5-Day Ultimate Maine Adventure: Coastal Charm to Wilderness Wonders

Day 1: Explore Portland

Portland, Maine, USA on June 17, 2025

8:00am

Breakfast at The Holy Donut

Start your day with unique Maine-made donuts made from local potatoes, a quirky and delicious introduction to Portland's culinary scene.
USD5, 0h30m

9:00am

Portland Head Light

Visit Maine’s oldest lighthouse located in Fort Williams Park. Stunning ocean views and photo opportunities abound; park open 6am–10pm.
Free, 1h30m

11:00am

Old Port Waterfront Walk

Stroll the historic cobblestone streets filled with shops and galleries. An excellent way to experience Portland's maritime heritage.
Free, 1h

12:30pm

Lunch at Eventide Oyster Co.

Enjoy fresh oysters and lobster rolls in a trendy setting; open from 11:30am, perfect for a classic Maine seafood lunch.
USD25, 1h

2:00pm

Portland Museum of Art

Explore impressive collections of American and European art including Maine artists; open 10am–5pm.
USD15, 1h30m

4:00pm

Drive to Freeport for shopping

Visit L.L. Bean flagship store and outlet malls; stores typically open until 6pm.
Free entry, 1h30m

6:30pm

Dinner at Fore Street

Savor farm-to-table dishes featuring local ingredients in an ambient setting; open 5pm–10pm.
USD40, 1h30m
View Hotels

Day 2: Acadia National Park

Bar Harbor, Maine, USA on June 18, 2025

7:00am

Breakfast at Café This Way

A cozy spot offering hearty breakfast and local coffee perfect for fueling up before exploring Acadia; open 7am–2pm.
USD12, 0h45m

8:00am

Acadia National Park - Park Loop Road

Drive the 27-mile scenic loop visiting Jordan Pond, Thunder Hole, and Otter Cliff; ideal to see coastline, forests, and wildlife. Park open 24h, visitor center 9am–5pm.
USD30 vehicle pass, 4h

12:30pm

Lunch at Jordan Pond House

Famous for its popovers and scenic pond views, Jordan Pond House offers a classic Acadia dining experience; open 11am–5pm.
USD20, 1h

2:00pm

Hiking Cadillac Mountain Summit

Hike or drive to the summit for breathtaking panoramic views as the highest point on the East Coast; trail open dawn to dusk.
Included in park pass, 2h

5:00pm

Dinner at Stewman’s Lobster Pound

Casual waterfront lobster shack with fresh seafood and relaxed atmosphere; open until 8pm in June.
USD35, 1h
View Hotels

Day 3: Acadia Outdoor Activities

Bar Harbor, Maine, USA on June 19, 2025

7:30am

Breakfast at 2 Cats

Enjoy a menu of creative breakfast dishes and baked goods made from local ingredients; opening at 7am.
USD15, 0h45m

8:30am

Kayaking on Frenchman Bay

Guided sea kayaking tour to explore shoreline, wildlife, and nearby islands; trips generally last 3–4 hours with rentals available in Bar Harbor.
USD65, 4h

1:00pm

Lunch at Side Street Café

Popular spot for sandwiches and seafood, offering a casual break after paddling; open from 11am.
USD20, 1h

2:30pm

Visit Abbe Museum

Explore Native American history and culture in Maine with well-curated exhibits; open 10am–5pm.
USD12, 1h30m

5:00pm

Sunset at Sand Beach

Relax with a sunset walk on this beautiful sandy beach inside Acadia park; beach open 24h.
Free, 1h

6:30pm

Dinner at Havana

Savor Latin-inspired seafood dishes in Bar Harbor’s lively dining scene; open until 9pm.
USD40, 1h30m
View Hotels

Day 4: Bar Harbor & Lobster Experience

Bar Harbor, Maine, USA on June 20, 2025

8:00am

Breakfast at Jeannie's Great Maine Breakfast

Hearty breakfast with home-style cooking highly rated by locals; open 7am–2pm.
USD15, 0h45m

9:00am

Whale Watching Tour

Embark on a 3-hour whale watching tour in Frenchman Bay to spot humpbacks and puffins; tours start from Bar Harbor marina, typically 9am departure.
USD60, 3h

12:30pm

Lunch at Geddy's

Enjoy casual dining with views and classic lobster rolls, open daily from 11:30am.
USD25, 1h

2:00pm

Explore Bar Harbor Downtown

Shopping, visiting local shops, and Harborwalk for coastal strolls; open all day.
Free, 2h

5:00pm

Dinner at The Chart Room

Experience fresh seafood with waterside views, known for lobster and clam dishes; open until 9pm.
USD40, 1h30m
View Hotels

Day 5: Mid-Coast Maine

Camden & Rockland, Maine, USA on June 21, 2025

7:30am

Breakfast at Two Cats Restaurant - Camden

Fuel up with a fresh and tasty breakfast in charming Camden; open 7am onwards.
USD15, 0h45m

8:30am

Drive Camden Hills State Park

Spend the morning hiking or driving up Mount Battie for panoramic views of Camden harbor and Penobscot Bay; park open 7am–10pm.
USD4 parking, 2h

11:00am

Explore Camden Downtown

Walk around quaint shops, galleries, and harborfront; a perfect place for souvenirs and a relaxed stroll.
Free, 1h

12:00pm

Lunch at Fresh & Co.

Delicious casual fare with an emphasis on seafood and local produce; open from 11:30am.
USD20, 1h

1:30pm

Drive to Rockland and visit Farnsworth Art Museum

Admire collections featuring the Wyeth family and Maine art; open 10am–5pm.
USD15, 1h30m

3:30pm

Walk Rockland Breakwater Lighthouse

A scenic walk on the breakwater leading to a picturesque lighthouse with stunning harbor views; accessible all day.
Free, 1h

5:00pm

Dinner at Primo Restaurant - Rockland

End your Maine trip with upscale dining featuring farm-to-table coastal cuisine; open until 9pm.
USD50, 1h30m
View Hotels