Private Afternoon Charter on Heart’s Desire in Casco Bay

Experience Casco Bay on a Private Afternoon Charter Aboard Heart’s Desire

If you’re looking to enjoy a peaceful yet memorable escape on the water, a private afternoon cruise on Casco Bay might just be what you need. Offered by Portland Schooner Co., this two-hour sail on Heart’s Desire offers a chance to soak up Maine’s rugged coastline, lighthouses, and wildlife without the crowds. It’s an intimate way to explore the coast, perfect for small groups, family gatherings, or romantic outings.

What we love about this experience is how flexible it is—you can bring your own food and drinks, creating a personalized picnic afloat. The boat itself is a beautifully restored vintage vessel, designed by the renowned John Alden, which adds a touch of maritime elegance and history. One thing to consider is that the experience is limited to just two hours, so if you’re craving a longer adventure, this might feel a bit brief. Still, it’s a fantastic option for those wanting a relaxed, private cruise.

This tour is best suited for travelers who appreciate authentic, low-key experiences and want to enjoy the elements at their own pace. Whether celebrating a special occasion, enjoying quality family time, or simply craving a scenic escape, this private charter is a lovely choice.

Key Points

• Private and customizable: Bring your own food, drinks, and enjoy a personalized voyage.
• Historic vessel: Heart’s Desire is a vintage 1925 schooner with classic design features.
• Flexible timing: Cruises are approximately 2 hours, with varying start times—check availability.
• All-inclusive essentials: Lifejackets and eco-friendly marine toilets are provided.
• Cost-effective for groups: $575 for up to six guests, making it a reasonable luxury.
• Authentic experience: Designed by John Alden, the boat’s design adds a layer of maritime heritage.

A Closer Look at the Experience

The Vessel: Heart’s Desire

Heart’s Desire isn’t just a boat; it’s a piece of sailing history. Built in 1925 in South Freeport by T.S. Soule, this vessel embodies classic yacht design, thanks to John Alden’s craftsmanship. Its long bowsprit and raked transom give it an unmistakable profile, one that turns heads whether docked or underway. During the cruise, you can appreciate these details, which evoke the golden age of sailing.

Guests on reviews often mention how well-maintained and charming the vessel is, feeling like stepping back in time while enjoying modern comforts. The yacht has been used mainly for charters along the Eastern seaboard, including New York, New Jersey, and Massachusetts, so it’s quite experienced in providing a smooth, stable ride.

Itinerary and Highlights

Since this is a private cruise, you have the flexibility to tailor your experience somewhat. Typically, the cruise begins with a relaxed departure from the meet-up point, where you arrive 15–30 minutes early—just enough time to settle in and meet the captain. The meeting point is outside the gate at two blue picnic tables, a casual spot that sets the tone for a laid-back journey.

Once underway, the captain will navigate through Casco Bay’s calm waters, offering glimpses of iconic lighthouses and seals lounging on rocks. The bay’s waters are known for their clarity, and the scenery is quintessential Maine—cliffs, islands, and seabirds in their natural habitat.

The captain, often an experienced local, will share insights into the area’s maritime history and ecology, enriching your sightseeing. You might even get close enough to seabirds or seals for some memorable photos. The cruise can include a variety of sights, from rugged coastline to tranquil coves, all from a vantage point that’s both unique and relaxing.

Bringing Your Own Food and Drinks

One of the most appealing features of this cruise is the freedom to bring your own picnic dinner, wine, or beer. Pack a small cooler or basket with your favorites—crackers, cheeses, sandwiches, or anything you’re craving—and enjoy a meal on the water with breathtaking views. Many reviewers mention how delightful it is to sip wine as the boat drifts past lighthouses at sunset or during a peaceful afternoon.

The experience doesn’t include food or beverages, but the flexibility allows you to tailor it to your taste and occasion. It’s worth noting that you should plan to bring your own utensils, napkins, and anything else needed to make your picnic perfect.

Comfort and Safety on Board

Safety gear like lifejackets is provided, and the boat features eco-friendly marine compostable toilets. While the vessel is comfortable and well-maintained, keep in mind that you should be prepared for a gentle rocking motion—ideal for most but perhaps less suited for those with severe motion sickness.

Cost and Value

At $575 for up to six people, this private charter offers a fairly economical way to enjoy a personalized sailing experience. When you consider that you’re getting exclusive access to a vintage yacht, personalized service, and stunning scenery, the value is quite good. It’s especially appealing for small groups or families who want an intimate outing without the crowds.

Practicalities

• Duration: Approximately 2 hours—check availability for start times.
• Meeting point: Outside the gate, at two blue picnic tables.
• Cancellation: Free if canceled at least 24 hours in advance.
• Reservation: Book now, pay later, and keep your plans flexible.
• Languages: English-speaking host or greeter.

Who Will Love This Experience?

This cruise is perfect for travelers who seek a personalized, relaxed way to explore Casco Bay. It’s ideal for small groups wanting an intimate setting, couples celebrating a special occasion, or families seeking a fun, scenic outing. If you’re interested in maritime history, vintage boats, or simply want a tranquil break from busy sightseeing, this tour fits the bill.

It’s less suited for those who prefer a longer or more active adventure, or travelers who may want included food or drinks. But if you enjoy crafting your own experience and value privacy, this is a charming way to see Portland’s coastline.

The Sum Up

A private afternoon sail aboard Heart’s Desire delivers a charming, authentic experience of Casco Bay’s natural beauty and maritime heritage. With the flexibility to bring your own picnic, the vessel’s vintage charm, and the chance to customize your voyage, it’s a wonderful way to unwind and connect with Maine’s coast.

While two hours may seem brief, the intimacy and personalized nature make it a worthwhile splurge—especially for small groups, couples, or families looking for a special outing. The value, considering the exclusivity and historic vessel, truly makes this a memorable addition to any Maine trip.

Overall, if you’re after a peaceful, scenic escape on the water with a touch of maritime history and the freedom to customize your experience, this cruise hits the spot. Just arrive a little early, pack your favorite snacks, and prepare for a relaxing journey along Casco Bay’s stunning shoreline.

FAQ

Is this a private experience?
Yes, the cruise is for your private group, up to six people, offering a personalized and intimate experience.

How long is the cruise?
The cruise lasts approximately 2 hours. Check availability for specific start times.

Can I bring my own food and drinks?
Absolutely. You’re encouraged to bring your picnic, wine, beer, or soft drinks to enjoy during the sail.

What is included in the price?
Lifejackets and eco-friendly marine compostable toilets are provided.

What should I wear?
Dress comfortably for the weather—layers are recommended, and bring sunscreen if it’s sunny.

Is there any special equipment on board?
The vessel is well-maintained with safety gear, but no special equipment beyond standard safety provisions.

What if I need to cancel?
You can cancel up to 24 hours in advance for a full refund.

Where do I meet the boat?
At the two blue picnic tables outside the gate—arrive 15-30 minutes early.

Can children join?
Yes, the boat can accommodate families, but check with the provider for age restrictions or recommendations.

Is this experience suitable for people with mobility issues?
The information doesn’t specify accessibility features; it’s best to contact the provider directly for specific concerns.

This private sail on Casco Bay offers a lovely blend of history, scenery, and flexibility, making it an excellent choice for those seeking a personalized Maine coastal adventure.