
2 Hour Private Morning Charter on Heart's Desire in Casco Bay
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September 2026
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Who is going?
Adults
Age 13 and over
Children
Age 12 and under
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Free cancellation up to 24 hours before. Same price on Viator, Outty earns a commission.
Traveler rating
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Quick answer
Is 2 Hour Private Morning Charter on Heart's Desire in Casco Bay worth booking?
2 Hour Private Morning Charter on Heart's Desire in Casco Bay is a 2-hour experience in Portland, United States, from $550 per person. It scores 44 out of 100 on the Outty Ranking, which we label “Worth a Look”. Cancellation is free up to 24 hours before the start time. Same-day spots are currently showing.
- Outty Ranking
- 44 / 100
- Rating
- Not yet rated
- Duration
- 2 hours
- From
- $550 per person
Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desir
What you get
About this experience
Come sailing aboard Heart's Desire, designed by famed yacht designer - John Alden, measures 53' feet and features some of his trademark design elements. Built in 1925 by T.S. Soule in South Freeport, Maine, Heart's Desire is 100 years old this year and has been used mainly for chartering along the Eastern seaboard in New York, New Jersey, Massachusetts, and Maine. This two-hour private, morning sail is the perfect way to experience Maine's coastline. Whether you are interested in getting married in an intimate setting, a special way to celebrate a reunion, birthday or anniversary, or just want to enjoy sailing at its finest, step aboard and plan an event never to be forgotten!
What's included
Included
- Eco-friendly marine compostable toilet
- 2-hour private charter
Not included
- Food and Drink—but feel free to bring your own (including alcohol)!
- Gratuity—for the captain and deckhand is at your discretion but typically 15-20%.
- Narration—but our captain and crew are happy to answer any questions you have about the sites!
What you'll see and do
Fort Gorges
See Fort Gorges from the water, a former United States military fort built on Hog Island Ledge in Casco Bay, Maine, built from 1858 to 1864.
Pass by without stopping
Bug Light Park
Also known as Portland Breakwater Light, this small 30-foot lighthouse built in 1855 can be seen from the boat.
Pass by without stopping
Spring Point Ledge Lighthouse
Spring Point Ledge Light is a sparkplug lighthouse in South Portland, Maine, which marks a dangerous obstruction on the west side of the main shipping channel into Portland Harbor. It was constructed in 1897 and can be seen on your sail.
Pass by without stopping
Where it starts and ends
Meeting point
Portland
Please arrive 15-20 minutes prior to departure to check in.
Hotel pickup
No pickup: everyone meets at the start point.
Ends at
Please arrive 15-20 minutes prior to departure to check in.
Before you book
- Cancellation
- For a full refund, cancel at least 24 hours before the scheduled departure time.
- Languages
- en
- Ticket
- Mobile Only
- Runs on
- Every day
- Group size
- Up to 15 travelers per booking
- Operated by
- Portland Schooner Co.
Know before you go
- Infants and small children can ride in a pram or stroller
- Public transportation options are available nearby
- Infants are required to sit on an adult’s lap
- Suitable for all physical fitness levels
Photos





Good to know
- Duration
- 2 hours
- Free cancellation
- Up to 24h before
- Minimum age to book
- All ages
- Availability
- Bookable today
- Runs on
- Every day
- Hotel pickup
- No pickup, meet at start point
- Booked in 30 days
- 0
- Verdict
- Worth a Look
Why this scores 44
The Outty Ranking is a weighted composite. Here is how this experience performed on each component.
2 Hour Private Morning Charter on Heart's Desire in Casco Bay: questions travelers ask
Practical detail on this experience, plus the wider planning questions for Portland.
How much does 2 Hour Private Morning Charter on Heart's Desire in Casco Bay cost?
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Prices start at $550 per person. The final price depends on the date, the time slot and the number of travelers, and peak weekends in Portland usually price higher than midweek mornings. Live pricing and remaining availability are confirmed on the booking screen before you pay.
How long does 2 Hour Private Morning Charter on Heart's Desire in Casco Bay take?
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Plan for about 2 hours from start to finish, not counting travel to the meeting point. Most travelers leave another 30 minutes on either side so the rest of the day in Portland is not rushed.
Is 2 Hour Private Morning Charter on Heart's Desire in Casco Bay worth it?
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It holds an Outty Ranking of 44 out of 100, which we label "Worth a Look". That score blends traveler sentiment (0/5 across 0 reviews), the depth of that review evidence, recent booking momentum, value for money against comparable last minute in Portland, and how flexible the cancellation terms are.
Can I cancel or reschedule 2 Hour Private Morning Charter on Heart's Desire in Casco Bay?
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Yes. Cancel free up to 24 hours before the start time for a full refund. Inside that window the booking is non-refundable, and no-shows are not refunded.
Is 2 Hour Private Morning Charter on Heart's Desire in Casco Bay suitable for kids and families?
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Yes, all ages are welcome. Families should still weigh the 2-hour running time, and strollers are easier on the earlier, quieter departures.
How far in advance should I book 2 Hour Private Morning Charter on Heart's Desire in Casco Bay?
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Around 0 people booked this in the last 30 days, so popular slots go early. Two to three weeks ahead is comfortable in shoulder season, while summer weekends and holidays in Portland can sell out a month out. Same-day spots do open up when other travelers cancel, so it is worth checking if you are already in town.
What should I bring or wear?
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Bring photo ID, your booking confirmation on your phone, a refillable water bottle and comfortable shoes. Dress for the weather in Portland and add a light layer if any part of the 2-hour experience runs outdoors or after sunset.
Where does 2 Hour Private Morning Charter on Heart's Desire in Casco Bay start and how do I get there?
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The exact meeting point and directions are on your voucher once you book, and they sit in central Portland within reach of public transport. Arrive 15 minutes early: late arrivals are treated as no-shows by most operators.
What are the best things to do in Portland?
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Portland sells lighthouse and lobster-boat tours in Casco Bay, Old Port food and brewery walks, seal and puffin cruises, and fall foliage runs up the Maine coast. On Outty we rank every Portland experience on the same 0 to 100 scale, and alongside this one the highest scorers right now include The Real Portland Tour: City and 3 Lighthouses Historical Tour with a Real Local, Portland, Maine: Hidden Histories Guided Walking Tour, A Walk Through Time Tour in Portland. The city page groups everything into most popular, highest reviewed, last minute and family-friendly so you can build a day around what actually delivers.
When is the best time to visit Portland?
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June to October, with peak foliage in early October. Booking patterns follow the same curve: prices and queues climb in peak weeks, while shoulder season gives you better availability on the top-ranked experiences and more room to change plans.
How many days do you need in Portland?
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Three full days covers the headline sights without sprinting. A workable rhythm is one anchor experience each morning, such as this one, an unhurried afternoon in a single neighborhood, then a food or nightlife booking in the evening. Five days lets you add a day trip outside the city.
Do I book through Outty or through the operator?
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Outty ranks and explains the experiences, then hands you to Viator to complete the booking with the operator directly. The price is the same as booking on Viator yourself, and Outty earns an affiliate commission on the referral, which is how the rankings stay free to read.
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