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5-Day Ultimate Maine Adventure: Coastal Charm to Wilderness Wonders
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5-Day Ultimate Maine Adventure: Coastal Charm to Wilderness Wonders
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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
Find Hotels in Portland
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
Find Hotels in Bar Harbor
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
Find Hotels in Bar Harbor
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
Find Hotels in Bar Harbor
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
Find Hotels in Camden & Rockland
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Itinerary created by
Plantrip Team
June 16, 2025
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