Portland: Private Charter on Vintage Lobster Boat w/ Drinks

If you’re dreaming of a slice of true Maine coastal life, a private lobster boat cruise might just be the perfect way to indulge. This experience, offered by Casco Bay Custom Charters, promises a two-hour journey through Casco Bay’s scenic waters, with personalized attention, gorgeous views, and the chance to see Portland’s iconic lighthouses and wildlife up close. It’s a chance to escape the crowds, enjoy some local drinks, and soak in Maine’s maritime charm — all aboard a classic vintage lobster boat.

Two features we particularly like are the private setting, which means no strangers intruding on your experience, and the inclusion of a first round of drinks, giving you a true taste of Portland’s local beverage scene. On the flip side, one consideration is that the price per person (at $380) might seem steep for some, especially since it’s a flat rate for up to six guests. But for those seeking an intimate, authentic, and scenic outing, this offers excellent value.

This tour suits travelers who are looking for a personalized, relaxed way to explore Maine’s coast, especially if you appreciate marine scenery, wildlife, and a bit of local flavor. It’s perfect for small groups, couples, or families wanting a memorable, high-quality experience that balances comfort with adventure.

Key Points

• Private Charter: Exclusively for your group of up to six, ensuring a personalized experience
• Gorgeous Views: See Portland’s lighthouses, historic forts, and the islands of Casco Bay
• Wildlife Encounters: Chances to spot birds, seals, and other marine life
• Local Drinks Included: Enjoy a complimentary local Portland beer or wine during the cruise
• Flexible Scheduling: Available in the morning, afternoon, or evening, making it easy to fit into your plans
• Authentic Maine: Travel on a vintage lobster boat for a real taste of maritime heritage

You can check availability for your dates here:

An In-Depth Look at the Experience

Setting Sail in Style and Comfort

Once you arrive at the meeting point (which varies depending on your booking), you’ll step aboard the classic wooden lobster boat named MONHEGAN. The vessel is perfectly suited for a small, intimate group, with a Coast Guard capacity of six passengers. The crew, including a licensed captain and experienced tour host, ensures your safety and comfort throughout the trip.

The boat itself feels like a slice of Maine’s maritime past — its wooden finish and vintage charm evoke a sense of nostalgia, making the cruise even more memorable. We loved the way this boat combines practicality with authenticity: it’s sturdy, well-maintained, and clearly designed for serious lobster fishing, but now it serves as a delightful vessel for sightseeing.

What You’ll See and Experience

As you slip away from Portland’s busy harbor, you’ll be greeted by spectacular views of the city skyline and the islands that dot Casco Bay. The highlights include:

• Lighthouses: Portland’s most iconic beacons are within reach, their red and white towers standing proudly against the sea. These lighthouses aren’t just pretty—they’ve guided sailors for generations.
• Historical Sites: Keep your eyes peeled for former stone forts and other maritime relics that tell stories of Maine’s coastal defense history.
• Wildlife: The bay teems with activity. You might catch sight of seals lounging on rocks or birds soaring overhead, adding a lively dimension to your cruise.

Relaxing with Local Flavors

The tour includes your first round of drinks, which you can choose from a selection of local Portland beers, wines, or bubbly. It’s a simple but thoughtful touch that enhances the experience, making it easy to unwind and take in the scenery. The crew is happy to help you select a beverage that suits your taste.

If you’re a wine lover, the inclusion of white and red wines is a notable perk. Many reviewers have appreciated the relaxed atmosphere created by this mix of good company, beautiful views, and local libations, making it an ideal way to cap off a day of sightseeing or simply enjoy the moment.

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How the Tour Is Structured

This is a private, flexible experience—generally offered in the morning, afternoon, or evening, depending on availability. The two-hour duration is just enough time to see many sights without feeling rushed. The flat rate means that for $380, your entire group gets the boat and the crew, making it a convenient option for families or friends seeking quality time together.

What Past Visitors Say

Reviewers consistently praise the stunning views and the warm, friendly crew. Tori, who visited in August, said, “My family and I had such a good time! Thank you guys for having us!” and another review from July describes the boat as “super cute,” emphasizing how charming the vessel is. Angela’s quick mention of “Google search” hints at the ease of booking and the straightforward nature of the tour.

Practical Details: Cost, Timing, and What to Bring

While the cost might seem high at first glance, it’s important to recognize the value of a private, guided experience in such a scenic setting. For just under $400, you get exclusive access, personalized service, and the chance to enjoy Maine like a local.

The tour generally lasts two hours, so it fits neatly into a morning, afternoon, or evening schedule. Be sure to wear comfortable clothes suited to the weather — layers are always wise, especially in Maine, where breezes can pick up quickly.

Who This Tour Is Best For

This private lobster boat cruise is ideal for travelers who want an authentic, intimate encounter with Maine’s coastal environment. It’s perfect for small groups, couples, or families — anyone who values personalized service and stunning scenery without the hustle of crowded tours. If you’re looking for a relaxing, picturesque voyage with the bonus of local drinks and wildlife sightings, this cruise offers a uniquely Maine experience.

It also suits those who appreciate maritime history and small-scale, hands-on adventures. While it may not be the best fit for budget travelers or those looking for a large-group excursion, the high-quality, private nature of this tour makes it a special treat for those wanting to create lasting memories.

Frequently Asked Questions

How many people can join this cruise?
Up to six guests, fitting the capacity of the vessel, though the price remains a flat rate for the entire group.

What is included in the price?
Your cruise ticket, a licensed captain, an experienced tour host, and the first round of drinks, which could be a local Portland beer, wine, or bubbly.

Can I cancel if my plans change?
Yes, you can cancel up to 24 hours in advance for a full refund, making it flexible for changing schedules.

When is the cruise available?
Typically in the morning, afternoon, or evening, giving you options to suit your plans.

What should I bring?
Comfortable clothes appropriate for the weather, and perhaps a camera to capture the stunning views and wildlife.

Is this activity suitable for children?
Yes, as long as they are comfortable on boats and within the passenger capacity.

Is the tour private only for my group?
Yes, the entire vessel is reserved solely for your private group, providing a personalized experience.

Does the tour focus on wildlife sightings?
While wildlife encounters like seals and seabirds are common, the primary focus is on the scenery, lighthouses, and coastal views.

What is the main appeal of this tour?
The combination of gorgeous scenery, private setting, local drinks, and authentic Maine maritime atmosphere makes this a memorable coastal outing.

Final Thoughts

For anyone craving an intimate glimpse of Maine’s maritime heritage, this private lobster boat cruise strikes a great balance between comfort, authenticity, and scenic splendor. It’s a wonderful way to relax and connect with Maine’s coast, especially if you’re traveling with a small group looking for a personalized experience.

You’ll love the stunning vistas of the bay, the chance to see iconic lighthouses and wildlife, and the relaxed, friendly vibe fostered by a knowledgeable crew. The inclusion of local drinks adds a touch of Maine’s laid-back charm, making it a superb choice for a special outing.

While the price may seem high for some, the private, curated nature of this trip makes it worth considering if you want a high-quality, memorable, and authentic Maine experience. It’s particularly suited for travelers seeking a quiet, scenic escape that feels both special and genuinely local.

In short, this cruise offers a meaningful way to see Maine from the water — with good company, great views, and a taste of local hospitality. It’s a small adventure that leaves a big impression.

You can check availability for your dates here: More Great Tours Nearby