6-Day Road Trip from Portland to Bar Harbor, Maine Starting June 26

Day 0: Arrival and Rest

Portland, Maine on June 25, 2025

10:00pm

Arrive at Portland International Jetport

Late night arrival, pick up rental car and head to your hotel in Portland for overnight rest.
Varies, Variable

10:45pm

Check-in at Hotel

Stay overnight at a comfortable downtown Portland hotel such as The Press Hotel or Hilton Garden Inn Portland Downtown Waterfront.
USD150, Overnight
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Day 1: Portland to Camden

Portland to Camden, Maine on June 26, 2025

8:00am

Breakfast at The Holy Donut, Portland

Begin your first full day with delicious potato donuts and coffee, open 7am to 3pm.
USD5, 0h30m

9:00am

Drive to Freeport

Travel 20 minutes north to Freeport for shopping and sightseeing.
USD0, 0h20m

9:30am

Shop at L.L. Bean Flagship Store

Explore the iconic store open 24/7 and browse outdoor gear.
Free, 1h

11:00am

Drive to Camden

Continue on a 1.5-hour scenic drive north to Camden.
USD0, 1h30m

12:30pm

Lunch at Long Grain, Camden

Enjoy waterfront Asian cuisine between 11:30am and 9pm.
USD25, 1h

2:00pm

Hike Camden Hills State Park

Moderate hike to Mount Battie with panoramic views, park open dawn to dusk.
USD4, 2h

5:00pm

Dinner at Tobias Tavern

Casual dining serving local favorites, open 4pm-9pm.
USD30, 1.5h
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Day 2: Camden to Bar Harbor

Camden to Bar Harbor, Maine on June 27, 2025

7:30am

Breakfast at Boynton-McKay Food Co.

Cozy café with excellent coffee and pastries, open from 7am.
USD10, 0h45m

8:30am

Drive to Acadia National Park

Scenic 3-hour drive northeast to Acadia National Park.
USD30 park fee, 3h

12:00pm

Lunch at Jordan Pond House

Enjoy famous popovers with tea, open 11:30am to 3pm.
USD20, 1h

1:30pm

Scenic Drive on Park Loop Road

Explore spots like Sand Beach, Thunder Hole, and Otter Cliffs.
Included in park fee, 3h

5:00pm

Check-in at Bar Harbor hotel

Rest and prepare for evening activities.
Varies, 0h30m

6:00pm

Dinner at Stewman's Lobster Pound

Fresh lobster by the water, open 4pm-9pm.
USD40, 1.5h
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Day 3: Bar Harbor & Acadia

Bar Harbor, Maine on June 28, 2025

7:00am

Breakfast at 2 Cats Restaurant

Hearty breakfast favorites, opens at 7am.
USD15, 0h45m

8:00am

Cadillac Mountain Experience

Hike or drive to summit of Cadillac Mountain for breathtaking views, park open dawn to dusk.
Included in park fee, 3h

11:30am

Bar Harbor Shore Path Walk

Enjoy a scenic seaside stroll along the harbor.
Free, 1h

1:00pm

Lunch at Side Street Café

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

3:00pm

Afternoon Whale Watching Boat Tour

3-hour tour to see whales and marine wildlife; book ahead.
USD50, 3h

7:00pm

Dinner at Havana Bar & Grill

Upscale seafood and global flavors, open from 5pm.
USD40, 1.5h
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Day 4: Bar Harbor to Boothbay Harbor

Bar Harbor to Boothbay Harbor, Maine on June 29, 2025

7:30am

Breakfast at Jordan’s Restaurant

Classic breakfast with ocean views, open at 6:30am.
USD15, 0h45m

8:30am

Drive to Rockland

1.5-hour drive to Rockland’s vibrant arts scene.
USD0, 1h30m

10:00am

Farnsworth Art Museum Visit

Explore American art, especially Maine-focused works, open 10am-5pm.
USD20, 2h

12:30pm

Lunch at Primo Restaurant

Farm-to-table dining with local ingredients, open 11:30am-9pm.
USD30, 1h

2:00pm

Drive to Boothbay Harbor

1-hour drive to the coastal town of Boothbay Harbor.
USD0, 1h

3:15pm

Visit Coastal Maine Botanical Gardens

Explore stunning gardens open 10am-6pm with walking trails.
USD18, 1.5h

6:00pm

Dinner at The Blue Lobster Grill

Seafood dining with waterfront views, open 4pm-9pm.
USD35, 1.5h
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Day 5: Boothbay Harbor to Kennebunkport

Boothbay Harbor to Kennebunkport, Maine on June 30, 2025

7:30am

Breakfast at The Greenery Café

Cozy spot for coffee and pastries, opens at 7am.
USD10, 0h45m

8:30am

Drive to Kennebunkport

1.5-hour scenic coastal drive to Kennebunkport.
USD0, 1h30m

10:00am

Explore Dock Square

Enjoy quaint shops, galleries, and cafés in the town center.
Free, 2h

12:30pm

Lunch at The Clam Shack

Classic Maine lobster rolls and fried clams, open 11am–6pm.
USD20, 1h

2:00pm

Relax at Gooch’s Beach

Scenic oceanfront beach perfect for a stroll or relaxation.
Free, 1.5h

5:00pm

Dinner at Earth at Hidden Pond

Refined farm-fresh Maine cuisine in an intimate setting, open 5pm-9pm.
USD45, 1.5h
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Day 6: Kennebunkport to Portland & Departure

Kennebunkport to Portland, Maine on July 1, 2025

7:00am

Early Breakfast at Mornings in Paris

French-style bakery for croissants and coffee, opens at 7am.
USD12, 0h45m

8:00am

Drive to Portland International Jetport

40-minute drive preparing for your early afternoon flight departure.
USD0, 0h40m

9:00am

Portland Head Light stop if time permits

Quick visit to the historic lighthouse in Fort Williams Park, open dawn to dusk.
Free, 1h

10:30am

Head to Airport for Check-in

Allow ample time for security and boarding for your flight departure early afternoon.
Varies, Variable
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