Private Sunset Sail on Heart's Desire in Portland
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Experience Maine’s stunning coast during a 2-hour sunset private sail aboard Heart's Desire, a beautifully preserved schooner built in 1925. As the sun dips below the horizon, you'll enjoy views of iconic lighthouses, playful seals, and seabirds soaring overhead, all from the comfort of your private vessel.
Heart's Desire, designed by renowned yacht designer John Alden, measures 53 feet and features classic design elements like a long bowsprit and a dramatic, raked transom. Originally built in South Freeport, Maine, this historic schooner has cruised along the Eastern seaboard, offering guests an authentic maritime experience.
This private charter is perfect for small groups up to six people, providing an intimate way to soak in Maine’s coastal beauty. Whether you're celebrating a special occasion or just want a peaceful sunset on the water, this sail offers a memorable adventure.
Frequently asked questions
How long is the private sailing experience?
The tour lasts for 2 hours, giving you plenty of time to relax and enjoy the scenery.
What can I expect to see during the sail?
You'll pass by Fort Gorges, a historic military fort, see Portland Breakwater Light, and observe Spring Point Ledge Light—all from the water.
Is the tour suitable for children or infants?
Yes, infants and small children can ride in a pram or stroller. The boat is wheelchair accessible, making it suitable for a variety of needs.
What’s included in the price?
Your ticket includes a 2-hour private charter and access to eco-friendly marine facilities like a compostable toilet.
Can I bring my own food and drinks?
Absolutely! Food and beverages are not included, but you're welcome to bring your own to enjoy during the sail.
What is the cancellation policy?
You can cancel for a full refund if you do so at least 24 hours before your scheduled departure. Cancellations made less than 24 hours in advance or due to bad weather may not be refunded.
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund. Cancellations within 24 hours or due to bad weather may not be refunded.
Reserve now
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Duration 2 hours
Check availability to see start times.
Live tour guide
English
Key facts
What's included
Included
- Eco-friendly marine compostable toilet
- 2-hour private charter
Not included
- Gratuity—recommended 15-20% for captain and deckhand
- Food and drinks—bring your own!
Itinerary
A scenic 2-hour private sail along Casco Bay, passing historic forts and lighthouses, with opportunities to see local wildlife.
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Stop 1
View Fort Gorges from the water, a historic military fort built between 1858 and 1864 on Hog Island Ledge.
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Stop 2
See Portland Breakwater Light, a charming 30-foot lighthouse built in 1855.
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Stop 3
Observe Spring Point Ledge Light, a sparkplug lighthouse marking a dangerous obstruction near Portland Harbor, built in 1897.
Meeting point & pickup
Meet at the designated starting point 15-20 minutes before departure to check in and prepare for your sail.
Please arrive early to ensure a smooth start to your private sunset cruise. Specific meeting instructions will be provided upon booking.
Open in Google MapsCancellation & confirmation
Free cancellation
Cancel at least 24 hours before your scheduled departure for a full refund. Cancellations within 24 hours or due to bad weather may not be refunded.
- 100% refund if canceled at least 1 day prior
- No refund if canceled within 24 hours or due to weather
Instant confirmation
Your booking is confirmed immediately after checkout.
From $675.00 per person
- Free cancellation
- Secure checkout with our booking partner
