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Dog-Friendly Boston Road Trip

Viewed by 267 travelers

Day 1: Boston Exploration

Boston, USA

8:00AM

Breakfast at The Friendly Toast

Start your day with a delicious breakfast at The Friendly Toast, known for its pet-friendly outdoor seating and quirky decor.
The Friendly Toast is located in the Back Bay area, easily accessible by car or public transportation.
$$, 1 hour

10:00AM

Freedom Trail Walk

Embark on a walk along the historic Freedom Trail, a dog-friendly route where you can explore Boston's rich history with your furry companion.
Start at Boston Common and follow the red-brick trail through major historical sites.
Free, 2 hours

1:00PM

Lunch at Shake Shack

Enjoy a casual lunch at Shake Shack, which offers a special dog menu with treats for your four-legged friend.
There are multiple Shake Shack locations in Boston, one of which is in the Seaport District.
$, 1 hour

3:00PM

Dog Park Visit at Peter's Park

Let your dog socialize and play at Peter's Park, a popular dog park in the South End neighborhood of Boston.
Head to the South End area by car or public transportation.
Free, 1.5 hours

6:00PM

Dinner at The Salty Pig

End your day with dinner at The Salty Pig, a dog-friendly restaurant with a cozy atmosphere and outdoor seating.
The Salty Pig is located in the Back Bay area, perfect for a relaxing evening meal.
$$, 1.5 hours
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Day 2: Cape Cod Adventure

Cape Cod, USA

8:00AM

Drive to Cape Cod

Embark on a scenic drive to Cape Cod, known for its beautiful beaches and pet-friendly attractions.
Take the I-93 S and MA-3 S route for a picturesque journey to Cape Cod.
Gas cost, 2 hours

11:00AM

Beach Day at Herring Cove Beach

Spend the morning at Herring Cove Beach, a dog-friendly beach where your furry friend can run and play in the sand.
Herring Cove Beach is located in Provincetown at the tip of Cape Cod.
Parking fee, 3 hours

2:00PM

Lunch at The Canteen

Enjoy a beachside lunch at The Canteen, a dog-friendly eatery with a laid-back vibe and outdoor seating.
The Canteen is located near Herring Cove Beach in Provincetown.
$$, 1 hour

4:00PM

Exploring Provincetown

Take a leisurely walk through the charming streets of Provincetown with your dog, exploring art galleries and unique shops.
Provincetown is a walkable town, perfect for exploring on foot.
Free, 2 hours

6:00PM

Dinner at The Lobster Pot

Indulge in fresh seafood at The Lobster Pot, a dog-friendly restaurant offering waterfront views and delicious meals.
The Lobster Pot is a popular dining spot in Provincetown, perfect for a relaxing dinner.
$$$, 1.5 hours
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Day 3: Back to Boston

Boston, USA

9:00AM

Brunch at Trident Booksellers & Cafe

Start your day with a brunch at Trident Booksellers & Cafe, a dog-friendly spot with a cozy atmosphere and a wide selection of books.
Trident Booksellers & Cafe is located in the Newbury Street area of Boston, known for its pet-friendly establishments.
$$, 1.5 hours

11:00AM

Boston Public Garden Stroll

Take a leisurely stroll through the iconic Boston Public Garden, a dog-friendly park where you can enjoy the scenery and relax.
The Boston Public Garden is located near the Back Bay area, easily accessible for a relaxing walk.
Free, 1 hour

1:00PM

Lunch at Stephanie's On Newbury

Enjoy lunch at Stephanie's On Newbury, a dog-friendly restaurant with a welcoming atmosphere and outdoor seating.
Stephanie's On Newbury is located on Newbury Street, a pet-friendly dining destination in Boston.
$$, 1 hour

3:00PM

Shopping at Polka Dog Bakery

Treat your furry friend to some goodies at Polka Dog Bakery, a pet store offering gourmet treats and accessories.
Head to the Polka Dog Bakery location in the South End neighborhood for a fun shopping experience.
$$, 1 hour

5:00PM

Farewell Dinner at The Barking Crab

End your road trip with a farewell dinner at The Barking Crab, a dog-friendly seafood restaurant with a casual vibe and outdoor seating.
The Barking Crab is located on the waterfront, offering a great spot to relax and enjoy your final meal.
$$$, 1.5 hours
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