With its picturesque coastline, charming streets, and rich cultural scene, Portland, Maine, is a perfect summer destination. From exploring art museums to indulging in live music and enjoying outdoor activities, there’s something for everyone in this vibrant city. To help you plan an unforgettable adventure, we’ve curated the top 10 Portland, Maine experiences during the summer season, ensuring a memorable experience for locals and visitors alike!
1. Visit the Portland Art Museum
Immerse yourself in artistic wonders and enjoy one of the best Portland, Maine experiences at the Portland Art Museum. With an extensive collection of contemporary and historic artworks, the museum showcases the talents of local, national, and international artists. From paintings to sculptures, photography to installations, you’ll find a diverse range of artistic expressions that will inspire and captivate you. Be sure to see the incredible collection of Winslow Homer while you’re there!
2. Enjoy Live Music at One Longfellow Square
Experience the joyful music scene of Portland by attending a live concert at One Longfellow Square. This intimate venue hosts an array of talented musicians, offering an eclectic mix of genres, including folk, jazz, blues, and more. Relax, unwind, and let the melodic tunes wash over you as you enjoy a memorable evening of live music.
3. Explore Portland Head Light & Fort Williams Parks
Venture to Cape Elizabeth and visit the iconic Portland Head Light, Maine’s oldest lighthouse. Situated in Fort Williams Park, this picturesque landmark offers stunning views of the rocky coastline and the Atlantic Ocean. Take a leisurely stroll along the cliffside paths, have a picnic on the grassy knolls, and soak in the breathtaking beauty of this historic site.
4. Go Island Hopping
Embark on a memorable island-hopping adventure with the Casco Bay Island Ferry. Hop aboard and explore the picturesque islands scattered along the coast, each with its unique charm and attractions. Whether you choose to relax on the sandy beaches of Peaks Island, discover the history on Great Diamond Island, or explore the quaint village of Long Island, this ferry trip promises an enchanting experience.
5. Discover Thompson’s Point
Located on the Fore River, Thompson’s Point is a popular hub offering a multitude of activities. Catch a concert or a live performance at the outdoor venue, explore the breweries and distilleries, or enjoy a game of axe throwing. With its lively atmosphere and diverse entertainment options, Thompson’s Point is a must-visit destination for summer fun.
6. Stroll Around Western Promenade
Escape the hustle and bustle of the city and unwind at the Western Promenade. This beautiful park offers stunning panoramic views of downtown Portland and the harbor. Take a leisurely walk or bike ride along the tree-lined trails, have a picnic on the spacious lawns, or simply sit and watch the sunset over the city skyline. For a spectacular sight, try to catch sunset at the Promenade.
7. Set Sail with SailMaine
Experience the thrill of sailing on the sparkling waters of Casco Bay with SailMaine. Whether you’re a seasoned sailor or a beginner, you can enjoy a variety of sailing programs and courses suitable for all skill levels. Feel the wind in your hair, breathe in the salty air, and admire the scenic beauty of the Maine coast from the deck of a sailboat.
8. Traverse Portland Trails
Discover the natural beauty of Portland through its extensive network of trails. Portland Trails offers over 70 miles of scenic paths that wind through forests, parks, and waterfront areas. Lace up your hiking boots or grab your bike and explore these well-maintained trails, immersing yourself in the serene landscapes and enjoying the sights and sounds of nature.
9. Roam About the Old Port District
No visit to Portland is complete without exploring the historic Old Port District. This lively neighborhood is filled with charming cobblestone streets, unique boutiques, art galleries, and a thriving culinary scene. Stroll along the waterfront, browse through eclectic shops, savor delicious seafood at waterfront restaurants, and soak in the lively atmosphere of this bustling district.
10. Stay at Pomegranate Inn
For a truly memorable and relaxing stay you’ll never want to leave, indulge in the elegance and charm of our Portland, Maine boutique hotel. The Pomegranate Inn showcases beautiful local art, luxurious accommodations, and personalized service. Relax in a uniquely decorated room, savor a gourmet breakfast, and feel at home with our warm hospitality. We look forward to welcoming you to our boutique hotel, where you’ll enjoy the quiet charm of our historic neighborhood, but have easy access to all the wonderful Portland, Maine experiences, culture and dining in the area.Book Now