3-Day Adventure Road Trip Itinerary Along the Northeast Coast

Day 1: Explore Boston

Boston, Massachusetts

8:00AM

Breakfast at Tatte Bakery & Cafe

Start your day with a delicious almond croissant and a fresh latte at Tatte Bakery & Cafe, renowned for its artisanal pastries.
Located in convenient proximity to the Freedom Trail.
USD15, 1 hour

9:30AM

Freedom Trail Walk

This iconic 2.5-mile walk will lead you through Boston’s historic sites from Boston Common to the Bunker Hill Monument.
Pick up the trail at Boston Common, easily accessible on foot.
Free, 3 hours

1:00PM

Lunch at Union Oyster House

Enjoy fresh clam chowder and oysters at America's oldest continuously operating restaurant.
Located near the end of the Freedom Trail.
USD25, 1.5 hours

3:00PM

Visit the Museum of Fine Arts

Explore an extensive collection of artwork with pieces from ancient Egypt to contemporary art.
A short Uber or taxi ride away.
USD25, 2 hours

5:30PM

Dinner at Legal Sea Foods

Indulge in Boston's famous lobster rolls and fresh seafood while enjoying beautiful views of the harbor.
Located along the waterfront, easy drive or walk from the museum.
USD40, 2 hours

8:00PM

Night Walk along the Charles River Esplanade

Stroll along the riverside path to soak in the city’s skyline at night, providing a perfect end to your Boston exploration.
Easily reachable from the restaurant.
Free, 1 hour
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Day 2: Coastal Journey

Portland, Maine

7:30AM

Breakfast at The THOM Restaurant

Enjoy a hearty breakfast with diverse options; the blueberry pancakes come particularly recommended.
Located in the heart of Portland, a great start before your drive.
USD20, 1 hour

9:00AM

Drive to Portland

Take a scenic drive along the coast of Maine, stopping at a hidden beach or two for a quick photo op.
Follow I-95 N, take exit 5 for US-1 to explore coastal roads.
Cost of gas, 1.5 hours

10:30AM

Portland Head Light

Visit the most photographed lighthouse in America, and walk around the beautiful park surrounding it.
Located in Cape Elizabeth, about 20 minutes from downtown Portland.
Free, 1 hour

12:00PM

Lunch at Eventide Oyster Co.

Savor unique takes on oysters and creative seafood dishes, with a focus on local Maine flavors.
Return to downtown Portland.
USD35, 1.5 hours

2:00PM

Explore the Old Port District

Wander through cobblestone streets filled with quaint shops, art galleries, and local boutiques in this historic waterfront area.
Located just a short distance from the restaurant.
Free (shopping extra), 2 hours

4:30PM

Craft Brewery Tour

Visit some of Portland's celebrated craft breweries for tastings and insights into Maine's brewing culture.
Various breweries are stationed nearby in downtown Portland.
USD30, 3 hours

8:00PM

Dinner at Fore Street

Indulge in farm-to-table cuisine at this acclaimed restaurant that features locally sourced ingredients.
Located in the Old Port District.
USD60, 2 hours

10:00PM

Stay overnight in Portland

Relax at a cozy hotel including options from boutique spots to upscale chains.
Pre-book your accommodations in downtown Portland for convenience.
USD200, Overnight
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Day 3: Nature Retreat

Acadia National Park, Maine

7:00AM

Breakfast at Little Anthony's

Start your day with a delightful breakfast of homemade donuts and freshly brewed coffee.
A local favorite in Portland before hitting the road.
USD15, 1 hour

8:00AM

Drive to Acadia National Park

Hit the open road and enjoy stunning coastal views as you drive to Acadia National Park.
Follow ME-1 N for the scenic journey.
Cost of gas, 3 hours

11:00AM

Acadia National Park Entrance

Get your park pass and head into the breathtaking landscapes of Acadia, known for its rugged coastline and rolling mountains.
Park entrance is easily accessible from the main road.
USD30, 30 mins

11:30AM

Hiking at Jordan Pond

Embark on a scenic hike around Jordan Pond with its stunning views of the Bubbles mountains.
Follow marked trail signs once inside the park.
Free, 3 hours

2:30PM

Lunch at Jordan Pond House

Enjoy a classic popover and a light lunch on the charming lawn overlooking the pond.
Located within Acadia National Park, right at the end of the hike.
USD25, 1 hour

3:30PM

Cadillac Mountain Drive

Enjoy a scenic drive up Cadillac Mountain for panoramic views of the park and the surrounding ocean.
Follow signs to reach the summit.
Free, 1.5 hours

5:00PM

Sunset at Cadillac Mountain

Witness the breathtaking sunset from the highest point on the East Coast, an unforgettable end to your adventure.
Stay at the summit for sunset views.
Free, 1 hour

6:30PM

Dinner at The Lake House

Enjoy a delightful meal with a focus on local flavors and a cozy ambiance after a day of exploring.
Located nearby in the town of Seal Cove.
USD40, 1.5 hours

8:00PM

Stay overnight in Bar Harbor

End your journey in Bar Harbor, a charming town with numerous accommodations to choose from.
Book hotels in advance for a good rate and proximity to the park.
USD200, Overnight
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