Relaxing 5-Day Babymoon in Coastal Maine: Beaches, Scenic Drives, and Culinary Delights

Day 1: Portland Leisure

Portland, Maine on August 1, 2025

8:00am

Breakfast at The Holy Donut

Start your day with a unique breakfast featuring Portland’s famous potato donuts, known for their light texture and delightful flavors.
USD4, 0h30m

9:00am

Explore Old Port District

Stroll through Portland’s historic Old Port district filled with boutique shops, art galleries, and waterfront views, perfect for a relaxing morning walk.
Free, 2h0m

12:00pm

Lunch at Eventide Oyster Co.

Enjoy fresh, local seafood including oysters and lobster rolls in a relaxed yet stylish setting; doors open at 11:30am.
USD30, 1h0m

1:30pm

Ferry ride to Peaks Island

Take a 20-minute ferry from Portland to Peaks Island to enjoy gentle ocean breezes, scenic coastal views, and quaint island shops. Ferries operate frequently throughout the day.
USD7, 3h0m

5:00pm

Dinner at Fore Street

Dine on wood-fired seasonal dishes emphasizing local ingredients in a cozy atmosphere, reservations recommended.
USD50, 1h30m
View Hotels

Day 2: Shop and Coast

Freeport and Brunswick, Maine on August 2, 2025

8:30am

Breakfast at Coffee By Design

Savor a perfectly brewed coffee with fresh pastries from this local favorite in Freeport's downtown area.
USD10, 0h45m

9:30am

Shopping at L.L.Bean and Local Outlets

Explore the flagship L.L.Bean store which is open 24/7, as well as nearby outlet shops offering a variety of brands, ideal for leisurely browsing and gift shopping.
Free to browse, 3h0m

1:00pm

Lunch at Harraseeket Lunch and Lobster Company

Enjoy a casual waterfront lunch with classic Maine lobster dishes at this cozy spot with outdoor seating available.
USD25, 1h0m

2:30pm

Scenic drive to Harpswell

Drive along the stunning coastal route to Harpswell, known for peaceful seaside villages and panoramic views, perfect for relaxing and taking photos.
Free, 2h0m

5:00pm

Dinner at The Harpswell Anchor

Feast on fresh seafood in a charming harbor-side restaurant offering a quiet and scenic dining experience.
USD40, 1h30m
View Hotels

Day 3: Relaxing Water Day

Brunswick and nearby coast, Maine on August 3, 2025

8:00am

Breakfast at Thrive Juice Co.

Enjoy healthy smoothies and light breakfast options to start your day gently.
USD12, 0h30m

9:00am

Casco Bay Scenic Cruise

Take a relaxing scenic boat cruise around Casco Bay, departing from Portland; boats are comfortable and the pace easy, suitable for a restful day on the water (check schedules and book in advance).
USD35, 3h0m

12:30pm

Lunch at Bow Street Market

Grab artisan sandwiches, salads or local specialties from this quaint indoor market in Brunswick to enjoy a casual, fresh meal.
USD20, 1h0m

2:00pm

Visit Maine Maritime Museum

Explore gentle exhibits about Maine’s rich shipbuilding and seafaring heritage; museum opens 10am-5pm, ideal for a calm indoor visit.
USD15, 1h30m

5:00pm

Dinner at Gather

Dine at this farm-to-table restaurant in Brunswick known for wholesome, comforting dishes using local ingredients.
USD45, 1h30m
View Hotels

Day 4: Beach and Harbor

Boothbay Harbor, Maine on August 4, 2025

8:00am

Breakfast at The Coastal Maine Popcorn Company

Try a light breakfast with a local twist, including gourmet popcorn and coffee in Boothbay Harbor.
USD8, 0h30m

9:00am

Relax at Reid State Park

Spend the morning on soft sandy beaches with beautiful ocean views; parking is available and the park is open dawn to dusk.
USD8 parking fee, 3h0m

12:30pm

Lunch at Ports of Italy

Enjoy Italian-inspired coastal cuisine with waterfront views in the heart of Boothbay Harbor.
USD30, 1h0m

2:00pm

Harbor Boat Tour

Take a gentle harbor cruise to see lighthouses, seals, and islands around Boothbay; tours usually last about 1.5 hours and are relaxing and scenic.
USD25, 1h30m

5:00pm

Dinner at The Lobster Dock

End your day with delicious lobster dishes right on the water, offering casual outdoor dining with stunning harbor views.
USD35, 1h30m
View Hotels

Day 5: Scenic Departure

Boothbay Harbor to Portland, Maine on August 5, 2025

8:00am

Breakfast at Boothbay Bakery Cafe

Enjoy fresh pastries and coffee in a cozy local favorite before your journey home.
USD10, 0h45m

9:30am

Scenic drive back to Portland via Route 27

Take a leisurely coastal drive through charming Maine towns and ocean views, allowing plenty of stops for photos and quiet relaxation.
Free, 2h0m

12:00pm

Lunch at Duckfat, Portland

Enjoy gourmet fries and sandwiches in a casual setting known for its flavorful, comforting food, perfect as a final Maine meal.
USD20, 1h0m

2:00pm

Stroll in Eastern Promenade

Relax with a peaceful walk in this waterfront park offering beautiful views of Casco Bay, ideal for reflecting and winding down.
Free, 1h0m
View Hotels