Welcome to Portland, Maine – a charming coastal city that combines rich history with modern flair. Whether you’re walking through the beautiful Old Port, enjoying fresh lobster by the water, or exploring scenic Casco Bay, Portland offers endless activities that you’ll love. This wonderful city isn’t just great for a visit; it’s also a perfect place to own a vacation home. Imagine having your retreat in Portland, where every day feels like a vacation.
Things to Do on the Water in Portland, Maine
Casco Bay Cruises
Experience the scenery of Casco Bay with a relaxing cruise. Choose from sightseeing tours, sunset cruises, or even private charters. These cruises provide breathtaking views of lighthouses, islands, and the Portland skyline for a relaxing vacation activity.
Kayaking and Paddleboarding
For a more active vacation activity, rent a kayak or paddleboard and explore the waters of Casco Bay. Paddle around the numerous islands, discover hidden coves, and enjoy the serene beauty of the Maine coastline. There are several rental shops and guided tours available for all skill levels.
Fishing Charters
Portland offers some of the best fishing opportunities in New England. Book a fishing charter and try your luck catching striped bass, bluefish, or even the occasional shark. Whether you’re an experienced angler or a novice, the local captains will ensure a memorable day on the water.
Whale Watching Tours
Embark on a whale-watching tour to see Maine’s whales up close. These tours often spot humpback whales, minke whales, and even the rare blue whale. Along the way, you might also see dolphins, seals, and a variety of seabirds.
Sailing Adventures
A Maine vacation isn’t complete without a sailing adventure around Casco Bay. Join a scheduled sailing tour or rent a sailboat for a more personal activity. Sailing offers a unique perspective of Portland’s coastline and a chance to learn some sailing basics from local crew members.
Things to Eat in Portland, Maine
Lobster Rolls
No vacation to Portland is complete without savoring a classic Maine lobster roll. Head to places like Eventide Oyster Co. or The Highroller Lobster Co. for a mouthwatering roll filled with fresh lobster meat often served with a touch of mayo or drawn butter on a toasted bun.
Clam Chowder
Warm up with a bowl of New England clam chowder, a hearty soup brimming with clams and potatoes. Gilbert’s Chowder House and J’s Oyster are local favorites for this comforting dish.
Oysters
Enjoy the taste of Maine’s coastline with locally harvested oysters. Eventide Oyster Co. is renowned for its selection of oysters served with creative accoutrements, or visit The Shop for a casual, yet refined oyster experience.
Fried Clams
For a quintessential Maine vacation, try some crispy fried clams. Susan’s Fish-n-Chips serves up delicious fried clams, perfectly golden and crunchy.
Craft Beer
Portland boasts a thriving craft beer scene, with numerous local breweries offering a variety of unique brews. Visit Allagash Brewing Company or Bissell Brothers Brewing to sample some of the best beers Maine has to offer.
Things to See in Portland, Maine
Portland Head Light
Perched on the rocky shores of Cape Elizabeth, Portland Head Light is one of Maine’s most iconic lighthouses. Marvel at this historic beacon, which dates back to 1791, and enjoy stunning views of Casco Bay and the Atlantic Ocean.
Eastern Promenade
No Maine vacation is complete without a stroll along the Eastern Promenade, a picturesque waterfront park offering views of Casco Bay and the Portland skyline. Don’t miss the charming Victorian-era gazebo and the scenic walking trails.
Victoria Mansion
For a historic vacation activity, step back in time with a visit to the Victoria Mansion, also known as the Morse-Libby House. This mansion is a masterpiece of pre-Civil War architecture, featuring elegant interior design.
Portland Museum of Art
Art enthusiasts will delight in the Portland Museum of Art, home to an impressive collection of American, European, and contemporary art. Explore works by renowned artists such as Winslow Homer, Edward Hopper, and Claude Monet.
Must-do Places to Shop in Portland, Maine
Old Port District
Step into the historic Old Port District, where charming cobblestone streets are lined with a mix of shops and galleries. Explore boutiques like More & Co., known for its curated selection of home goods and gifts. Browse for handcrafted jewelry at Edgecomb Potters and don’t miss LeRoux Kitchen, a culinary paradise offering gourmet cookware, gadgets, and specialty foods.
Portland Farmers’ Market
Discover Maine’s culinary scene at the Portland Farmers’ Market. Held in Deering Oaks Park on Saturdays, this market showcases an abundance of fresh, locally sourced produce, artisanal foods, and handmade crafts.
Portland Flea-for-All
For vintage lovers, the Portland Flea-for-All is a must-visit destination. Housed in a historic warehouse in the Bayside neighborhood, this market features a mix of antiques, collectibles, handmade goods, and one-of-a-kind finds. With new vendors rotating regularly, you never know what hidden gems you might find.
Worth a Visit, Worth a Lifetime: Finding a Vacation Home Near Portland, Maine
Looking for your dream vacation home in Maine? Look no further than Landing Real Estate. With a mission focused on your interests, Landing Real Estate is dedicated to working tirelessly as your advocate.
Ready to sell your property or find the perfect Maine vacation home? Get in touch today to get started!