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.
Product ID: URNAB6
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.
Captain Bob and First Mate Chloe were just awesome. We had a great time on Wood Island and the lighthouse and cottage were great. Only a suggestion, but maybe a little more time on the sailboat would be a good thing. It was a great day and we had a blast. Thank you, Carl, Gia, Shelly, Dave, Rich and Patty!
Carl Demarais
August 19, 2026
Captain Bob and First Mate Chloe were just awesome. We had a great time on Wood Island and the lighthouse and cottage were great. Only a suggestion, but maybe a little more time on the sailboat would be a good thing. It was a great day and we had a blast. Thank you, Carl, Gia, Shelly, Dave, Rich and Patty!
Carl Demarais
August 19, 2026
Book a private 6-hour powerboat cruise for up to 6 in Casco Bay
Spot whales off Maine with 360-degree views and expert narration
Cruise Casco Bay by powerboat with a max of 6 guests
Cruise Casco Bay with a small group and see lighthouses, islands, and coastal wildlife
Take a private 4-hour sunset cruise in Casco Bay for up to 6 guests
Cruise Casco Bay at sunset on a classic Maine-built powerboat