Make this trip your own
Create your own free, personalized itinerary in seconds — then sign up to save and edit it.
Create my version

Enchanting Maine Exploration

Viewed by 78 travelers

Day 1: Coastal Charm

Portland, Maine on November 25, 2024

8:00 AM

Breakfast at Becky's Diner

Start your day with a classic Maine breakfast at Becky's Diner, known for its delicious lobster omelets and homemade blueberry pancakes.
Head towards Portland Head Light for stunning coastal views.
$15, 1 hour

11:00 AM

Explore Old Port

Walk around the cobblestone streets of Old Port, lined with quaint shops, art galleries, and waterfront views.
Drive towards Acadia National Park for the next destination.
Free, 2 hours

1:00 PM

Lunch at Eventide Oyster Co.

Indulge in fresh Maine oysters and lobster rolls at Eventide Oyster Co., a must-visit for seafood lovers.
Continue the journey to Acadia National Park.
$30, 1.5 hours

5:00 PM

Check-in at Acadia National Park Lodge

Arrive and settle in at Acadia National Park Lodge, surrounded by the beauty of nature.
Rest and rejuvenate for the next day's adventures.
$200, N/A
Find Hotels in Portland

Day 2: National Park Wonders

Acadia National Park, Maine on November 26, 2024

8:00 AM

Sunrise at Cadillac Mountain

Wake up early to catch the magical sunrise at Cadillac Mountain, the first place to see the sunrise in the United States.
Embark on a hike along the Jordan Pond Path to experience the park's natural beauty.
Free, 2 hours

12:00 PM

Picnic at Sand Beach

Enjoy a romantic picnic at Sand Beach, with the sound of the waves and stunning coastal cliffs as your backdrop.
Drive towards Bar Harbor for the next part of your journey.
$20, 1 hour

3:00 PM

Visit Bar Harbor Village

Explore the charming streets of Bar Harbor Village, filled with boutique shops, art galleries, and cozy cafes.
Head to your accommodation in Bar Harbor for the night.
Free, 2 hours

7:00 PM

Dinner at Havana

Dine at Havana, known for its creative dishes and intimate ambiance, perfect for a romantic evening.
Retire for the night and prepare for the next day's adventures.
$50, 1.5 hours
Find Hotels in Acadia National Park

Day 3: Seaside Serenity

Kennebunkport, Maine on November 27, 2024

9:00 AM

Breakfast at All Day Breakfast

Start your day with a hearty breakfast at All Day Breakfast, known for its cozy atmosphere and delicious morning fare.
Visit the Seashore Trolley Museum to learn about the history of transportation in the area.
$20, 1.5 hours

12:00 PM

Lunch at The Clam Shack

Savor fresh seafood at The Clam Shack, a local favorite for its lobster rolls and clam chowder.
Drive towards Ogunquit for the next part of your journey.
$25, 1 hour

3:00 PM

Marginal Way Walk

Stroll along the picturesque Marginal Way, a scenic cliffside path offering breathtaking views of the ocean and rocky coast.
Continue your journey to Ogunquit for overnight stay.
Free, 1.5 hours

6:00 PM

Dinner at MC Perkins Cove

Enjoy dinner at MC Perkins Cove, a waterfront restaurant known for its fresh seafood and stunning views of the sunset.
Rest and relax for the night in Ogunquit.
$60, 1.5 hours
Find Hotels in Kennebunkport

Day 4: Quaint Coastal Town

Ogunquit, Maine on November 28, 2024

8:00 AM

Breakfast at Amore Breakfast

Indulge in a delicious breakfast at Amore Breakfast, known for its cozy ambiance and mouthwatering dishes.
Explore the Ogunquit Museum of American Art to appreciate local and contemporary works.
$15, 1.5 hours

12:00 PM

Lunch at Beach Plum Lobster Farm

Taste authentic Maine flavors at Beach Plum Lobster Farm, offering fresh lobster rolls and seafood delights.
Head towards Freeport for the next part of your journey.
$30, 1 hour

3:00 PM

Visit LL Bean Flagship Store

Explore the iconic LL Bean Flagship Store, a shopper's paradise with outdoor gear and Maine-made products.
Check into your accommodation in Freeport.
Free, 1.5 hours

7:00 PM

Dinner at Azure Cafe

Dine at Azure Cafe, a cozy restaurant with a menu featuring locally sourced ingredients and creative dishes.
Retire for the night and prepare for the next day's explorations.
$40, 1.5 hours
Find Hotels in Ogunquit

Day 5: Shopping & Relaxation

Freeport, Maine on November 29, 2024

9:00 AM

Breakfast at Isabella's Cafe & Bakery

Start your day with a delicious breakfast at Isabella's Cafe & Bakery, known for its freshly baked pastries and specialty coffees.
Explore the numerous outlet stores in Freeport for some shopping therapy.
$20, 1.5 hours

12:00 PM

Lunch at Broad Arrow Tavern

Enjoy a leisurely lunch at Broad Arrow Tavern, offering rustic charm and hearty New England cuisine.
Visit Wolfe's Neck Woods State Park for a tranquil nature walk.
$25, 2 hours

4:00 PM

Relax at Winslow Park Beach

Unwind at Winslow Park Beach, a serene spot to relax by the water and enjoy the peaceful surroundings.
Return to Freeport and prepare for a memorable dinner.
Free, 1.5 hours

7:00 PM

Dinner at Harraseeket Inn

Indulge in a gourmet dinner at Harraseeket Inn, known for its elegant ambiance and exceptional culinary offerings.
Retire for the night and reflect on the beauty of Maine.
$70, 2 hours
Find Hotels in Freeport

Day 6: Farewell to Maine

Freeport, Maine on November 30, 2024

8:00 AM

Breakfast at Coffee By Design

Savor a warm cup of coffee and delicious pastries at Coffee By Design before bidding farewell to Maine.
Reflect on your journey as you drive back to Portland to catch your departure flight.
$15, 1 hour
Find Hotels in Freeport
0
Like this trip? Make your own version.
A free, personalized itinerary in seconds — sign up to save and edit it.
Create my version

More About Maine

Trip Packing List: Maine — June 2026 (Girls' Weekend: visiting, dinner out, shopping)
Packing List
Trip Packing List: Maine & Eastern Canada — June 10th (Relaxing + Hiking)
Packing List
June Weather in Portland, ME: Early Summer on the Coast
Weather Guide
Itinerary created by AI-assisted, human-reviewed

Plan Your Maine Trip

Cost Estimator
Estimate your trip budget
Packing List
Get a custom checklist
Weather Expert
Check weather & best time to go