Cruise Casco Bay by powerboat with a max of 6 guests
2-hour
Powerboat cruise, Captain
Explore Casco Bay on a 2-hour powerboat cruise from South Portland with a small group. See lighthouses, islands, and working waterfront views as your captain tailors the route to your interests.
Maximum 6 guests per charter; multiple parties may share the boat. Pricing does not include gratuity.
Full refund if the operator cancels due to weather or other unforeseen circumstances. Cancel 7 days prior to departure to reschedule or receive a 100% refund. Cancellations less than 7 days, no-shows, and late arrivals are charged the full price.
Product ID: K9WQ2Z
Dress in layers; it can feel cooler and windier on the water, and it can cool quickly after sunset (especially early in the season). Soft-soled shoes work best on the boat.
Bring sun protection (sunscreen, hat, sunglasses). A raincoat can be useful. You can also bring your own snacks and drinks; pack a cooler if you want to keep items cold.
Yes. The boat has a marine restroom.
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
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