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Experience Casco Bay like never before with the Large Group Private Wooden Boat Sightseeing & Lighthouse Charter. Perfect for groups up to 16, this 2-hour private tour offers an intimate way to explore Maine’s stunning coastline, away from the crowds.
Board one of our classic wooden vessels and cruise past iconic lighthouses, historic forts, and scenic islands. Keep an eye out for harbor seals, seabirds, and other local wildlife as your captain guides you through some of the most picturesque spots in Casco Bay. Whether celebrating a special occasion or just gathering friends, this private charter delivers a personalized and relaxed experience.
You’re welcome to bring your own food, and we provide all the glassware, plates, and utensils needed. Local craft beer, wine, and other beverages are available for purchase onboard. Please note, due to our liquor license, outside alcohol is not permitted.
The tour lasts for 2 hours, giving you plenty of time to enjoy the sights and relax onboard.
Your booking includes bottled water, a licensed captain and local guide, all fees and taxes, a cooler with ice, and access to the environmentally friendly composting toilet on board. Beer and wine are available for purchase.
You can bring your own food, but outside alcohol isn’t allowed. We offer beer and wine for sale onboard, but outside beverages are not permitted due to licensing restrictions.
Yes, the tour is suitable for all physical fitness levels, making it a great option for most guests.
Meet at the back of the parking lot between Gilbert’s Chowder House and Dry Dock in Portland’s Old Port, about 20 minutes early. Your deckhand will meet you at the boat ramp next to Boone’s Fish House & The Porthole deck.
Yes, you can cancel for a full refund if you do so at least 24 hours before the scheduled departure. Cancellations within 24 hours or due to bad weather may not be refunded.
For a full refund, cancel at least 24 hours before the scheduled departure time.
Check a date here, then finish booking with our partner. Payment options are confirmed at checkout.
Check availability to see start times.
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Your private charter departs from Portland’s Old Port, a vibrant waterfront district blending historic brick warehouses, cobblestone streets, and working fishing piers with boutique shops, restaurants, and pubs. This lively area sets the perfect scene for your Maine coastal adventure. As you board your classic wooden vessel, the city’s energy fades, revealing the natural beauty of Casco Bay.
Portland Breakwater Light, or Bug Light, is a charming cast-iron lighthouse with Greek Revival design. Its striking white tower makes it one of Maine’s most photographed beacons. This scenic spot offers a postcard-perfect view at the start of your cruise, with Portland’s skyline behind and open bay ahead.
Spring Point Ledge Lighthouse, built in 1897, stands on a granite breakwater in South Portland. It’s one of the few sparkplug-style lighthouses accessible by boat. Nearby, Fort Preble, dating back to 1808, offers a glimpse into Portland’s military history. This stop combines maritime engineering with historic defense sites, perfect for photos and storytelling.
Portland Head Light, the most photographed lighthouse in the U.S., sits on a rocky bluff in Fort Williams Park. Active since 1791, it’s a Maine icon. From the water, you get the best view—especially when weather allows us to linger and share stories of shipwrecks and wartime history. It’s a highlight for any Maine coastal trip.
Ram Island Ledge Light, perched on a rocky outcrop, appears to float amid swirling tides. Its weathered appearance and remote location evoke Maine’s rugged coast and the bravery of past lighthouse keepers. This hauntingly beautiful spot sparks conversation and adds drama to your cruise.
Fort Gorges, rising from a small island, is Casco Bay’s most impressive stone fortress. Built in the 1850s, it once housed cannons to defend Portland Harbor. During WWII, it served as a storage site. Its history and striking architecture make it a favorite for history buffs and photographers alike.
Peaks Island, Maine’s largest island, was once known as the “Coney Island of Maine.” Today, it’s a lively community with beaches, wooded trails, and a colorful past. During WWII, it hosted gun batteries and lookout towers. It’s a lively stop that showcases Maine’s island life, past and present.
Fort Scammel, located on House Island, was built in 1808 and played a key role in defending Portland. Its thick granite walls and hidden gun placements made it a strategic harbor defense. Today, it’s a private, rarely visited site that offers a glimpse into Maine’s military history and maritime strategy.
Meet at the starting point
Meet at the back of the parking lot between Gilbert’s Chowder House and Dry Dock in Portland’s Old Port. Arrive 20 minutes early to find parking. Wait at the top of the boat ramp next to Boone’s Fish House & The Porthole deck. Your deckhand will meet you there just before the tour begins.
Open in Google MapsFor a full refund, cancel at least 24 hours before the scheduled departure time.
Your booking is confirmed immediately after checkout.
From $850.00 per person