How many days do you need in Boston?

This itinerary covers 7 days in Boston, which is a great amount of time to explore the main highlights. Depending on your pace and interests, you could extend or shorten the trip.

What is the best itinerary for Boston?

Plan your perfect 7 days trip to Boston. This detailed travel itinerary includes daily activities, local recommendations, and insider tips to make your journey unforgettable.

New England Road Trip Adventure

Viewed by 110 travelers

Day 1: City Exploration

Boston, Massachusetts on June 19, 2024

8:00AM

Breakfast at Tatte Bakery & Cafe

Start your day with some delicious pastries and coffee at this Boston favorite.

$15, 1 hour

10:00AM

Freedom Trail Tour

Embark on a historic journey along the Freedom Trail, visiting 16 significant sites in American history.

$25, 2 hours

1:00PM

Boston Tea Party Ships & Museum

Immerse yourself in the events that led to the American Revolution with a visit to this interactive museum.

$20, 2 hours

4:00PM

Dinner at Giacomo's South End

Indulge in authentic Italian cuisine at this cozy neighborhood gem.

$50, 1.5 hours

7:00PM

Evening True Crime Tour

As the night falls, join a guided true crime tour through the darker side of Boston's history and mysteries.

$35, 2 hours

Find Hotels in Boston

Day 2: New Hampshire Motor Speedway

Loudon, New Hampshire on June 20, 2024

9:00AM

Visit New Hampshire Motor Speedway

Experience the thrill of racing at one of the premier motorsports facilities in New England.

$50, Full Day

7:00PM

Drive to Foxborough

Head to Foxborough, MA, for your next adventure.

Gas Cost, 2 hours

Find Hotels in Loudon

Day 3: Foxborough Exploration

Foxborough, Massachusetts on June 21, 2024

9:00AM

Tour Gillette Stadium

Explore the home of the New England Patriots and New England Revolution with a guided stadium tour.

$20, 2 hours

1:00PM

Lunch at Patriot Place

Enjoy a variety of dining options at the shopping and entertainment complex near Gillette Stadium.

$30, 1 hour

3:00PM

Drive back to Boston

Return to Boston for the continuation of your New England exploration.

Gas Cost, 1 hour

7:00PM

Dinner at Union Oyster House

Dine at America's oldest continuously operated restaurant, known for its fresh seafood and historic charm.

$50, 1.5 hours

Find Hotels in Foxborough

Day 4: Newport Escape

Newport, Rhode Island on June 22, 2024

8:00AM

Drive to Newport

Embark on a scenic drive to the charming coastal town of Newport, known for its historic mansions.

Gas Cost, 1.5 hours

10:00AM

Tour The Breakers Mansion

Step back in time with a guided tour of the opulent Vanderbilt mansion, The Breakers.

$30, 2 hours

1:00PM

Lunch at Brick Alley Pub

Enjoy a casual meal at this lively pub offering classic American fare and seafood dishes.

$25, 1.5 hours

3:00PM

Cliff Walk

Stroll along the scenic Cliff Walk, offering breathtaking views of the Atlantic Ocean and historic mansions.

Free, 1 hour

6:00PM

Dinner at The Mooring Seafood Kitchen & Bar

Relish in fresh seafood and waterfront views at this acclaimed restaurant in Newport Harbor.

$55, 2 hours

Find Hotels in Newport

Day 5: New Hampshire Motor Speedway Full Day

Loudon, New Hampshire on June 23, 2024

9:00AM

Full Day at New Hampshire Motor Speedway

Immerse yourself in the thrill of racing at the New Hampshire Motor Speedway for the entire day.

$50, Full Day

Find Hotels in Loudon

Day 6: Cape Cod Exploration

Cape Cod, Massachusetts on June 24, 2024

9:00AM

Morning Bike Ride along Cape Cod Rail Trail

Start your day with a leisurely bike ride along the scenic Cape Cod Rail Trail, exploring charming towns along the way.

$20 (Bike rental), 2 hours

12:00PM

Lunch at The Lobster Pot

Savor traditional New England seafood dishes at this iconic waterfront restaurant in Provincetown.

$40, 1.5 hours

2:30PM

Provincetown Art Association and Museum

Explore the rich art history of Provincetown at this renowned museum showcasing local and national artists.

$15, 1 hour

5:00PM

Relax at Race Point Beach

Unwind and enjoy the natural beauty of Cape Cod at Race Point Beach, known for its stunning sunsets.

Free, 2 hours

8:00PM

Dinner at Blackfish

Dine on innovative, locally sourced seafood dishes at this cozy and intimate restaurant in Truro.

$50, 1.5 hours

Find Hotels in Cape Cod

Day 7: Farewell to Boston

Boston, Massachusetts on June 25, 2024

9:00AM

Last Stroll in Boston Common

Take a final leisurely walk in Boston Common, enjoying the greenery and historic ambiance.

Free, 1 hour

11:00AM

Brunch at Flour Bakery + Cafe

Indulge in delicious brunch offerings at this acclaimed bakery & cafe before departing.

$25, 1.5 hours

1:00PM

Shopping at Faneuil Hall Marketplace

Browse through unique shops and grab last-minute souvenirs at this historic marketplace in Boston.

Varies, 2 hours

4:00PM

End of the Adventure

Bid adieu to Boston with memories of a wonderful New England adventure.

N/A, N/A

Find Hotels in Boston

Like this trip? Make your own version.

A free, personalized itinerary in seconds — sign up to save and edit it.

Create my version

Itinerary created by Plantrip Team June 19, 2024 AI-assisted, human-reviewed

Step 1 Outline Preview:

New England Road Trip Adventure

Day 1: City Exploration

8:00AM

10:00AM

1:00PM

4:00PM

7:00PM

Day 2: New Hampshire Motor Speedway

9:00AM

7:00PM

Day 3: Foxborough Exploration

9:00AM

1:00PM

3:00PM

7:00PM

Day 4: Newport Escape

8:00AM

10:00AM

1:00PM

3:00PM

6:00PM

Day 5: New Hampshire Motor Speedway Full Day

9:00AM

Day 6: Cape Cod Exploration

9:00AM

12:00PM

2:30PM

5:00PM

8:00PM

Day 7: Farewell to Boston

9:00AM

11:00AM

1:00PM

4:00PM

More About Boston

Plan Your Boston Trip