Discover the Best of Maine: Coastal Charm and Natural Beauty

Day 1: Portland Coastal Day

Portland, Maine on June 6, 2025

8:00am

Breakfast at The Holy Donut

Enjoy unique potato donuts at this popular local spot, known for its creative flavors and fresh ingredients. It's a great way to start your day with a taste of Portland's distinctive food culture.
USD5, 0h30m

9:00am

Explore Old Port District

Walk through Portland’s historic Old Port district, with cobblestone streets, boutique shops, and working waterfront views. Perfect for shopping, photos, and soaking in the coastal atmosphere.
Free, 2h0m

11:30am

Visit Portland Head Light in Cape Elizabeth

Visit Maine’s oldest lighthouse, located in Fort Williams Park, to enjoy breathtaking views of the Atlantic Ocean and learn about maritime history. The park is open daily from dawn to dusk.
Free, 1h0m

1:00pm

Lunch at Eventide Oyster Co.

Taste fresh oysters and lobster rolls at this famed oyster bar. Eventide offers a modern twist on New England classics, and is open for lunch from 11:30am to 3:00pm.
USD30, 1h0m

2:30pm

Casco Bay Ferry Cruise

Take a scenic ferry ride from Portland Harbor to explore nearby islands such as Peaks Island. Cruises operate daily from 10am to 5pm, offering spectacular coastal views and wildlife spotting.
USD15, 1h30m

5:00pm

Dinner at Fore Street Restaurant

Enjoy a farm-to-table dining experience focusing on wood-grilled dishes and local ingredients, situated in a cozy historic building. Reservations recommended; open until 10pm.
USD50, 1h30m
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Day 2: Coastal Villages and Marine Life

Boothbay Harbor & Kennebunkport, Maine on June 7, 2025

8:00am

Breakfast at Becky's Diner

Start your day with a classic Maine breakfast at this beloved local diner famed for its hearty portions and retro vibe. Open daily from 6am.
USD12, 0h45m

9:00am

Visit Coastal Maine Botanical Gardens

Wander through 295 acres of beautifully curated gardens, walking trails and art installations showcasing native flora. Open 9am-7pm in June; perfect in the morning light.
USD20, 2h0m

11:30am

Lunch at The Lobster Dock

Enjoy fresh lobster and seafood with waterfront views in Boothbay Harbor. Known for its casual atmosphere and delicious lobster rolls, open 11am-3pm in summer.
USD25, 1h0m

1:00pm

Boat Tour for Whale Watching or Puffin Viewing

Join a guided marine wildlife tour departing from Boothbay Harbor to see whales, puffins, and seals. Tours typically last 3-4 hours and run daily in summer, departing mid-afternoon.
USD60, 3h0m

5:30pm

Explore Kennebunkport Village

Stroll through the picturesque village with charming shops, art galleries, and the famous Dock Square. Great for evening walks and sunset views along the coast.
Free, 1h30m

7:00pm

Dinner at Earth at Hidden Pond

Dine in a rustic chic setting with a focus on local ingredients and creative dishes. Earth offers a warm atmosphere and seasonal menus. Reservations advised; open until 9pm.
USD45, 1h30m
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Day 3: Acadia National Park Adventure

Bar Harbor, Maine on June 8, 2025

7:30am

Breakfast at Jeannie's Great Maine Breakfast

Start early with a hearty breakfast famous for blueberry pancakes and friendly service. Open 7am-2pm daily, ideal before a full day outdoors.
USD15, 0h45m

8:30am

Explore Acadia National Park

Spend the morning hiking iconic trails like Jordan Pond Path and the Ocean Path to Thunder Hole. The park is open year-round, and early morning is best to avoid crowds and spot wildlife.
USD35 per vehicle, 4h0m

12:30pm

Lunch at Jordan Pond House

Enjoy the famous popovers and tea overlooking Jordan Pond, a serene and scenic spot inside Acadia. Open 11am-4pm, perfect for a mid-hike break.
USD20, 1h0m

1:30pm

Visit Cadillac Mountain Summit

Drive or hike to the summit of Cadillac Mountain for panoramic views of the park and coastline. Open sunrise to sunset; afternoons offer dramatic vistas and photo opportunities.
Included with park pass, 1h0m

3:00pm

Explore Bar Harbor Village

Enjoy walking around Bar Harbor’s quaint streets, visiting shops, and waterfront parks. Great for souvenir shopping and relaxing in the afternoon.
Free, 1h30m

6:00pm

Dinner at Havana

Experience fine dining with Caribbean-inspired flavors in a lively atmosphere. Havana is a Bar Harbor favorite, open for dinner from 5pm to 10pm.
USD50, 1h30m
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