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Explore Coastal Charm: Old Orchard Beach and Kennebunkport, Maine Itinerary

Viewed by 158 travelers

Day 1: Seaside Fun

Old Orchard Beach, ME on May 8, 2025

8:00am

Breakfast at The Breakfast Club

Enjoy a hearty breakfast at this popular spot known for classic American breakfast dishes and friendly atmosphere. Perfect start before hitting the beach.
USD15, 1h

9:30am

Old Orchard Beach Pier

Stroll along the iconic pier, enjoy ocean views, browse shops and try some carnival-style snacks. The pier is open daily from 9am to 10pm.
Free, 1h

11:00am

Sandy Beach Time

Relax or swim at the seven-mile long sandy beach, a perfect spot for sunbathing or beach games.
Free, 2h

1:00pm

Lunch at Pier French Fries

Grab some famous Old Orchard Beach fries and casual snack foods to enjoy by the beach.
USD10, 45m

2:00pm

Palace Playland Amusement Park

Enjoy classic amusement rides, arcade games and seaside fun at this family-friendly park open from 11am to 6pm in May.
USD20, 2h

5:00pm

Walk along Old Orchard Beach Boardwalk

Explore shops, grab an ice cream, and watch the sunset. The boardwalk opens until late evening.
Free, 1h

6:30pm

Dinner at Pier 77

Dine on fresh seafood and Maine specialties with ocean views, offering a cozy atmosphere perfect for winding down.
USD30, 1h30m
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Day 2: Charming Coastal Town

Kennebunkport, ME on May 9, 2025

8:30am

Breakfast at The Roost

Start your day with creative breakfast dishes and excellent coffee in a casual setting in Kennebunkport.
USD18, 1h

10:00am

Walk through Dock Square

Explore quaint shops, galleries, and waterfront views in the heart of Kennebunkport’s historic district.
Free, 1h

11:15am

Seashore Trolley Museum

Visit the world’s oldest and largest electric railway museum, open from 9am to 5pm, featuring historic trolleys and rides on vintage streetcars.
USD14, 1h30m

1:00pm

Lunch at Mabel's Lobster Claw

Enjoy authentic Maine lobster dishes and classic seafood in a charming eatery popular among locals and tourists.
USD35, 1h

2:30pm

Walk along Kennebunk Beach

Relax or stroll along this scenic beach, ideal for enjoying sea air and local nature.
Free, 1h30m

4:00pm

Visit the Wedding Cake House

Admire the unique architecture of this iconic Kennebunkport landmark with its intricate white trim. It is visible from the street at all times.
Free, 30m

6:30pm

Dinner at The Tides Beach Club

Savor upscale seafood dining with waterfront views and a refined ambience, perfect for a memorable final evening.
USD50, 1h30m
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