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10-Day Ultimate Maine Road Trip: Portland, Moosehead Lake, Acadia & Coastal Towns

Viewed by 206 travelers

Day 1: Arrival in Portland

Portland, Maine on June 25, 2025

4:00pm

Arrive in Portland

Check into your hotel and relax after your journey.
Varies, Variable

6:00pm

Dinner at Eventide Oyster Co.

Enjoy fresh oysters and local seafood specialties at this iconic Portland spot open until 10pm.
USD35, 1.5h

8:00pm

Old Port Walk

Stroll through Portland’s historic waterfront district with cobblestone streets and lively atmosphere.
Free, 1h
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Day 2: Discover Portland

Portland, Maine on June 26, 2025

8:00am

Breakfast at Tandem Coffee + Bakery

Start your day with excellent coffee and freshly baked goods, open from 7am.
USD10, 1h

9:30am

Portland Head Light

Visit Maine’s most photographed lighthouse located in Fort Williams Park; park open sunrise to sunset.
Free, 1.5h

11:30am

Walk and Shop on Congress Street

Explore shops, galleries, and boutiques in Portland’s vibrant downtown.
Free, 1.5h

1:00pm

Lunch at Duckfat

Relish famous Belgian fries and sandwiches in a casual setting, open 11am-9pm.
USD20, 1h

2:30pm

Portland Museum of Art

Discover a rich collection of American and contemporary art; open 10am to 5pm.
USD15, 2h

5:00pm

Relax at Eastern Promenade

Enjoy scenic views of Casco Bay with walking trails and park benches.
Free, 1h

7:00pm

Dinner at Fore Street

Dine on farm-to-table cuisine with a wood-fired oven focus, reservations recommended.
USD45, 2h
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Day 3: Portland to Moosehead Lake

Portland to Moosehead Lake, Maine on June 27, 2025

7:30am

Breakfast at The Holy Donut

Enjoy unique potato donuts and coffee before heading out, open from 7am.
USD5, 0h30m

8:15am

Drive to Moosehead Lake

Take a scenic 4-hour drive north to the largest lake in Maine known for wilderness.
USD0, 4h

12:30pm

Lunch at Lily Bay Tavern

Eat lakeside with American classics and great views, open 11am–8pm.
USD20, 1h

2:00pm

Moose Watching Boat Tour

Join a 2-hour guided tour to spot moose and other wildlife on Moosehead Lake; advance booking suggested.
USD40, 2h

5:00pm

Check into local lodge

Relax in your lakeside accommodation and soak in the peaceful surroundings.
Varies, Variable

6:30pm

Dinner at The Wesserunsett Inn

Enjoy dinner featuring fresh local ingredients in a cozy lodge environment.
USD35, 1.5h
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Day 4: Moosehead Lake Activities

Moosehead Lake, Maine on June 28, 2025

7:30am

Breakfast at the lodge

Fuel up with a hearty breakfast in your accommodation.
Included, 0h45m

8:30am

Kayaking or Canoeing

Rent a kayak or canoe to explore the serene waters of Moosehead Lake; rentals typically available 8am-6pm.
USD30, 2h

11:00am

Nature Walk at Lily Bay State Park

Explore gentle trails with lake views and birdwatching opportunities; park open from dawn to dusk.
USD4, 2h

1:30pm

Lunch at Moosehead Diner

Enjoy classic diner fare nearby, open until 2pm.
USD15, 0h45m

3:00pm

Optional ATV or Guided Fishing Tour

Experience Maine wilderness with an adventurous ATV ride or fishing expedition; advance booking required.
USD50, 3h

7:00pm

Dinner at your lodge or local restaurant

Relax with a homemade or local-caught dinner, enjoying tranquil lake views.
USD35, 1.5h
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Day 5: Moosehead Lake to Camden

Moosehead Lake to Camden, Maine on June 29, 2025

7:30am

Breakfast at lodge

Enjoy breakfast before the drive to the coast.
Included, 0h45m

8:30am

Drive to Camden

Drive approximately 3 hours southeast to Camden, featuring mountains and harbor views.
USD0, 3h

11:30am

Lunch at Long Grain

Savor flavorful Asian-inspired dishes with a waterfront setting, open 11:30am-9pm.
USD25, 1h

1:00pm

Hike Mount Battie in Camden Hills State Park

Moderate 2-mile hike offering panoramic views of Penobscot Bay; park open dawn to dusk.
USD4, 2h

4:00pm

Explore Camden Village

Wander the quaint shops, art galleries, and harborfront paths.
Free, 1.5h

6:30pm

Dinner at Tobias Tavern

Enjoy creative pub food with a local flair; open 4pm-9pm.
USD30, 1.5h
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Day 6: Coastal Camden Exploration

Camden, Maine on June 30, 2025

7:30am

Breakfast at Boynton-McKay Food Co.

Start with quality coffee and pastries from 7am.
USD10, 0h45m

9:00am

Sail on Penobscot Bay

Take a 3-hour sailing cruise exploring the beautiful bay and islands; tours open seasonally, booking recommended.
USD50, 3h

12:30pm

Lunch at Camden Deli

Casual spot offering sandwiches and salads, open 9am-4pm.
USD15, 1h

2:00pm

Visit Farnsworth Art Museum

Explore American art focusing on Maine artists, open 9am-5pm.
USD15, 2h

5:00pm

Relax at Camden Harbor Park

Enjoy sunset views and quiet waterfront time.
Free, 1h

7:00pm

Dinner at Waterfront Restaurant

Dine on fresh seafood with harbor views; reservations suggested.
USD40, 1.5h
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Day 7: Camden to Bar Harbor

Camden to Bar Harbor, Maine on July 1, 2025

7:30am

Breakfast at Granite Corner Café

Enjoy a classic breakfast in a cozy café, opening at 7am.
USD12, 0h45m

8:30am

Drive to Bar Harbor

Travel 3 hours northeast to the gateway of Acadia National Park.
USD0, 3h

12:00pm

Lunch at Jordan Pond House

Try their famous popovers and tea overlooking the Bubbles, open 11:30am-3pm.
USD20, 1h

1:30pm

Explore Acadia – Park Loop Road

Drive the scenic loop with stops to Sand Beach, Thunder Hole, and Otter Cliff.
USD30 park pass, 3h

5:00pm

Check into Bar Harbor Accommodation

Relax and prepare for more park adventures.
Varies, Variable

6:30pm

Dinner at Stewman’s Lobster Pound

Enjoy a classic Maine lobster boil with harbor views, open until 9pm.
USD40, 1.5h
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Day 8: Acadia National Park

Bar Harbor, Maine on July 2, 2025

7:00am

Breakfast at 2 Cats Restaurant

Start the day with homemade breakfast classics, open at 7am.
USD15, 0h45m

8:00am

Cadillac Mountain Sunrise or Hike

Experience panoramic views from the highest point on the East Coast; park open dawn to dusk.
Included in park fee, 3h

11:30am

Walk Bar Harbor Shore Path

Enjoy a leisurely walk along the rocky coast.
Free, 1h

1:00pm

Lunch at Side Street Café

Casual eatery known for lobster rolls and chowder, open 11am-9pm.
USD20, 1h

3:00pm

Whale Watching or Coastal Boat Tour

Take a 3-hour boat tour to see whales and marine life; book in advance.
USD50, 3h

7:00pm

Dinner at Havana Bar & Grill

Upscale dining featuring international seafood dishes, open from 5pm.
USD40, 1.5h
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Day 9: Bar Harbor to Kennebunkport

Bar Harbor to Kennebunkport via Boothbay Harbor on July 3, 2025

7:30am

Breakfast at Jordan’s Restaurant

Classic American breakfast with waterfront views, open from 6:30am.
USD15, 0h45m

8:30am

Drive to Boothbay Harbor

Travel about 2 hours southwest to this charming coastal town.
USD0, 2h

10:30am

Coastal Maine Botanical Gardens

Explore 295 acres of horticultural displays, open 10am to 6pm.
USD18, 1.5h

12:00pm

Lunch at a Local Café

Enjoy fresh seafood or casual fare; check local openings for lunch.
USD25, 1h

1:30pm

Drive to Kennebunkport

Continue driving about 1.5 hours south.
USD0, 1h30m

3:00pm

Explore Dock Square

Walk through Kennebunkport’s boutique shops, galleries, and waterfront paths.
Free, 1.5h

5:00pm

Dinner at Earth at Hidden Pond

Enjoy an upscale farm-to-table meal with a cozy atmosphere, open 5pm-9pm.
USD45, 1.5h
Find Hotels in Bar Harbor to Kennebunkport via Boothbay Harbor

Day 10: Return to Portland & Departure

Kennebunkport to Portland, Maine on July 4, 2025

7:00am

Breakfast at Local Café

Enjoy a light breakfast before the drive, local spots open around 6:30am.
USD10, 0h30m

7:30am

Drive to Portland Airport

Travel approximately 40 minutes to Portland Jetport for your departure.
USD0, 0h40m

9:00am

Arrive at Portland Airport

Arrive with ample time for security and check-in for your flight.
Varies, 2h45m
Find Hotels in Kennebunkport to Portland
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