for a service dog to enjoy the fresh ocean air.
Free, 2h

1:00PM

Lunch at Alisson’s Restaurant

Dine on fresh seafood with dog-friendly outdoor seating near the riverfront.
USD30, 1h

3:00PM

Explore Dock Square

Stroll through this quaint downtown area filled with shops and galleries, mostly pet-friendly.
Free, 1h30m

6:00PM

Dinner at The Clam Shack

Casual lobster rolls and fried clams on a pet-friendly outdoor patio.
USD25, 1h
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Day 7: Arcadia Park and Bar Harbor

Bar Harbor, Maine, USA on June 9, 2025

7:00AM

Drive Kennebunkport to Bar Harbor

Early morning 2.5 hour drive northeast to Bar Harbor, the gateway to Acadia National Park with pet-friendly lodging available.
Gas approx USD30, 2h30m

10:00AM

Breakfast at Café This Way

Enjoy a cozy breakfast in a pet-friendly cafe with creative breakfast options.
USD20, 1h

11:30AM

Visit Acadia National Park - Hulls Cove Visitor Center

Stop by the visitor center for maps and advice; dog-friendly trails like the carriage roads welcome service dogs on leash during park hours 6am to 10pm.
USD30 per vehicle, 30m

12:00PM

Explore Acadia National Park's Carriage Roads

Walk easy and scenic carriage roads, ideal for service dogs with beautiful coastal and forest views.
Included in park fee, 3h

3:30PM

Visit Bar Harbor Downtown

Explore pet-friendly shops and walk the harborfront waterfront with your service dog.
Free, 1h

6:00PM

Dinner at Stewman’s Lobster Pound

Enjoy a classic Maine lobster dinner with outdoor seating that welcomes dogs.
USD50, 1h30m
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Day 8: Acadia National Park & Surroundings

Bar Harbor, Maine, USA on June 10, 2025

8:00AM

Breakfast at Mainely Judies

Start your day with hearty breakfast options in a pet-friendly environment.
USD20, 1h

9:30AM

Drive and Hike at Arcadia Park (Likely Acadia National Park – Jordan Pond area or a specific park you meant)

Spend the day visiting Arcadia Park (likely referring to Acadia National Park's scenic parklands). Enjoy accessible and dog-friendly trails such as the Jordan Pond Path with stunning views and picnic options.
Included in National Park fee, 4h

1:30PM

Picnic Lunch at Jordan Pond House

Enjoy famous popovers and tea on the pet-friendly outdoor areas with views of Jordan Pond.
USD25, 1h

3:00PM

Explore Cadillac Mountain Drive and Lookouts

Drive to Cadillac Mountain (open daylight hours) to enjoy panoramic views; dogs are allowed in cars and on designated trails.
Included in park fee, 2h

6:00PM

Dinner at Cafe at Garden Gate

Relax with a casual dinner featuring local ingredients and enjoy dog-friendly outdoor seating.
USD35, 1h30m
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Day 9: Return South Maine

Portland, Maine, USA on June 11, 2025

8:00AM

Drive Bar Harbor to Portland

Drive about 3 hours southwest to Portland, a city with abundant pet-friendly lodging, art, and food scenes for your last night near the coast.
Gas approx USD35, 3h

11:30AM

Breakfast at Tandem Coffee + Bakery

Grab artisanal coffee and pastries in a welcoming atmosphere inside this dog-friendly café.
USD15, 1h

1:00PM

Visit Eastern Promenade

Enjoy a scenic walk along this coastal park with views of Casco Bay, perfect for dogs to accompany you.
Free, 1h30m

3:00PM

Explore Old Port District

Walk through the historic Old Port area filled with shops, galleries, and pet-friendly public spaces.
Free, 2h

6:30PM

Dinner at Solo Italiano

Enjoy rustic Italian dishes on the dog-friendly patio in Portland's Old Port.
USD40, 1h30m
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Day 10: Boston Return & Relax

Boston, Massachusetts, USA on June 12, 2025

8:00AM

Drive Portland to Boston

Drive about 2 hours south back to Boston to conclude your coastal New England itinerary.
Gas approx USD25, 2h

10:30AM

Brunch at Tatte Bakery & Cafe

Celebrate your last day with a brunch at local favorite Tatte with dog-friendly outdoor seating.
USD25, 1h

12:00PM

Relax at Christopher Columbus Park

Take a peaceful walk along the waterfront park, welcoming to dogs and close to the city center.
Free, 1h

3:00PM

Optional shopping or museum visit

Spend your afternoon exploring pet-welcoming shops or museums with service dog accommodations if desired.
Varies, 3h

6:30PM

Farewell Dinner at The Daily Catch

Experience some of Boston’s best fresh seafood with a cozy atmosphere offering dog-friendly outdoor dining.
USD40, 1h30m
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