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Exploring Maine's Beauty in 4 Days
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Exploring Maine's Beauty in 4 Days
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Day 1: Portland Delights
Portland, Maine
8:00AM
Breakfast at Standard Baking Co.
Start your day with a delicious breakfast at Standard Baking Co., known for its fresh pastries and bread.
Standard Baking Co. is located in the Old Port district, easily accessible by foot from most hotels in downtown Portland.
USD 15, 1 hour
10:00AM
Explore Old Port
Take a leisurely stroll through the charming cobblestone streets of Old Port, lined with boutiques, galleries, and cafes.
Walk along Commercial Street to enjoy the waterfront views and stop by the various shops and eateries.
Free, 2 hours
12:30PM
Lunch at Eventide Oyster Co.
Indulge in a fresh seafood lunch at Eventide Oyster Co., known for its innovative oyster combinations and lobster rolls.
Eventide Oyster Co. is located in Old Port, a short walk from the waterfront.
USD 30, 1.5 hours
3:00PM
Visit Portland Head Light
Head to Cape Elizabeth to visit the iconic Portland Head Light, Maine's oldest lighthouse, set against breathtaking coastal views.
Take ME-77 S from downtown Portland for a scenic drive to Cape Elizabeth.
USD 5 (parking fee), 2 hours
6:00PM
Dinner at Fore Street
End your day with a farm-to-table dining experience at Fore Street, known for its locally sourced ingredients and rustic ambiance.
Fore Street is located in the Old Port district, offering a cozy setting for a relaxing dinner.
USD 50, 2 hours
Find Hotels in Portland
Day 2: Exploring Acadia National Park
Acadia National Park, Maine
8:00AM
Breakfast at Jordan's Restaurant
Start your day with a hearty breakfast at Jordan's Restaurant in Bar Harbor, known for its delicious pancakes and omelettes.
Bar Harbor is the gateway to Acadia National Park, offering a variety of dining options like Jordan's Restaurant.
USD 20, 1 hour
10:00AM
Hike the Precipice Trail
Embark on a challenging yet rewarding hike along the Precipice Trail, offering stunning views of Acadia's rugged coastline.
Drive to the trailhead located near the Sieur de Monts area in Acadia National Park.
Free, 3 hours
1:00PM
Picnic at Sand Beach
Enjoy a leisurely picnic lunch at the picturesque Sand Beach, a scenic spot nestled between rocky cliffs and the Atlantic Ocean.
Take the Park Loop Road to reach Sand Beach within Acadia National Park.
USD 10 (picnic supplies), 1.5 hours
3:30PM
Explore Thunder Hole
Witness the natural wonder of Thunder Hole, where waves crash against the rocky shore, creating booming sounds and splashes.
Thunder Hole is a short walk from the parking area along the Park Loop Road.
USD 5 (parking fee), 1 hour
6:00PM
Dinner at Geddy's
Savor a delicious seafood dinner at Geddy's in Bar Harbor, known for its lobster dishes and cozy atmosphere.
Geddy's is a popular dining spot in downtown Bar Harbor, perfect for unwinding after a day of exploration.
USD 40, 2 hours
Find Hotels in Acadia National Park
Day 3: Bar Harbor Charm
Bar Harbor, Maine
9:00AM
Breakfast at Cafe This Way
Start your day with a hearty breakfast at Cafe This Way, a cozy eatery known for its delicious breakfast options and relaxed vibe.
Cafe This Way is located in the heart of Bar Harbor, making it convenient for a morning meal.
USD 15, 1 hour
10:30AM
Shop in Downtown Bar Harbor
Explore the quaint shops and boutiques in downtown Bar Harbor, perfect for finding unique souvenirs and gifts.
Take a leisurely walk along Main Street and Cottage Street to discover charming storefronts.
Variable, 2 hours
1:00PM
Lunch at The Thirsty Whale
Enjoy a casual lunch at The Thirsty Whale, a local favorite known for its seafood chowder and lobster rolls.
The Thirsty Whale is located near the waterfront, providing a laid-back setting for a satisfying meal.
USD 25, 1.5 hours
3:00PM
Kayaking in Frenchman Bay
Embark on a kayaking adventure in Frenchman Bay, exploring the crystal-clear waters and admiring the coastal scenery.
Join a guided kayaking tour departing from Bar Harbor for a memorable experience on the water.
USD 50 (guided tour), 2 hours
6:00PM
Dinner at Side Street Cafe
Indulge in a relaxed dinner at Side Street Cafe, known for its comfort food and welcoming atmosphere, perfect for unwinding after a day of activities.
Side Street Cafe is a cozy restaurant in Bar Harbor, offering a diverse menu with something for everyone.
USD 30, 2 hours
Find Hotels in Bar Harbor
Day 4: Kennebunkport Elegance
Kennebunkport, Maine
9:00AM
Breakfast at The Maine Diner
Start your day with a classic New England breakfast at The Maine Diner, a local institution known for its blueberry pancakes and clam chowder.
The Maine Diner is located on Route 1 in Wells, a scenic drive from Bar Harbor to Kennebunkport.
USD 20, 1 hour
11:00AM
Visit Walker's Point
Take a short drive to Walker's Point, the summer home of the Bush family, and enjoy the scenic views of the Maine coastline.
Drive to Walker's Point in Kennebunkport for a glimpse of this historic estate and the stunning coastal setting.
Free, 1 hour
1:00PM
Lunch at The Clam Shack
Savor a traditional Maine lobster roll at The Clam Shack, a local favorite known for its fresh seafood and waterfront dining.
The Clam Shack is located in Kennebunkport, offering a casual dining experience with scenic views of the harbor.
USD 20, 1 hour
3:00PM
Explore Dock Square
Stroll through Dock Square, the heart of Kennebunkport, and browse the boutiques, art galleries, and specialty shops.
Enjoy a leisurely walk through Dock Square to discover unique gifts and souvenirs to remember your time in Kennebunkport.
Variable, 2 hours
6:00PM
Dinner at Earth at Hidden Pond
Indulge in a farm-to-table dining experience at Earth at Hidden Pond, known for its seasonal menus and cozy atmosphere amidst nature.
Earth at Hidden Pond offers an upscale dining experience in a tranquil setting, perfect for a special evening in Kennebunkport.
USD 70, 2 hours
Find Hotels in Kennebunkport
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More About Maine
Trip Packing List: Maine — June 2026 (Girls' Weekend: visiting, dinner out, shopping)
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Trip Packing List: Maine & Eastern Canada — June 10th (Relaxing + Hiking)
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June Weather in Portland, ME: Early Summer on the Coast
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Itinerary created by
Plantrip Team
May 23, 2024
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