3-Day Relaxation and Foodie Experience in Portland, ME

Day 1: City Exploration

Portland, ME

8:00AM

Breakfast at Becky's Diner

Start your day with a hearty breakfast at Becky's Diner, known for its delicious crab cakes and classic American breakfast options.
Located on the waterfront, it's a short walk from downtown.
USD20, 1 hour

9:30AM

Explore the Old Port District

Take a leisurely stroll through the charming cobblestone streets of the Old Port, filled with boutiques, galleries, and other quaint shops.
Walk from Becky's Diner to Old Port, about 15 minutes.
Free, 2 hours

12:00PM

Lunch at Eventide Oyster Co.

Indulge in a selection of fresh seafood at Eventide, famous for its oysters and inventive lobster rolls.
A short walk from Old Port, approximately 10 minutes.
USD40, 1.5 hours

2:00PM

Casco Bay Ferry Cruise

Enjoy a relaxing 2-hour ferry cruise around the beautiful Casco Bay Islands, soaking in the coastal views.
Catch the ferry at the Casco Bay Lines terminal, around a 15-minute walk from lunch.
USD25, 2 hours

4:30PM

Visit Portland Head Light

After the cruise, head to Cape Elizabeth to visit the iconic Portland Head Light lighthouse and enjoy stunning ocean vistas.
Take a rideshare to Cape Elizabeth, about 20 minutes.
Free, 1 hour

6:00PM

Dinner at The Honey Paw

Savor dinner at The Honey Paw, known for its Asian-inspired dishes and vibrant atmosphere.
Return to downtown Portland, around 20 minutes by rideshare.
USD50, 1.5 hours

8:00PM

Evening Walk at the Eastern Promenade

Wind down with a peaceful evening walk along the Eastern Promenade, enjoying views of the bay and city skyline.
A 10-minute walk from The Honey Paw.
Free, 1 hour
View Hotel Availability

Day 2: Cultural Experience

Portland, ME

8:00AM

Breakfast at Tandem Coffee

Start your day with a fresh cup of coffee and a pastry from Tandem Coffee, a local favorite.
A quick 10-minute walk from your accommodation.
USD15, 1 hour

9:30AM

Portland Museum of Art

Immerse yourself in local and American art at the Portland Museum of Art, featuring stunning exhibitions.
Walk to the museum, about 5 minutes from breakfast.
USD15, 2 hours

12:00PM

Lunch at Duckfat

Relish the famous Belgian fries and unique sandwiches at Duckfat, perfect for midday refueling.
A short 10-minute walk from the museum.
USD30, 1.5 hours

2:00PM

Visit the Victoria Mansion

Explore the beautiful Victorian architecture and historic interiors of the Victoria Mansion.
Just a 15-minute walk from Duckfat.
USD12, 1.5 hours

3:30PM

Relax at Deering Oaks Park

Unwind in Deering Oaks Park, a lovely spot with walking trails, gardens, and a peaceful pond.
A 20-minute walk from Victoria Mansion.
Free, 1.5 hours

5:00PM

Dinner at Fore Street

For dinner, experience Fore Street, praised for its seasonal menu and wood-fired cooking.
A quick ride back downtown, approximately 10 minutes.
USD70, 2 hours

7:30PM

Evening at Local 188

Enjoy a nightcap at Local 188, a trendy spot for cocktails and community vibe.
Just a 5-minute walk from Fore Street.
USD15, 1.5 hours
View Hotel Availability

Day 3: Coastal Relaxation

Portland, ME

8:00AM

Breakfast at The Standard Baking Co.

Start your final day with freshly baked goods and coffee at The Standard Baking Co., a must-visit for pastry lovers.
Walk 10 minutes from your accommodation.
USD15, 1 hour

9:30AM

Take a Scenic Drive to Cape Elizabeth

Drive along the coastline enjoying the stunning views until you reach Cape Elizabeth for some nature exploration.
Rent a car and drive approximately 20 minutes.
USD30 (including rental), 2 hours

11:30AM

Visit Fort Williams Park

Explore Fort Williams Park, home to the historic lighthouse and beautiful landscapes perfect for a leisurely walk.
Located within Cape Elizabeth, very close to where you park.
Free, 1.5 hours

1:00PM

Lunch at The Lobster Shack at Two Lights

Savor fresh lobster rolls while enjoying breathtaking ocean views at The Lobster Shack.
A short drive from Fort Williams, about 10 minutes.
USD35, 1.5 hours

3:00PM

Relax at Crescent Beach State Park

Spend your afternoon relaxing at Crescent Beach State Park, perfect for unwinding and soaking up the sun.
Only 5 minutes away from the restaurant by car.
Free, 2.5 hours

5:30PM

Return to Portland for Farewell Dinner at Duckfat (again!)

Wrap up your trip with a final meal at Duckfat, relishing in their fried delights one last time.
Head back to Portland, approximately 20 minutes drive.
USD30, 1.5 hours

7:30PM

Sunset at the East End Beach

End the day and your trip by watching the stunning sunset at East End Beach, the perfect way to reflect on your adventures.
A 10-minute drive from Duckfat.
Free, 1 hour
View Hotel Availability