New Chat

Download App

Ask me about your trip!

There are no messages for this conversation.

Travel AI

Ultimate 7-Day Portland, Maine Adventure

Ultimate 7-Day Portland, Maine Adventure Itinerary

Last updated: 2024 Jun 14

Historic Portland and Culinary Delights

Morning
Start your day with a delightful breakfast at the renowned Central Provisions, known for its innovative small plates. Afterward, immerse yourself in the city's history with the Portland, Maine 2-Hour Guided History Tour.
Afternoon
For lunch, savor the vegetarian creations at The Green Elephant Vegetarian Bistro. Afterward, continue your historical journey with the Portland, Maine Hidden Histories Guided Walking Tour.
Evening
In the evening, enjoy a seafood feast at Eventide Oyster Co., famous for its oyster selection. Take a leisurely walk along the Old Port Waterfront to end the day.
Bedtime
Find amazing hotels in Portland, Maine.

Lighthouses and Seaside Breezes

Morning
Enjoy a classic Maine breakfast at Becky's Diner, a local favorite. Then, embark on the Portland, Maine Coastal Lighthouses Guided Bicycle Tour to explore the iconic beacons of the coast.
Afternoon
For lunch, indulge in a lobster roll at Susan's Fish-n-Chips, a casual spot with great seafood. Afterward, take a relaxing Portland, Maine Sunset Kayak Tour with a Guide on Casco Bay.
Evening
Dine at Street & Co., known for its fresh seafood and intimate atmosphere. Stroll along the Eastern Promenade and enjoy the ocean views.
Bedtime
Find amazing hotels in Portland, Maine.

Brewery and Distillery Day

Morning
Start your day with a hearty brunch at Bayside American Cafe, a local gem. Then, embark on a tasting tour with visits to Rising Tide Brewing Company, New England Distilling, and Bissell Brothers Brewing Company.
Afternoon
For a late lunch, head to Duckfat for their famous Belgian fries. Afterward, continue your craft beverage exploration with stops at Allagash Brewing Company and Lone Pine Brewing Company.
Evening
Enjoy a relaxed dinner at Fore River Brewing Company, known for its diverse beer selection. End the day with a leisurely walk around the Old Port district.
Bedtime
Find amazing hotels in Portland, Maine.

Outdoor Adventures and Local Eats

Morning
Grab a quick breakfast at Holy Donut, known for its unique potato donuts. Then, spend the morning exploring Fort Williams Park and the iconic Portland Head Light.
Afternoon
For lunch, enjoy a picnic from Rose Foods, a Jewish deli with delicious sandwiches. Afterward, take a Portland Trolley City Tour with Portland Head Light Stop for a comprehensive view of the city.
Evening
Dine at Fore Street, a farm-to-table pioneer in Portland. Take a leisurely evening walk in the charming West End neighborhood.
Bedtime
Find amazing hotels in Portland, Maine.

Art and Culture Day

Morning
Start your day with a coffee from Tandem Coffee Roasters and a pastry from Two Fat Cats Bakery. Then, visit the Portland Museum of Art to explore its impressive collection.
Afternoon
For lunch, try the creative dishes at Chaval, a modern bistro. Afterward, take a self-guided tour of the city's street art scene with the Portland Street Art Walking Tour.
Evening
Dine at Central Provisions, a popular spot for small plates and cocktails. End the day with a visit to a local art gallery or catch a performance at the Portland Stage Company.
Bedtime
Find amazing hotels in Portland, Maine.

Shopping and Strolling

Morning
Enjoy a leisurely breakfast at Mi Sen Noodle Bar, known for its Asian fusion cuisine. Then, spend the morning exploring the boutiques and shops in the Old Port district.
Afternoon
For lunch, try the innovative dishes at Boda, a local favorite for Thai street food. Afterward, take a Portland, Maine West End Neighborhood Walking Tour to discover the historic architecture of the area.
Evening
Dine at Union Restaurant, a farm-to-table eatery with a focus on local ingredients. Take a sunset stroll along the Western Promenade for panoramic views of the city.
Bedtime
Find amazing hotels in Portland, Maine.

Farewell to Portland

Morning
Enjoy a final breakfast at The Holy Donut and take a walk along the Eastern Promenade to soak in the morning views. Visit the Eastern Cemetery for a glimpse into the city's past.
Afternoon
For lunch, savor the flavors of the Mediterranean at Tiqa, a waterfront restaurant. Spend the afternoon at Casco Bay exploring the islands and enjoying the coastal scenery.
Evening
End your trip with a memorable dinner at Scales Restaurant, known for its seafood and waterfront location. Raise a glass to your time in Portland at Novare Res Bier Cafe, a mecca for beer enthusiasts.
Bedtime
Find amazing hotels in Portland, Maine.
kayakFind the right stay during your trip.
Got a question about your trip?