Entertainment & Activities Guide
Whether you’re up for an outdoor adventure, want to learn something new, or just feel like having some good old-fashioned fun, Maine has something for everyone to enjoy! Take a peek at some of our favorite ways to play, move, explore, and make memories across Maine!
Portland Conservatory of Music
For 30 years and counting, Portland Conservatory of Music (PCM) has been a vital part of Southern Maine’s arts scene, offering concerts, classes, and workshops that bring people together through music. Each year, PCM presents more than 75 concerts and events that showcase a rich variety of genres and artists—from internationally acclaimed classical performers and high-energy jazz ensembles to standout local musicians and rising stars. PCM is known for creating intimate, accessible concerts where audiences can experience world-class music up close. Its Dimensions in Jazz series brings cutting-edge jazz artists to Portland, while the Noonday Concert Series offers free lunchtime performances that are perfect for music lovers of all ages. Seasonal chamber concerts, faculty recitals, and student showcases round out the calendar, offering something for everyone—from casual listeners to devoted fans. Many of PCM’s concerts are free, and even the ticketed events are designed to be affordable and welcoming. Whether you’re discovering live music for the first time or deepening your love for it, PCM invites you to take a seat, listen closely, and be part of a vibrant musical community.
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Nautilus Sailing Company
There’s no better way to enjoy a summer day in Maine than by getting out on the water! Nautilus Sailing Company offers 2-hour sails and private charters on the traditional friendship sloop, Kestrel. Sailing three times daily from Fore Points Marina on Portland’s Eastern Promenade, Kestrel weaves past Casco Bay’s many islands, forts, lighthouses, and wildlife on each trip. An adventure with Nautilus Sailing Company is perfect for intimate groups of no more than 6, be it a family trip, a romantic getaway, a day out with friends, or a bachelor/bachelorette weekend. Whether you’re kicking off a night in the Old Port with a sunset sail and aperitifs, escaping the heat with a breezy afternoon sail, or ending a long weekend with a picnic brunch on Casco Bay, your time on board is sure to be a highlight of your trip.
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Dyer River Saco Museum
Dyer Library/Saco Museum is proud to be the cultural center of sunny Saco, Maine. Located in the beautiful historic Deering Mansion, the Dyer Library is home to an expansive circulating collection and hosts fun and enriching programs for all ages, from baby storytime and early literacy to author visits and special interest offerings for adults.
The third oldest museum in Maine, the Saco Museum is a regional museum of history and of fine and decorative arts, with a permanent collection of locally important paintings, furnishings, and antique natural history specimens. The Dyer Library and Saco Museum offer several changing exhibitions per year, featuring extraordinary collections, special interpretive exhibits, and work by contemporary Maine artists. Together this is a welcoming and inclusive space for all to engage, learn, and connect with the community!
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Portland Explorer
Portland Explorer offers unforgettable tours and experiences that showcase the best of Portland, Maine by land and sea. From historical walking tours through the Old Port to scenic lighthouse van excursions and relaxing boat cruises on Casco Bay, Portland Explorer connects visitors with the city’s rich culture, vibrant culinary scene, and breathtaking coastal beauty. Whether you’re sampling craft beverages, exploring hidden gems, or soaking in ocean views, every experience is designed to be fun, insightful, and seamless from start to finish.
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Casco Bay Custom Charters
Casco Bay Custom Charters offers 100% private boat tours of Portland, Maine aboard classic wooden vessels, providing unforgettable sightseeing experiences on the water. Whether you’re looking for a romantic sunset cruise, a leisurely brunch on the bay, or a fully catered dinner charter, each voyage is tailored exclusively for couples, families, and small groups. With upscale service, local food and beverage options, and rich maritime history, CBCC delivers a one-of-a-kind way to experience the beauty of Casco Bay in comfort and style.
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Pejepscot History Center
Pejepscot History Center, the fourth oldest local history organization in the State of Maine, tells the community stories of Brunswick, Topsham, and Harpswell.
These two house museums, just a six-minute walk apart, bring the 19th century to life. The Skolfield-Whittier House, built in 1862, was home to three generations of remarkable Brunswick residents—including ship captains, suffragists, and scientists! It is exceptional among house museums for having been donated by a member of the family with all its contents. The original furniture, art, and household items in every room give tour-goers the sensation of visiting a Victorian home whose occupants have only just stepped away!
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