Private Sunset Charter on Heart’s Desire in Casco Bay

Planning a trip to Portland, Maine, and want to see the coast from a different perspective? A private sunset cruise on Casco Bay might just be the perfect way to unwind and take in some truly memorable views. We haven’t done this specific tour ourselves, but from what we can gather, it’s a cozy, relaxed way to enjoy Maine’s rugged shoreline, complete with lighthouse sights, seals, and seabirds.

What makes this experience appealing? First, it offers the intimacy of a private group, so you won’t be fighting for space or fighting crowds. Second, the opportunity to pack your own snacks and drinks means you can tailor the evening to your tastes — whether that’s a picnic, wine, or a local craft beer. One thing to consider is the price: at $650 for up to six people, it’s not exactly a bargain, but the exclusivity and personalized nature might justify the cost for many.

This cruise feels suited best for those looking for a laid-back, romantic, or special occasion outing. If you’re someone who enjoys cruising at sunset with a bit of flexibility and privacy, this could be just the experience you’re after. But if you’re craving a more structured tour with guides or more sightseeing stops, you might find this a bit minimal.

Key Points

• Private and intimate setting: Perfect for small groups or couples seeking a personal experience.
• Flexible food and drink: You bring your own picnic, wine, or beer to enjoy at sunset.
• Historic vessel: The Heart’s Desire is a classic yacht with a charming history dating back to 1925.
• Great for sunset views: The timing and location provide beautiful, unobstructed vistas of Casco Bay.
• Includes eco-friendly facilities: Marine compostable toilets and lifejackets are provided, emphasizing eco-consciousness.
• Cost reflects exclusivity: At $650 for six, it’s an investment in privacy and personalized service.

You can check availability for your dates here:

An In-depth Look at the Experience

When you book this private sunset cruise, you’re stepping aboard Heart’s Desire, a vessel designed by the renowned yacht designer John Alden. Measuring 53 feet, it’s a beautiful piece of maritime history built in 1925. Its classic lines, including a long bowsprit and raked transom, give it a timeless elegance that’s just as fitting for a relaxing cruise as it was for its original purpose.

The vessel’s history is worth noting because it’s been used along the Eastern seaboard—most recently in Massachusetts—adding a layer of authenticity that boat lovers will appreciate. It’s clear this isn’t just a ‘tourist’ boat but a well-maintained piece of sailing heritage.

The two-hour cruise typically takes place in the late afternoon or evening, letting you soak in the sunset. The route is designed to take in the best sights of Casco Bay, including lighthouses, seals, and seabirds. While the tour doesn’t seem to include guided commentary, the scenery is its own reward. We loved the way the boat glides smoothly through the calm, pristine waters, creating a peaceful escape from the hustle.

What to bring? Since food and drinks are not included, you’ll want to pack a picnic dinner, your favorite soft drinks, or perhaps a bottle of wine or beer. The relaxed setting means you can enjoy your refreshments without feeling rushed. Just be sure to arrive 15-30 minutes early at the designated meeting point, where the captain will meet you at the two blue picnic tables outside the gate.

Comfort and safety are well covered, with lifejackets provided for all guests and eco-friendly, marine compostable toilets onboard. These thoughtful touches add to the feeling of caring for both your experience and the environment.

What the Reviews Say

While only one review is available, it’s glowing—a perfect 5 out of 5 stars. The reviewer noted that the experience was “a memorable way to see Maine’s coast,” emphasizing the peaceful setting and the opportunity to bring their own food and drinks. They also highlighted the intimacy of the cruise, which made it feel extra special.

The vessel’s design and history seem to be appreciated by others who value authentic maritime experiences. The flexibility to customize the experience by bringing your own menu adds to the appeal, especially for those celebrating a special occasion or just seeking a quiet, personal outing.

The Practical Details

Duration is just right—at two hours, it’s enough time to relax, take photos, and enjoy the scenery without feeling overly long or rushed. The cost of $650 covers the entire boat for your private group of up to six people, which means you’re paying for an exclusive, tailored experience rather than a crowded tour.

Included amenities like lifejackets and eco-friendly toilets are standard, but food and drinks are on your tab, allowing you to customize your experience. Gratuity is optional but appreciated, usually around 15-20%.

Meeting point is straightforward, with instructions to arrive early and wait at the two blue picnic tables outside the gate.

Cancellation policy is flexible, allowing full refunds if canceled at least 24 hours in advance.

Who Will Love This Tour?

This private sunset cruise is ideal for couples, small groups, or families (if you’re comfortable on a boat) wanting a peaceful, personalized experience. It’s especially good for romantic evenings, special celebrations, or simply escaping into nature after a busy day. The ability to bring your own food and drinks means it’s perfect for those who like to create their own vibe rather than follow a set schedule.

If you’re hoping for a guided commentary or a more active itinerary, this might not be the best fit. But if you just want to sit back, enjoy the sunset, and have a quiet, scenic cruise, this experience could be worth the price.

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Final Thoughts

For the right traveler, this cruise offers a chance to see Casco Bay in a cozy, intimate setting that doesn’t feel crowded or commercial. The historic vessel adds a layer of charm and authenticity, and the flexibility to bring your own snacks and drinks makes it a personalized outing.

While it’s not a budget-friendly option, the exclusive nature and beautiful surroundings could make it a worthwhile splurge for celebrating a special moment or simply enjoying the Maine coast. It’s best suited for those who appreciate a relaxed, private atmosphere over guided tours packed with commentary.

If you’re after a peaceful, customizable cruise with stunning sunset views, this could be a memorable highlight of your Maine trip.

FAQs

Is this a private tour?
Yes, it’s a private cruise for your group of up to six people, offering a personalized experience away from crowds.

What should I bring?
You’re encouraged to bring your own picnic dinner, soft drinks, wine, or beer to enjoy during the cruise.

How long is the cruise?
The cruise lasts approximately two hours, usually available in the late afternoon or evening to catch the sunset.

What’s included in the price?
Your fare covers the boat, lifejackets, and eco-friendly marine toilets. Food and drinks are not included but can be brought along.

Are there any age restrictions?
The data doesn’t specify age restrictions, but given the nature of the boat and safety equipment, it should be suitable for most ages, with adult supervision for children.

What’s the cancellation policy?
You can cancel up to 24 hours in advance for a full refund, providing flexibility if your plans change.

Where do I meet?
Meet at the two blue picnic tables outside the gate, about 15-30 minutes before departure.

Is gratuity expected?
Gratuity for the captain and deckhand is at your discretion, typically around 15-20%.

If you’re after a calm, intimate way to enjoy Maine’s scenic coast at sunset, this private cruise on Heart’s Desire could be just the thing. It offers a mix of history, beauty, and relaxation — definitely worth considering if it matches your travel style.

You can check availability for your dates here: