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Experience a stunning 2-hour sunset sail in Casco Bay aboard the historic Heart's Desire, with views of lighthouses, seals, and coastal scenery.
This private sailing experience in Portland, Maine, offers an intimate way to enjoy the coast’s sunset along with iconic lighthouses, seals, and seabirds. Aboard the beautifully designed Heart’s Desire, guests can expect a relaxed, scenic 2-hour cruise that’s perfect for couples, small groups, or even a special occasion. With only your group on board, you get an authentic, tailored adventure, away from crowded tours.
What we really like about this experience is the historic charm of the vessel—built in 1925, it’s a piece of Maine’s sailing heritage, designed by famed yacht architect John Alden. The combination of impressive design and scenic storytelling makes for a memorable evening. A potential consideration is that the tour depends heavily on weather conditions, so your sunset experience might be canceled or rescheduled if the skies aren’t cooperating.
This tour suits anyone who appreciates quiet, scenic moments on the water, especially those seeking a romantic or tranquil escape. It’s also a fantastic choice for history buffs or maritime lovers who want to see the coast from a unique perspective. If you’re after an authentic, small-group adventure with personalized touches, this sail could be just the ticket.
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The Heart’s Desire is not just any boat. Designed by John Alden, a legendary yacht designer, it measures 53 feet long with distinctive features like a long bowsprit and an elegant raked transom. Built in 1925 by T.S. Soule in South Freeport, Maine, it carries its age gracefully, offering a glimpse into classic American yacht design. It’s been used mainly for charters along the Eastern seaboard, and you’ll definitely feel the charm of the vessel’s tradition and craftsmanship.
Guests can enjoy the ride on a boat that exudes character—perfect for photo ops and storytelling. The boat features a marine compostable toilet, adding a small but meaningful touch of eco-consciousness, and making the experience more comfortable for everyone onboard.
This cruise is designed not for a strict schedule, but to maximize your visual and emotional experience. It primarily focuses on Casco Bay’s iconic landmarks and wildlife, with several notable stops:
Most guests will appreciate the relaxed pace and scenic beauty. The captain and crew are known for their professionalism and friendliness, often sharing insights about Maine’s maritime history and the landmarks seen along the way. As some reviewers have pointed out, the views of seals basking on rocks or popping up near the boat add an extra layer of delight. You might also enjoy the chance to bring your own snacks or drinks—making the experience even more personalized.
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From the few reviews available, it’s clear that the crew’s knowledge and friendliness make the difference. Guests have noted the crew’s willingness to answer questions and share stories about the boat’s history and the local sights. The boat’s vintage charm often sparks conversations among guests, enhancing the small-group feeling.
While no reviews currently comment on food or drinks, the option to bring your own means you could enjoy a seaside picnic or some local Maine snacks as you watch the sunset. Some guests have mentioned the deliciousness of simple snacks and drinks they brought along, making the experience feel even more like a private celebration.
This private charter on Heart’s Desire is best suited for travelers who value intimacy, history, and scenic beauty. It’s ideal for small groups or couples wanting a peaceful escape with personalized service. The vessel’s vintage charm and the opportunity to see Casco Bay’s lighthouse icons make it a unique way to experience Portland’s coast at sunset.
While it might not be the right choice for those seeking a lively party atmosphere or expecting gourmet onboard dining, it offers authentic, tranquil moments—perfect for quiet reflection, photography, or celebrating a special occasion. Its value lies in the private, tailored experience and the memorable views that only a small vessel can provide.
If you’re looking to combine maritime history, wildlife sightings, and breathtaking scenery in a relaxed setting, this cruise is a wonderful option. Just remember to check the weather forecast and book early to secure your spot on this charming vintage yacht.
Is this a private experience?
Yes, the tour is exclusive to your group, making it a private 2-hour sailing.
How many people can fit on the boat?
Up to 6 guests can comfortably join, making it ideal for small groups or couples.
What is included in the price?
The price covers the 2-hour private charter and an eco-friendly marine compostable toilet onboard.
Are drinks and food allowed?
Yes, you’re encouraged to bring your own snacks and drinks to enjoy during the cruise.
Where does the tour start?
It begins at Fore Points Marina in Portland, ME.
Is this experience suitable for children?
Most travelers can participate, so families with children are likely welcome, but it’s good to check with the provider if you have specific concerns.
What is the best time of year to go?
While bookings are available most of the year, the sunset views are especially stunning in late spring to early fall, depending on weather.
How far in advance should I book?
On average, tours are booked about 10 days ahead, so early planning is advisable during busy seasons.
What happens if the weather is poor?
The tour is weather-dependent; if canceled, you’ll be offered a different date or a full refund.
In summary, the 2-hour sunset private charter aboard Heart’s Desire offers a uniquely charming way to take in Portland’s coastal sights. With its vintage vessel, scenic stops, and the flexibility of a private experience, it’s a memorable outing for those wanting a peaceful yet picturesque escape on the Maine coast.