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Exploring Coastal Charm: Spruce Head & Boston 6-Day Itinerary

Viewed by 64 travelers

Day 1: Coastal Relaxation

Spruce Head, Maine, USA

8:00AM

Breakfast at Miller's Lobster Company

Start your day with a classic Maine breakfast of fresh lobster rolls overlooking the picturesque harbor.
Miller's Lobster Company is a short walk from most accommodations in Spruce Head.
15 USD, 1 hour

10:00AM

Boat Tour of Penobscot Bay

Embark on a scenic boat tour to explore the stunning coastal landscapes and wildlife of Penobscot Bay.
Drive to the Harbor where the boat tour departs. It takes approximately 30 minutes.
50 USD, 2 hours

1:00PM

Lunch at The Island Lobster Company

Enjoy a delicious seafood lunch with fresh lobster and clam chowder on a charming island setting.
Take a ferry from the harbor to the island. The ferry ride lasts around 20 minutes.
25 USD, 1.5 hours

4:00PM

Relax on Spruce Head Beach

Unwind on the sandy shores of Spruce Head Beach, soaking in the tranquility of the coastal surroundings.
Short drive from the island. Accessible by car in 10 minutes.
Free, 2 hours

7:00PM

Dinner at The Slipway

Indulge in a seafood feast at The Slipway, known for its lobster dishes and waterfront dining experience.
The Slipway is a 15-minute drive from Spruce Head Beach.
40 USD, 1.5 hours
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Day 2: Nature Exploration

Spruce Head, Maine, USA

9:00AM

Morning Hike in Camden Hills State Park

Embark on a scenic hike in Camden Hills State Park, offering panoramic views of Maine's coastline and forests.
Drive to the state park, approximately 1-hour drive from Spruce Head.
10 USD (park entry fee), 3 hours

1:00PM

Lunch at Fresh & Co. Market

Enjoy a farm-to-table lunch at Fresh & Co. Market, known for its locally sourced ingredients and delicious sandwiches.
Drive back to Spruce Head for lunch, around 1-hour drive.
20 USD, 1 hour

3:00PM

Kayaking Adventure in Spruce Head Harbor

Explore the calm waters of Spruce Head Harbor on a kayaking adventure, discovering hidden coves and marine life.
Kayak rental shop is a short walk from most accommodations in Spruce Head.
30 USD, 2 hours

6:00PM

Dinner at McLoons Lobster Shack

Savor the flavors of Maine with a traditional lobster dinner at McLoons Lobster Shack, overlooking the harbor.
McLoons Lobster Shack is a 10-minute drive from Spruce Head Harbor.
35 USD, 1.5 hours
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Day 3: Urban Exploration

Boston, Massachusetts, USA

8:00AM

Breakfast at Flour Bakery + Cafe

Start your day with a delicious breakfast at Flour Bakery + Cafe, known for its pastries and sandwiches.
Flour Bakery + Cafe is located in the South End neighborhood, easily accessible from most hotels.
12 USD, 1 hour

10:00AM

Freedom Trail Walking Tour

Join a guided tour along the historic Freedom Trail, visiting landmarks like Faneuil Hall and Paul Revere's House.
Meet the tour guide at the Boston Common Visitor Information Center. Take a short walk or public transportation from the cafe.
25 USD (tour fee), 2.5 hours

1:00PM

Lunch at Union Oyster House

Experience a taste of history at Union Oyster House, the oldest continuously operating restaurant in the U.S., known for its seafood.
Union Oyster House is a 15-minute walk from the end of the Freedom Trail.
30 USD, 1.5 hours
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Day 4: Acadia National Park Adventure

Acadia National Park, Maine, USA

8:00AM

Scenic Drive on Park Loop Road

Enjoy a picturesque drive along Park Loop Road, passing by rugged coastlines, pristine lakes, and Cadillac Mountain.
Drive from Boston to Acadia National Park, approximately 4-5 hours.
25 USD (vehicle entrance fee), 4 hours

12:00PM

Lunch at Jordan Pond House

Savor a meal with stunning views at Jordan Pond House, known for its popovers and overlooking Jordan Pond.
The restaurant is located within the park and accessible along Park Loop Road.
40 USD, 1.5 hours

2:00PM

Hiking at Precipice Trail

Challenge yourself with a hike on Precipice Trail, offering exhilarating views from cliffs overlooking the Atlantic Ocean.
Drive to the trailhead parking area in the park. The trail is strenuous and not suitable for beginners.
Free, 3 hours

6:00PM

Dinner in Bar Harbor

Head to Bar Harbor for a delightful dinner, exploring the charming town and dining at a local seafood restaurant.
Bar Harbor is a short drive from the park. Choose from various dining options in the town.
45 USD, 2 hours
Find Hotels in Acadia National Park

Day 5: Mountain & Lakes in New Hampshire

New Hampshire, USA

9:00AM

Drive to White Mountain National Forest

Embark on a scenic drive to White Mountain National Forest, known for its stunning peaks, lakes, and vibrant fall foliage.
Drive from Acadia National Park to White Mountain National Forest, approximately 5-6 hours.
15 USD (vehicle entrance fee), 5 hours

1:00PM

Lunch at Polly's Pancake Parlor

Stop for a delicious lunch at Polly's Pancake Parlor, famous for its variety of pancakes and maple syrup.
Polly's Pancake Parlor is a popular dining spot near the forest's entrance.
20 USD, 1.5 hours

3:00PM

Explore Franconia Notch State Park

Discover the natural beauty of Franconia Notch State Park, home to the Flume Gorge, Cannon Mountain, and Echo Lake.
Drive to the park from Polly's Pancake Parlor, a short distance away.
10 USD, 2 hours

6:00PM

Dinner at The Common Man

Enjoy a hearty dinner at The Common Man, offering classic American cuisine in a cozy mountain setting.
Visit the nearest Common Man restaurant for a satisfying meal after exploring the park.
35 USD, 2 hours
Find Hotels in New Hampshire

Day 6: Scenic Drive to Wisconsin

New Hampshire & Drive back to Wisconsin, USA

9:00AM

Morning Drive through New Hampshire

Embark on a leisurely drive through New Hampshire's picturesque landscapes, soaking in the mountain views and quaint towns.
Start your journey towards Wisconsin, enjoying the scenic routes and potential stops along the way.
Gas and meal expenses, Full day

1:00PM

Lunch at a Local Diner

Stop for a classic American lunch at a local diner, experiencing authentic cuisine on your road trip.
Choose a diner along the route for a satisfying meal break.
25 USD, 1 hour

3:00PM

Visit a Scenic Overlook

Take a short break at a scenic overlook to stretch your legs and capture stunning views of the surrounding landscapes.
Look out for signs indicating scenic overlooks or viewpoints along the highway.
Free, 30 minutes

7:00PM

Dinner in New York

Enjoy a final dinner stop in New York before continuing your journey back to Wisconsin.
Explore dining options in New York for a memorable end to your road trip.
50 USD, 2 hours
Find Hotels in New Hampshire & Drive back to Wisconsin
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