Itinerary for 3 day trip to Boston, Ma

Boston is a fantastic city with a rich history, vibrant culture, and plenty of pet-friendly spots. Let’s dive into a fun-filled three-day itinerary that you and your furry friend can enjoy together!

Day 1: Exploring the Historic Heart of Boston

Morning:

Start your day with a stroll along the . This 2.5-mile route takes you through 16 historical sites. Grab a coffee from a local café (like ) and bring along some treats for your pup. The trail is mostly outdoors, so your furry friend can join you as you explore sites like the and Massachusetts State House.

Lunch:

Pack a picnic lunch or grab some takeout from a nearby pet-friendly restaurant like (they have outdoor seating). Enjoy your meal in the , where your dog can stretch their legs and enjoy the fresh air.

Afternoon:

After lunch, wander through the charming streets of . The cobblestone streets and historic brownstones are perfect for a leisurely walk. Don’t forget to stop by , one of the most photographed streets in the U.S. Your pup will love the sights and smells!

Evening: Dinner at a Pet-Friendly Restaurant

For dinner, head to on the waterfront. This casual seafood spot has outdoor seating where your dog is welcome. Enjoy some fresh seafood while watching the sunset over the harbor.

Day 2: Culture and Nature

Morning:

Start your day with a visit to the . It’s a beautiful place to walk your dog, and you can even take a ride on the famous (dogs can’t ride, but they can enjoy the scenery!).

Lunch:

After your stroll, head to for some shopping and lunch. Many cafes and restaurants here have outdoor seating. Try for a cozy atmosphere and a great menu.

Afternoon: or

If your pup is up for it, you can visit the (they have a lovely courtyard where dogs are allowed). Alternatively, the has a beautiful outdoor area where you can relax with your dog.

Evening: Dinner in the

Head to the for dinner. Many restaurants have outdoor seating, and you can enjoy some delicious Italian food. is a great choice for pizza lovers, and they have a pet-friendly patio.

Day 3: A Day by the Water

Morning:

Start your day with a walk along the . This scenic park is perfect for a morning stroll or jog with your dog. There are plenty of spots to stop and enjoy the view of the river and the city skyline.

Lunch: Pet-Friendly Café

For lunch, check out in Back Bay. They have a great brunch menu and a pet-friendly patio.

Afternoon: Visit the

Spend your afternoon in the . Walk along the waterfront and enjoy the views. There are several parks and open spaces where your dog can play. You can also check out the (though dogs can’t go inside, the area around it is lovely).

Evening: Sunset at

End your trip with a visit to . It’s a great spot for a sunset walk, and your dog will love the open space. There’s also a historic fort to explore. For dinner, grab some takeout from , a local favorite for burgers and fries, and enjoy a picnic by the water.