Ultimate 6-Day Adventure Itinerary in Maine

Day 1: Discover Portland

Portland, Maine

8:00AM

Breakfast at The Holy Donut

Start your day with their famous potato donuts, bursting with flavor and fresh ingredients.
Located on Park Avenue; parking available nearby.
USD5, 1 hour

9:30AM

Explore the Old Port

Stroll through cobblestone streets lined with quaint shops, galleries, and historic buildings.
A short 10-minute walk from The Holy Donut.
Free, 2 hours

12:00PM

Lunch at Eventide Oyster Co.

Enjoy fresh seafood, particularly their renowned lobster rolls and oysters.
Located in the Old Port area.
USD30, 1 hour

1:30PM

Visit the Portland Head Light

A picturesque lighthouse situated in Fort Williams Park offering stunning ocean views.
A 10-minute drive from Eventide Oyster Co.
Free, 1.5 hours

3:30PM

Take a Sunset Cruise

Experience the beauty of the Maine coastline from the water, with views of lighthouses and islands.
Departure from the Old Port docks.
USD40, 2 hours

6:00PM

Dinner at The Lobster Shack

Indulge in classic Maine-style lobster dinners right by the water.
Located in Cape Elizabeth, about a 15-minute drive.
USD50, 1.5 hours
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Day 2: Adventures in Freeport

Freeport, Maine

8:00AM

Breakfast at the Freeport Cafe

Savor a hearty breakfast with local favorites including blueberry pancakes.
Located near the LL Bean flagship store.
USD15, 1 hour

9:30AM

LL Bean Flagship Store

Spend time exploring this iconic outdoor retail destination, including exhibits and kayaking demos.
Right next to Freeport Cafe.
Free, 2 hours

12:00PM

Lunch at The Lobster Roll

A casual eatery where you can feast on some of the freshest lobster rolls around.
A quick walk from LL Bean.
USD25, 1 hour

1:30PM

Wolfe's Neck Woods State Park

Take a picturesque hike along coastal trails, perfect for spotting wildlife.
About a 10-minute drive from downtown Freeport.
USD4, 2 hours

4:00PM

Freeport Outlets

Shopping at over 100 outlet stores, perfect for grabbing souvenirs or new gear.
Back in Freeport, walking distance from Wolfe's Neck.
Varies, 2 hours

6:30PM

Dinner at Azure Cafe

Enjoy a unique culinary fusion with a Maine twist, focusing on local ingredients.
Located in the center of Freeport.
USD35, 1.5 hours
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Day 3: Charming Boothbay Harbor

Boothbay Harbor, Maine

8:00AM

Breakfast at Boothbay Harbor House of Pizza

Grab a slice or an omelet to start your day with hearty energy.
15-minute drive from Freeport.
USD10, 1 hour

9:30AM

Baker's Island

Take a ferry ride to the stunning Baker's Island for exploration and wildlife viewing.
Ferry departing from Boothbay Harbor.
USD25, 3 hours

1:00PM

Lunch at The Boathouse Bistro Tapas Bar

Enjoy dishes inspired by Spanish tapas, perfect for sharing with ocean views.
A quick walk from the ferry landing.
USD30, 1 hour

2:30PM

Coastal Maine Botanical Gardens

Wander through the beautiful and expansive gardens with various walking paths and displays.
Just a 10-minute drive from the bistro.
USD20, 2.5 hours

5:00PM

Kayaking in the Harbor

Rent a kayak to paddle around the harbor, exploring the scenic coastline and marine life.
Kayak rentals near the waterfront.
USD40, 2 hours

7:00PM

Dinner at the seafood Gem

Dine on local seafood dishes in an inviting setting by the water.
Located along the waterfront.
USD45, 1.5 hours
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Day 4: Scenic Camden

Camden, Maine

8:00AM

Breakfast at Camden Diner

Enjoy a classic diner experience with fluffy pancakes and fresh coffee.
Short drive into Camden.
USD12, 1 hour

9:30AM

Camden Hills State Park

Hike the picturesque trails leading to views of Penobscot Bay.
Drive to park entrance; parking is available.
USD4, 2.5 hours

12:00PM

Lunch at 40 Paper

Taste creative pizzas and salads in a cozy tavern setting.
A quick drive back to downtown Camden.
USD20, 1 hour

1:30PM

Explore Camden Village

Wander through shops and galleries, soaking up the charming atmosphere.
Easy walking distance from lunch spot.
Free, 1.5 hours

3:00PM

Sail on the Schooner Olad

Experience the excitement of sailing on a traditional wooden schooner in Camden harbor.
Sailing from harbour.
USD50, 2 hours

5:30PM

Dinner at The Waterfront Restaurant

Enjoy fine dining with a menu full of local seafood flavors and stunning harbor views.
Camden's waterfront area.
USD55, 1.5 hours
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Day 5: Bar Harbor Bliss

Bar Harbor, Maine

8:00AM

Breakfast at Cafe Anew

Start your day with delicious breakfast options focused on local ingredients.
Drive to Bar Harbor from Camden.
USD15, 1 hour

9:30AM

Visit Acadia National Park

Explore the breathtaking scenery, hiking trails, and breathtaking ocean views.
Entry via Park Loop Road.
USD30, 4 hours

1:30PM

Lunch at Jordan Pond House

Savor popovers with jam and local seafood in a beautiful setting overlooking Jordan Pond.
In the heart of Acadia National Park.
USD25, 1.5 hours

3:00PM

Bicycle around Acadia

Rent a bike and ride along the Carriage Roads, experiencing Acadia's scenic landscape.
Bike rentals available in Bar Harbor.
USD30, 3 hours

6:00PM

Dinner at The Chart Room

Dine on seafood while enjoying views of the harbor – an excellent finish to every day.
Located on the waterfront.
USD50, 1.5 hours
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Day 6: Final Day in Acadia National Park

Acadia National Park, Maine

8:00AM

Breakfast at The Looking Glass Restaurant

Enjoy breakfast with sweeping views of Frenchman Bay and the surrounding mountains.
Located in Bar Harbor, a short drive away.
USD18, 1 hour

9:30AM

Hike to Cadillac Mountain

Trek to the summit for panoramic views, the highest point on the East Coast.
Trailhead accessible via Park Loop Road.
Free, 3 hours

1:00PM

Lunch at The Side Street Cafe

Relish flatbreads and fresh salads in a lively Bar Harbor atmosphere.
Short drive or walk from the mountain trailhead.
USD20, 1 hour

2:30PM

Visit Sand Beach

Unwind at this sandy beach surrounded by mountains, perfect for swimming or lounging.
Drive to Sand Beach in Acadia National Park.
Free, 2 hours

5:00PM

Explore Thunder Hole

Witness the crashing waves through a natural rock formation creating a thunderous sound.
Short drive or bike ride within Acadia.
Free, 1 hour

6:30PM

Farewell Dinner at The Reading Room

Celebrate your adventure with upscale dining featuring local and seasonal Maine delicacies.
Located in Bar Harbor.
USD65, 1.5 hours
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