Relaxing 5-Day Babymoon Itinerary in Maine: Beaches, Shops, and Culinary Delights

Day 1: Arrival & Exploration

Portland, Maine on August 1, 2025

8:30am

Breakfast at The Holy Donut

Enjoy a relaxing start to your day with unique potato doughnuts and quality coffee, perfect for a light and satisfying breakfast.
USD5, 0h45m

10:00am

Visit the Old Port District

Explore quaint cobblestone streets lined with boutiques, artisanal shops, and waterfront views, ideal for a leisurely stroll and some shopping.
Free, 2h0m

12:30pm

Lunch at Eventide Oyster Co.

Enjoy fresh seafood in a relaxed, upscale setting; the oyster bar offers a delightful taste of Maine’s coastal fare.
USD40, 1h15m

2:00pm

Portland Head Light and Fort Williams Park

Visit Maine’s iconic lighthouse and enjoy gentle ocean views from accessible paths perfect for relaxation without hiking.
Free, 1h30m

5:00pm

Return to hotel and rest

Relax and recharge to prepare for the next day’s adventures.
Free, 2h0m

7:00pm

Dinner at Fore Street Restaurant

Experience farm-to-table cuisine in a cozy atmosphere, celebrated for exceptional local ingredients and attentive service.
USD60, 1h30m
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Day 2: Shopping & Relaxation

Freeport, Maine on August 2, 2025

8:30am

Breakfast at Linda Bean's Perfect Maine Breakfast

Savor traditional Maine breakfast favorites in a casual setting, featuring fresh ingredients sourced locally.
USD20, 1h0m

10:00am

Shop at L.L.Bean Flagship Store

Visit the iconic 24-hour store for premium outdoor gear, apparel, and gifts, with relaxing seating areas for comfort while shopping.
Free, 2h0m

12:30pm

Lunch at Harraseeket Lunch and Lobster Company

Enjoy a casual lobster roll by the waterfront, perfect for savoring Maine’s famed seafood while relaxing by the harbor.
USD25, 1h0m

2:00pm

Relax at Wolfe's Neck Woods State Park Beach

Spend a restful afternoon on gentle sandy shores with easy access paths and stunning views ideal for unwinding without strenuous activity.
USD4, 2h0m

5:00pm

Return to hotel and relax

Enjoy some downtime and pamper yourselves before dinner.
Free, 2h0m

7:00pm

Dinner at The Green Elephant

Dine on delicious vegetarian and Asian-inspired dishes in a warm, tranquil atmosphere that's perfect for a peaceful evening.
USD40, 1h30m
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Day 3: Coastal Charm

Kennebunkport, Maine on August 3, 2025

8:00am

Breakfast at Local 188

Start your day with hearty and fresh farm-to-table breakfast options in a stylish yet cozy setting.
USD25, 1h0m

9:30am

Explore Kennebunkport’s Dock Square Shops

Browse charming local boutiques, art galleries, and specialty shops perfect for finding unique souvenirs and gifts.
Free, 2h0m

12:00pm

Lunch at The Clam Shack

Relish classic fried clam rolls and other fresh seafood options in a casual, friendly environment.
USD20, 1h0m

1:30pm

Relax at Gooch's Beach

Enjoy gentle ocean breezes, soft sand, and easy beach access for a perfect, restful afternoon by the water.
Free, 2h0m

4:00pm

Return to hotel for rest

Take some downtime before dinner to ensure a peaceful and comfortable evening.
Free, 2h0m

7:00pm

Dinner at Earth at Hidden Pond

Dine at this serene and acclaimed restaurant offering seasonal dishes with a focus on local ingredients and tranquil surroundings.
USD55, 1h30m
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Day 4: Beach & Gallery Visit

Ogunquit, Maine on August 4, 2025

8:00am

Breakfast at Springvale Pantry

Delight in freshly baked pastries and coffee in a friendly café atmosphere, perfect for a relaxed morning meal.
USD15, 0h45m

9:30am

Visit Ogunquit Beach

Spend the morning unwinding on a beautiful sandy beach with wide open spaces and easy, flat walkways for comfort and ease.
Free, 2h30m

12:15pm

Lunch at Barnacle Billy’s

Enjoy casual seafood with harbor views; their lobster rolls and chowder are local favorites for a satisfying meal.
USD30, 1h0m

2:00pm

Explore Ogunquit Playhouse Art Galleries and Shops

Browse local artwork and unique shops, an ideal activity for a gentle, cultured afternoon without physical strain.
Free, 2h0m

4:30pm

Return to lodging and rest

Relax and take it easy after an enjoyable day.
Free, 2h0m

7:00pm

Dinner at MC Perkins Cove

Enjoy delicious coastal contemporary cuisine overlooking beautiful Perkins Cove, perfect for a romantic and relaxing dinner.
USD50, 1h30m
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Day 5: Portland Farewell

Portland, Maine on August 5, 2025

8:00am

Breakfast at Bayside American Café

Experience a hearty, comforting breakfast in a cozy, welcoming space to start the final day on a positive note.
USD25, 1h0m

9:30am

Visit Portland Museum of Art

Browse diverse art collections in a calm setting; the museum opens at 10am and provides a restful cultural experience.
USD20, 2h0m

12:00pm

Lunch at Duckfat

Savor gourmet fries, paninis, and milkshakes in a casual atmosphere; ideal for a tasty and relaxed lunch.
USD25, 1h0m

1:30pm

Afternoon Stroll & Shopping at Congress Street

Enjoy leisurely shopping at independent boutiques and galleries with charming city views, perfect for a gentle end to the trip.
Free, 2h0m

3:30pm

Return to hotel to pack and rest

Prepare for departure with some peaceful relaxation.
Free, 1h30m
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