Private 2-hour sunset cruise for up to 6 in Portland Harbor and Casco Bay
2 Hours
Up to 6 people
Private boat, Captain, Restroom
Explore Casco Bay at sunset on a private, classic Maine-built powerboat cruise from the Portland area. Cruise past lighthouses and islands with an enclosed wheelhouse and onboard marine restroom.
Pricing does not include gratuity. Portland pickup is available for an additional fee noted during booking.
If the operator cancels due to weather or unforeseen circumstances, you may reschedule or receive a 100% refund. Cancel 7+ days prior to departure to reschedule or receive a 100% refund. Less than 7 days, no-shows, or arriving after departure time: charged full price.
Dress in layers (a windbreaker or warm layer helps), and consider sunscreen, a hat, and sunglasses. Wear soft-soled shoes. A raincoat can be useful. You can bring your own food and drinks; pack a cooler if you want to keep items cold. Lap blankets are available onboard.
Yes. You can bring your own food and drinks of any sort. Plan to pack a cooler if you want to keep items cool.
Yes. The Private Sunset Cruise is open to all ages.
Portland, Maine
Travelers consistently praise the intimate sailing experiences led by Captain Bob and his team, particularly highlighting crew members like Lucy, Chloe, Abby, and Nolan. The warmth and professionalism stand out across every review, with guests remarking on how welcomed and comfortable they felt throughout their cruises. The captains share fascinating local knowledge about Maine's coastline, wildlife, and working lobster boats, making the trips educational without feeling like a forced tour. The boats themselves are spotless and well-maintained, equipped with everything guests need for a comfortable outing. Sunset cruises appear especially popular, though midday sails get equally enthusiastic feedback. The husband-and-wife team running many of the trips creates a genuinely hospitable atmosphere, with thoughtful touches like blankets, drinks, and snacks. People appreciate the smooth booking process and describe the overall experience as relaxing yet engaging. It's clearly a family-run operation that takes pride in sharing their home waters with visitors.
The sunset cruise was a magical experience that we will remember for the rest of our lives! Captain Bob and Ella were phenomenal guides and even let my son steer the sailboat and he’s on cloud 9! You should definitely book this cruise!
Amanda Leone
July 4, 2026
The sunset cruise was a magical experience that we will remember for the rest of our lives! Captain Bob and Ella were phenomenal guides and even let my son steer the sailboat and he’s on cloud 9! You should definitely book this cruise!
Amanda Leone
July 4, 2026
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