explore

Excursions
Wellness itinerary
Historic Itinerary
Maine Beer Itinerary
lighthouse itinerary
Play On The Bay

Destination: Portland

Portland is a fusion of classic character and modern charm comprised of Victorian architecture intermixed with trendy design, salty fishermen working aside fresh millennials, local fare and fine purveyors. Walk the cobblestone streets, dine at award winning restaurants, visit local craft breweries, and explore the Calendar Islands of Casco Bay - to start…

A dinner table with four plates of food and two glasses of dark soda, viewed from above. The dishes include a plate with stuffed dates, sliced vegetables salad, a crawfish and risotto dish, and a plate with deviled eggs garnished with herbs. Two people are seen holding utensils, one with a fork and spoon, about to eat.

Culinary Delight

Take a day or two to food and cocktail hop like a local! Voted “RESTAURANT CITY OF THE YEAR” (2018) by Bon Appetit Magazine, we invite you to immerse yourself in local fare expertly prepared by talented and caring chefs.

TWELVE • EVO KITCHEN + BAR • CHEBEAGUE ISLAND INN

our Best eats
Empty theater with a stage set for a musical performance, featuring guitars, chairs, and microphones, with red seating and ornate ceiling lighting.

CuLTURE

Once a trading and fishing settlement, Portland has maintained much of its 19th century architecture, landmarks, and flavor. The small city is a true art community where independence thrives and is widely celebrated. Take a historic walk, or workout, through town to see all of it’s traditional New England charm.

Aerial view of a coastal neighborhood during autumn with colorful trees, houses, a shoreline, and a body of water.

casco bay islands

The Casco Bay Islands offer a slower pace of life, where the salty air whisks away your cares, and the greatest decision of the day is which flavor of ice cream to choose at the local parlor. Bicycle the island trails, explore historic forts, sunbathe on the beach, or simply mix with the locals over a good meal.

Maine Island Trails →

A group of people wearing yellow helmets and life jackets white water rafting in a river surrounded by trees and rocky cliffs.

things to do

The greater Portland region is full of things to do. From outdoor activities, indoor pampering, nightlife, and a variety of family activities, you may want to add an extra day or two to your stay.

For more ideas visit the Visit Portland website.

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