Sailing at sunset in Casco Bay sounds like a postcard-perfect way to spend an evening, and this private 2-hour charter on Heart’s Desire promises just that. While we haven’t personally taken this cruise, all the details suggest it’s a memorable way to experience Portland’s scenic coastline with a touch of history and luxury.
What we love is the personalized atmosphere — a private sail for up to six people, allowing for an intimate, relaxed experience. The historic vessel, designed by renowned yacht designer John Alden, adds an extra layer of charm, blending classic Maine maritime heritage with modern comfort. Another highlight is the chance to see iconic local landmarks like lighthouses, forts, and seals, all from the comfort of a stylish boat. However, one point to consider is the price, which might feel steep for some, especially since food and drinks aren’t included. This tour suits travelers who love a blend of scenic beauty, history, and a little luxury wrapped into a peaceful, private setting.
Good To Know
- Private and customizable: Perfect for small groups seeking an exclusive experience.
- Historic vessel: The Heart’s Desire offers authentic Maine sailing with designer flair.
- Scenic stops: Lighthouses, forts, and wildlife like seals make each moment visually engaging.
- Flexible and eco-friendly: Eco-conscious facilities and the option to bring your own food enhance comfort.
- Weather-dependent: Clear skies are essential for the best sunset views, and cancellations are possible if the weather turns.
Why Choose the 2-Hour Sunset Private Charter?
This tour offers an excellent way to unwind and soak in Portland’s coastal charm. The vessel’s history is notable — built in 1925 by T.S. Soule, Heart’s Desire has a long-standing maritime pedigree, having cruised along the Eastern seaboard. Its design, marked by a long bowsprit and raked transom, means you’ll be sailing on a boat that looks as iconic as the views you’ll enjoy.
The experience emphasizes intimacy and flexibility. Being a private tour means your group can set the tone — whether that’s a quiet evening with friends, a romantic date, or a small family gathering. The two-hour span is just enough to see the key sights without feeling rushed.
The Itinerary: What You Can Expect
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Stop 1: Fort Gorges
The first stop offers a view of Fort Gorges, a former U.S. military fort built between 1858-1864. From the water, it looks like a fortress out of a storybook, and the boat’s vantage point makes it easy to appreciate its scale and history. No stops onshore here, but the sight alone sets a historic tone for the cruise.
Stop 2: Portland Breakwater Light
Next, you’ll get a close-up of Portland Breakwater Light, a petite 30-foot lighthouse built in 1855. This one makes for a classic Maine photo backdrop, especially as the sun begins to dip. Seeing these lighthouses from the water offers a different perspective and a chance to appreciate their rugged beauty.
Stop 3: Portland’s Oldest Lighthouse
The highlight for many is approaching Spring Point Ledge Light, completed in 1891. As Maine’s oldest lighthouse, it draws lots of attention. Reviewers mention how relaxing it is to just sit back, camera in hand, enjoying the contrast of the historic light against the sunset sky — a true photo opportunity.
Stop 4: Seals and Coastal Wildlife
While not officially part of the itinerary, some travelers have noted seeing seals and seabirds along the way. It’s a gentle reminder of the lively ecosystem surrounding Casco Bay, making the cruise educational as well as scenic.
Onboard Experience: Comfort & Convenience
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The Heart’s Desire offers a smooth sailing experience with classic design touches, thanks to John Alden’s craftsmanship. The boat measures 53 feet, providing ample space for relaxation and unobstructed views. The eco-friendly marine toilet adds a touch of practicality, especially during warm weather.
Guests can bring their own food and drinks, a great feature for those wishing to enjoy a picnic or celebrate a special occasion on board. Since gratuities are at your discretion, most guests seem to tip around 15-20% for attentive service from the captain and deckhand.
Pricing and Booking Insights
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At $650 per group, the cost breaks down to about $108 per person for a group of six. While this isn’t the cheapest option, the price reflects the exclusivity and quality of the experience — a private vessel, tailored itinerary, and scenic wildlife viewing. The booking window is typically around ten days in advance, so last-minute plans might be tricky, especially during peak season.
It’s worth noting that most travelers highly recommend booking early to secure the desired sunset time, as sunsets are quite popular in Maine and tend to fill up quickly.
Practical Tips
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- Weather is key: The tour is dependent on good weather, and cancellations are possible if conditions aren’t suitable. It’s wise to have a backup plan or be flexible with your schedule.
- Bring your own snacks and drinks: Since there are no provisions included, packing a picnic or drinks can enhance your experience.
- Dress appropriately: Even in summer, evenings on the water can be breezy; layering is advisable.
- Tipping: Consider tipping your crew 15-20%, as they often earn their gratuity through attentive service.
Who Will Love This Experience?
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This cruise is ideal for small groups looking for a personalized, scenic escape. It suits couples celebrating a romantic sunset, families wanting a gentle adventure, or friends seeking a memorable outing. The historic vessel and lighthouse views make it especially appealing to those interested in Maine’s maritime past, while the private setting ensures a relaxed, intimate atmosphere.
Final Thoughts
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A 2-hour sunset sail aboard Heart’s Desire offers a charming blend of history, nature, and shoreline beauty. It’s a peaceful way to see Casco Bay’s iconic lighthouses and wildlife without the crowds. While the price may seem high, the experience’s exclusivity and scenic value justify it for many travelers.
If you appreciate a more personal, relaxed way to enjoy Maine’s coast and sunset, this tour definitely deserves a spot on your Portland itinerary. Just remember to book early, dress warmly, and bring your camera — the views are worth it.
FAQ
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Is this a private tour?
Yes, it’s specifically designed for your group only, making it a private experience.
How long is the cruise?
The cruise lasts approximately 2 hours, giving you plenty of time to relax and enjoy the scenery.
What’s included in the price?
The price covers the private 2-hour charter and access to eco-friendly marine facilities onboard.
Are food and drinks provided?
No, but you’re welcome to bring your own snacks and beverages to enjoy during the cruise.
Where does the tour start and end?
It begins and ends at Fore Points Marina, located at 1 Marina Way, Portland, ME.
Can I cancel the booking?
Yes, cancellations are free if made at least 24 hours in advance; otherwise, the full amount is non-refundable.
Is this suitable for all weather conditions?
The tour requires good weather; if canceled due to poor conditions, you’ll be offered a different date or full refund.
What is the ideal time to book?
Most travelers book about 10 days in advance to secure sunset slots, especially during peak seasons.
In all, this private Maine sailing offers a thoughtfully curated experience for those seeking serenity, history, and spectacular coastal views. Whether celebrating a special occasion or simply craving a peaceful sunset on the water, it’s a charming choice worth considering.