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Explore New England's Charm: Massachusetts, Rhode Island, and Connecticut Road Trip

Viewed by 105 travelers

Day 1: Historic Boston Exploring

Boston, Massachusetts on May 14, 2025

8:00am

Breakfast at Tatte Bakery & Cafe

Start your day with delicious pastries and coffee in a cozy, popular local cafe located near Boston Common.
USD15, 1h

9:30am

Freedom Trail Walk

Follow the 2.5-mile historic trail through downtown Boston visiting 16 key sites including Paul Revere's House and Boston Common.
Free, 3h

1:00pm

Lunch at Quincy Market

Enjoy a variety of New England specialties like clam chowder and lobster rolls in this bustling food hall open from 11am to 7pm.
USD25, 1h

2:30pm

Visit the Boston Museum of Fine Arts

Explore one of the oldest museums in the country, featuring vast art collections from ancient to modern times. Open until 5pm.
USD27, 2h

5:00pm

Stroll Along the Charles River Esplanade

Relax and enjoy scenic views of the Boston skyline during a peaceful evening walk alongside the river.
Free, 1h

7:00pm

Dinner at Legal Sea Foods

Savor fresh seafood dishes including the famous clam chowder at this iconic Boston institution, open until 10pm.
USD40, 1.5h
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Day 2: Providence Arts & Culture

Providence, Rhode Island on May 15, 2025

8:30am

Breakfast at Seven Stars Bakery

Enjoy freshly baked goods and coffee in this award-winning bakery located in downtown Providence.
USD15, 1h

10:00am

Walk through RISD Museum

Experience exceptional art and design with diverse exhibits from classic to contemporary. Open 10am to 5pm.
USD15, 2h

12:30pm

Lunch at Hemenway’s Seafood Grill & Oyster Bar

Dine on fresh seafood with views of the Providence River; the restaurant opens at 11:30am.
USD35, 1h

2:00pm

Explore WaterFire Sculpture Walk

Walk along the river and enjoy the public art installations, a peaceful day scene before the evening light installations.
Free, 1h

3:30pm

Visit Roger Williams Park and Zoo

Explore the 435-acre park with its zoo, botanical center, and walking paths. The zoo is open until 5pm.
USD15, 2h

7:00pm

Dinner at The Dorrance

Dinner in a lavish, historic building offering American cuisine with a modern twist; open until 10pm.
USD45, 1.5h
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Day 3: Mystic and New Haven Highlights

Mystic & New Haven, Connecticut on May 16, 2025

8:00am

Breakfast at Mystic Drawbridge Ice Cream

Grab a quick breakfast treat or light bites before exploring the Mystic area.
USD10, 45m

9:00am

Visit Mystic Seaport Museum

Discover America’s leading maritime museum featuring historic ships and exhibits on nautical life. Open 9am to 5pm.
USD30, 3h

12:30pm

Lunch at Mystic Pizza

Enjoy classic New Haven-style pizza in the iconic shop made famous by the movie; open till 10pm.
USD20, 1h

2:00pm

Drive to New Haven (approx. 1h)

Travel to New Haven, home of Yale University and a vibrant cultural scene.
Gas cost approx. USD15, 1h

3:15pm

Walk Yale University Campus

Explore the beautiful and historic campus with its architecture, museums, and art galleries; open until 5pm.
Free, 1.5h

5:00pm

Visit Yale University Art Gallery

Tour the oldest college art museum in the U.S. featuring extensive collections; closes at 5pm.
Free, 1h

7:00pm

Dinner at Frank Pepe Pizzeria Napoletana

End your trip with the famous New Haven-style coal-fired pizza, known nationwide. Open until 11pm.
USD25, 1.5h
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