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Nightlife & evening · Portland

Top 1 nightlife & evening things to do in Portland

Portland after dark. Jazz bars, food crawls that start at 9 PM, sundowner cruises, and the rooftops worth the climb. Curated for travellers who'd rather their evenings be a story than a queue.

  1. Sunset cruise around lighthouses in Casco Bay, Portland1

    1. Sunset cruise around lighthouses in Casco Bay

    4.8· 140 reviews· 1.8 hours

    A 105-minute fully narrated cruise through Casco Bay's lighthouses and islands, showcasing evening breezes and city lights.

    Experiencing Portland from the water at sunset was truly unforgettable. Everything we had learned and encountered on land was great, but this was an extraordinary experience. The tour guide and captain were knowledgeable and friendly. I would definitely do it again!Jayne_V

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