If you’re visiting Portland, Maine this summer as one of your cruise ship travel destinations, you’re in luck! We’ve crafted an unforgettable day itinerary just for you. Here are our favorite things to do in Portland, Maine for couples!
1. Breakfast at The Holy Donut
Start your day with a visit to The Holy Donut on Commercial Street, renowned for its unique potato donuts. Indulge in flavors like maple bacon or dark chocolate sea salt as you savor the morning. Pair your donut with a locally roasted coffee from Coffee By Design for the ultimate breakfast experience!
2. Explore the Old Port
After The Holy Donut, stroll through the historic Old Port district, characterized by its cobblestone streets, boutique shops, and picturesque waterfront. Browse local artisan shops, pick up souvenirs, or simply enjoy the charming atmosphere of this vibrant area.
3. Sailing with Sail Portland Maine
Make your way to the docks for a chartered sailing trip with Sail Portland Maine. This two-hour cruise offers breathtaking views of Casco Bay and its islands, where you can enjoy the serenity of the open water, learn about the region’s maritime history, and possibly spot some local wildlife. The gentle sea breeze and stunning scenery make for a perfect outing. Plus, you can bring any food or beverages you’d like on board!
You can also book a sunset cruise with Sail Portland Maine. There’s something magical about watching the sun set over the water, casting a golden glow on the city and the bay. It’s the perfect way to end your day on a high note, surrounded by the beauty of Portland’s coastline.
4. Lunch at DiMillo’s On the Water
After your sail, treat yourselves to a delicious seafood lunch at DiMillo’s On the Water. This floating restaurant offers fresh catches like lobster rolls and clam chowder, all while you enjoy panoramic views of the harbor. It’s an ideal spot to relax and refuel.
5. Visit the Portland Head Light
No trip to Portland is complete without seeing the iconic Portland Head Light. Take a short Uber or taxi ride to Fort Williams Park in nearby Cape Elizabeth, where this historic lighthouse stands proudly against the backdrop of the Atlantic Ocean. Stroll through the park, take in the breathtaking views, and capture some memorable photos.
6. Walk the Eastern Promenade
Head back towards the city and take a leisurely walk along the Eastern Promenade. This scenic park offers spectacular views of Casco Bay, and its serene setting is perfect for a relaxing afternoon together. Find a bench, enjoy the view, and maybe even spot the islands you sailed past earlier.
7. Dinner at Fore Street
Cap off your day with a romantic dinner at Fore Street, one of Portland’s most acclaimed restaurants. Known for its farm-to-table cuisine and warm, rustic ambiance, Fore Street offers dishes like wood-grilled meats and seafood that highlight local flavors. It’s the perfect spot for an intimate dinner as you reminisce about your day’s adventures.
Portland, Maine is a treasure trove of experiences, especially for couples seeking a blend of romance, adventure, and local charm. Ready to set sail and explore the beauty of Portland, Maine? Book your sailing adventure with Sail Portland Maine today and make your visit truly memorable!