4-Day New England Scenic and Cultural Tour from Boston

Day 1: Historic Boston

Boston, USA on June 21, 2025

9:00am

Breakfast at Flour Bakery + Cafe

Enjoy a delightful breakfast featuring fresh pastries and excellent coffee at this popular spot in Cambridge, open from 7:00am onwards.
USD15, 1h

10:00am

Freedom Trail Walk

Explore 16 historic sites in Boston by following the 2.5-mile Freedom Trail, including Paul Revere's House and Faneuil Hall. It's a must-do to grasp early American history.
USD0, 3h

1:00pm

Lunch at Union Oyster House

Savor classic New England seafood at America’s oldest restaurant, located near the Freedom Trail and open until late afternoon.
USD30, 1h

2:30pm

Museum of Fine Arts, Boston

Visit one of the largest art museums in the U.S., featuring American and international works, open 10:00am to 5:00pm.
USD27, 2h

5:00pm

Stroll the Boston Public Garden

Relax in America’s first public botanical garden and enjoy swan boat rides if time permits. The garden closes around sunset.
USD4, 1h

7:00pm

Dinner at Toro

Indulge in upscale Spanish tapas in Boston’s South End. The restaurant is open for dinner from 5:00pm to 10:00pm.
USD40, 1.5h
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Day 2: Witch City Salem

Salem, USA on June 22, 2025

8:00am

Breakfast at Red's Sandwich Shop

Enjoy a traditional American breakfast at this long-standing Salem eatery open from 6:00am, perfect to fuel your day.
USD15, 1h

9:30am

Salem Witch Museum

Learn about the notorious 1692 Salem Witch Trials through engaging exhibits and presentations. The museum opens at 9:00am.
USD14, 1h

11:00am

Explore Historic Downtown Salem

Stroll charming streets full of unique shops, cafes, and historic homes, capturing Salem's rich maritime and witch trial heritage.
USD0, 1.5h

12:45pm

Lunch at Turner's Seafood

Try fresh local seafood in a cozy setting, open 11:30am to 3:00pm.
USD25, 1h

2:00pm

House of the Seven Gables

Visit the colonial mansion made famous by Nathaniel Hawthorne’s novel and explore the beautiful seaside gardens. Open 10:00am to 5:00pm.
USD16, 1.5h

4:00pm

Drive to Rockport

A scenic 25-minute drive north along the coast to the quaint harbor town known for its art galleries and coastal views.
USD0, 0.5h

6:00pm

Dinner at Roy Moore Lobster Co.

Enjoy lobster and other seafood fresh from the Atlantic at this waterfront Rockport eatery open until 8:00pm.
USD40, 1.5h
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Day 3: Coastal Arts & Nature

Rockport & Gloucester, USA on June 23, 2025

8:00am

Breakfast at My Place by the Sea

A harborfront café in Rockport offering fresh, hearty breakfast fare with scenic views; open from 7:00am.
USD15, 1h

9:30am

Bearskin Neck Stroll

Explore the charming shops and art galleries along this famous Rockport street, absorbing local culture.
USD0, 1h

11:00am

Drive to Gloucester

A short 20-minute coastal drive to Massachusetts’ oldest seaport town.
USD0, 0.5h

11:30am

Cape Ann Museum

Discover Gloucester’s maritime heritage and unique art collections from the Cape Ann region. Open 10:00am-4:00pm.
USD15, 1.5h

1:00pm

Lunch at The Gloucester House

Popular spot for fresh seafood and waterfront views; open 11:30am-3:00pm.
USD30, 1h

2:30pm

Annisquam Lighthouse Visit

Drive up to this historic lighthouse for picturesque coastal views and photo opportunities. Open grounds, free access.
USD0, 1h

4:00pm

Return to Boston

Approximately 45-minute drive south to Boston to rest and prepare for next day.
USD0, 0.75h

7:00pm

Dinner at Legal Sea Foods

End the day with classic Boston seafood specialties, open until 10:00pm.
USD40, 1.5h
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Day 4: Historic Portsmouth

Portsmouth, USA on June 24, 2025

7:30am

Breakfast at The Friendly Toast

Enjoy a quirky and hearty breakfast in Portsmouth, New Hampshire. Open from 7:00am.
USD15, 1h

9:00am

Strawbery Banke Museum

Explore New Hampshire’s outdoor history museum showcasing preserved houses and gardens from the 17th century onward. Open 10:00am-5:00pm.
USD20, 2h

11:30am

Walk Market Square and Downtown Portsmouth

Enjoy the vibrant shops, galleries, and architecture in the lively heart of Portsmouth.
USD0, 1h

12:30pm

Lunch at Jumpin' Jay’s Fish Cafe

Casual dining with creative seafood dishes in downtown Portsmouth, open till 3:00pm.
USD30, 1h

2:00pm

Drive back to Boston

A scenic 1-hour drive south to Boston International Airport or center.
USD0, 1h

3:30pm

Optional visit to Boston Public Library

If time permits, explore this historic library built in 1895, featuring beautiful architecture and art. Open till 5:00pm.
USD0, 1h

5:00pm

End of tour

Tour concludes with options for dinner or rest in Boston.
USD0, N/A
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