CLOSED FOR THE SEASON - SEE YOU IN 2025!
Sail on Casco Bay with us!
Book a sailing adventure for a day trip, sunset cruise or your own private charter in Portland, Maine!
DAY SAILS &
PRIVATE CHARTERS
11:00 AM - 1:00 PM | Morning Sail
3:00 PM - 5:00 PM | Afternoon Sail
$80 per Person | $450 Private Charter
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Hop on one of our 2-hour morning or afternoon sails to explore Maine’s diverse and scenic Portland Harbor.
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Choose our first trip for a calm morning outing, or join us in the afternoon when the wind picks up. Get on the water with Nautilus Sailing Company for a uniquely memorable Portland, Maine excursion.
SUNSET SAILS & PRIVATE CHARTERS
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6:00 - 8:00 PM | Sunset Sail
Fall Hours May Vary
$95 per Person | $550 Private Charter
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Sunset sails depart each evening for 2 hours to enjoy golden hour views of Maine’s diverse and scenic Portland Harbor.
Bring your camera and favorite cocktail and get on the water with Nautilus Sailing Company to enjoy the best sunset views of Portland, Maine.
CUSTOM CHARTERS
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Starting at $450 | Call for a Quote
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Need an extra hour or some additional flexibility?
From intimate wedding ceremonies, to memorable anniversary celebrations, to unique bachelor and bachelorette parties, to corporate outings, our custom private charters are fully customizable to meet your needs.
Call to plan your ideal Portland Harbor sail charter and make your next special event epic!
BOOKING CALENDAR
Have a date in mind? View our Booking Calendar below:
ABOUT US
Step aboard our six-passenger friendship sloop Kestrel and experience the magic of Casco Bay.
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Relax and unwind as we let the wind take us sailing past lighthouses, between the islands, beyond historic forts, and even alongside playful porpoises and seals. With Captains Sam and Crow as your seasoned guides, sit back and enjoy the view while you learn about our treasured Maine coast.
Designed and built to look and feel like the sailing vessels of days gone by, Kestrel has everything you need to create your ideal Portland excursion, and with her 100% electric engine, she is both silent and environmentally friendly!
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With a large cockpit complete with custom made cushioned seats, it is easy to lounge in comfort aboard Kestrel to take in the views. Our galley has a complete compliment of plates and stainless steel wine glasses for eating and celebrating. If a brief respite from the elements is needed, Kestrel also has seating down below decks, and a head (marine toilet) for convenience and comfort. Her electric engine is incredibly quiet and eco-friendly, so even getting on and off the dock for your sail never produces emissions.
Join us! We're certain you'll be glad you did.
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What is the maximum passenger capacity?Kestrel's passenger capacity is 6 people maximum. This is determined by the U.S. Coast Guard so it is not flexible.
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Do infants count towards passenger capacity?Yes. The passenger limit is based on the number of human lives aboard, rather than by seating room.
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Do you take same-day bookings?YES we do! Our booking software with FareHarbor allows for same-day bookings. If a sail during a time slot you are interested in appears to be greyed out, you can give us a call to see if there are any seats remaining. One important thing to note: if the crew are not currently on the boat, it will take us roughly one hour to arrive at the boat and complete an all-systems safety check, so please call as far in advance as possible.
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Will we tip (heel) over?As a sailboat, Kestrel is designed to lean to one side or the other with the pressure of the wind in her sails, with the extent of that heeling depending on the strength of the wind. If you’d like a more spirited sail, we recommend checking the forecast for winds 10 knots (approximately 9 miles per hour / 14 kilometers per hour) or higher. Morning and Sunset Sails tend to be the calmest, while Afternoon Sails are generally more lively. In Portland we usually receive the strongest winds in May, June, September, and October, while July and August are the calmest months.
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Is there a bathroom on board?Yes! We have a marine toilet, also called a head. The marina also has facilities for all guests in the form of 3 single-stall restrooms.
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Are life jackets required to be worn?Due to Federal law, anyone under 13 years of age is required to wear a life jacket on board any commercial vessel that is off the dock. Adults can choose to wear one if it would make them feel comfortable, but it is not required.
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What is your general cancellation policy?Please cancel one week in advance of your sail to receive a full refund. Cancellations made with under one week’s notice will not receive a refund unless they are due solely to sudden illness (see covid-19 policy below).
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What happens if it rains?Nautilus will still depart in mist, light rain, and passing showers. In the event of poor weather or unsafe conditions determined by the Captain at the time of the sail, we will offer to rebook your sail to a more pleasant day or provide you with a refund.
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Do you have a covid-19 / illness refund policy?If you become sick with covid-19, the flu, or any other contagious illness and need to cancel, you will receive a full refund. We appreciate your help in not spreading any illnesses to the crew!