7-Day Maine Road Trip: Portland, Moosehead Lake, Bar Harbor & Coastal Gems

Day 1: Arrival Portland Evening

Portland, Maine on June 25, 2025

4:00pm

Arrive in Portland

Arrive in Portland in the late afternoon and check into your accommodation to relax after your trip.
Varies, Variable

6:00pm

Dinner at Eventide Oyster Co.

Kick off your Maine visit with fresh oysters and seafood specialties at this renowned Portland restaurant open until 10pm.
USD35, 1.5h

8:00pm

Evening Stroll in Old Port

Take a relaxing walk around Portland’s historic Old Port district with its charming cobblestone streets and waterfront views.
Free, 1h
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Day 2: Portland to Moosehead Lake

Portland to Moosehead Lake, Maine on June 26, 2025

7:30am

Breakfast at The Holy Donut, Portland

Enjoy fresh, unique potato donuts as a quick breakfast before the drive, open from 7am.
USD5, 0h30m

8:15am

Drive to Moosehead Lake

Embark on a scenic 3.5 to 4-hour drive north to Moosehead Lake, Maine’s largest freshwater lake known for natural beauty and outdoor activities.
USD0, 4h

12:30pm

Lunch at Lily Bay Tavern, Moosehead Lake

Dine lakeside with casual American fare and scenic views, open daily from 11am.
USD20, 1h

2:00pm

Moose Watching Tour

Join an afternoon guided moose-watching boat cruise on Moosehead Lake; tours typically last about 2 hours. Highly recommended to pre-book.
USD40, 2h

5:00pm

Check into Moosehead Lake Accommodation

Relax and enjoy the lake views from your lodging.
Varies, Variable

6:30pm

Dinner at The Wesserunsett Inn

Enjoy a cozy dinner featuring local ingredients and lodge ambiance, open evenings.
USD35, 1.5h
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Day 3: Moosehead Lake to Camden

Moosehead Lake to Camden, Maine on June 27, 2025

7:30am

Breakfast at Inn or local café

Have a hearty breakfast before departing Moosehead Lake.
USD15, 0h45m

8:30am

Drive to Camden

Head southeast approximately 3-hour drive to Camden, famed for its harbor and mountain views.
USD0, 3h

11:30am

Lunch at Long Grain, Camden

Savor fresh Asian-inspired dishes with waterfront ambiance, open 11:30am-9pm.
USD25, 1h

1:00pm

Hike Camden Hills State Park - Mount Battie

Enjoy a 2-mile moderate hike with stunning views of Penobscot Bay; park open dawn to dusk.
USD4 entrance fee, 2h

4:00pm

Explore Camden Village

Wander Camden’s charming shops and galleries.
Free, 1h

6:00pm

Dinner at Tobias Tavern

Casual spot with local dishes and lively vibe, open 4pm-9pm.
USD30, 1.5h
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Day 4: Camden to Bar Harbor

Camden to Bar Harbor, Maine on June 28, 2025

7:30am

Breakfast at Boynton-McKay Food Co., Camden

Start your day with great coffee and fresh pastries; opens at 7am.
USD10, 0h45m

8:30am

Drive to Acadia National Park

Enjoy a 3-hour drive northeast to Acadia National Park near Bar Harbor.
USD30 park entrance fee, 3h

12:00pm

Lunch at Jordan Pond House

Dine on famous popovers with views of the Bubbles, open 11:30am–3pm.
USD20, 1h

1:30pm

Explore Acadia - Park Loop Road

Drive the scenic loop with stops at key highlights like Sand Beach and Thunder Hole.
Included in park fee, 3h

5:00pm

Check-in and settle in Bar Harbor

Relax before dinner at your hotel or B&B.
Varies, Variable

6:30pm

Dinner at Stewman's Lobster Pound

Savor fresh lobster and seafood on the waterfront, open 4pm-9pm.
USD40, 1.5h
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Day 5: Bar Harbor & Acadia

Bar Harbor, Maine on June 29, 2025

7:00am

Breakfast at 2 Cats Restaurant

Enjoy a hearty start with a range of breakfast classics, opens at 7am.
USD15, 0h45m

8:00am

Hike or drive Cadillac Mountain summit

Experience the highest point on the U.S. East Coast with incredible views; park open dawn to dusk.
Included in park fee, 3h

11:30am

Walk Bar Harbor Shore Path

A gentle, scenic stroll along the coast in Bar Harbor.
Free, 1h

1:00pm

Lunch at Side Street Café

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

3:00pm

Boat Tour or Whale Watching

Take a 3-hour guided whale watching or coastal sightseeing boat tour; book in advance.
USD50, 3h

7:00pm

Dinner at Havana Bar & Grill

Upscale dining with international and seafood dishes, open from 5pm.
USD40, 1.5h
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Day 6: Bar Harbor to Kennebunkport

Bar Harbor to Kennebunkport via Boothbay Harbor on June 30, 2025

7:30am

Breakfast at Jordan’s Restaurant, Bar Harbor

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

8:30am

Drive to Boothbay Harbor

Travel approximately 2 hours southwest to coastal Boothbay Harbor.
USD0, 2h

10:30am

Visit Coastal Maine Botanical Gardens

Explore 295 acres of landscaped gardens, open 10am to 6pm.
USD18, 1.5h

12:00pm

Lunch at The Blue Lobster Grill

Enjoy fresh seafood with waterfront views, open 4pm-9pm (confirm lunch availability). If closed, try local café options.
USD35, 1h

1:30pm

Drive to Kennebunkport

Continue about 1.5-hour drive to Kennebunkport.
USD0, 1h30m

3:00pm

Explore Dock Square and Shops

Browse local boutiques, galleries, and cafes in Kennebunkport’s quaint center.
Free, 1.5h

5:00pm

Dinner at Earth at Hidden Pond

Upscale farm-to-table dining in a relaxed setting, open 5pm-9pm.
USD45, 1.5h
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Day 7: Departure from Portland

Kennebunkport to Portland, Maine on July 1, 2025

7:00am

Early Breakfast at Local Café

Grab a light breakfast or coffee before your drive, options open early around 6:30am.
USD10, 0h30m

7:30am

Drive to Portland Airport

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

9:00am

Arrive at Portland Airport

Arrive early for your 11:45am flight with ample time for security and check-in.
Varies, 2h45m
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