Discover Casco Bay In Style

Private light House Boat Tours from Portland, Maine

Set sail from Portland, Maine, and explore the stunning islands, historic lighthouses, and scenic waters of Casco Bay.

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Experience Maine's Most Iconic Lighthouses From the Water

Portland, Maine is home to some of the most photographed lighthouses on the East Coast and the best way to see them is from the water. Up close, from the deck of a private boat, with no crowds and no rushing. Just you, your group, and a licensed captain who knows every lighthouse, every story, and every perfect angle for the photo you’ve been dreaming of.

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Icons of Casco Bay

Lighthouses and Landmarks You'll See

Every lighthouse tour is flexible and built around what your group wants to see. Our captains know Casco Bay inside and out and will tailor your route to include the landmarks that matter most to you.

Portland Head Light

Maine’s oldest lighthouse and the most photographed lighthouse in America. Built in 1791 and perched on the rocky shores of Cape Elizabeth, Portland Head Light is a must see on any Casco Bay tour.

Bug Light

The smallest lighthouse in Maine, sitting at the entrance to Portland Harbor. Officially known as Portland Breakwater Light, Bug Light is charming, historic, and impossible to miss.

Fort Gorges and Fort Scammel

Two of Portland Harbor’s most impressive Civil War era fortifications, both built on ledges in the middle of the harbor. Fort Gorges sits on Hog Island Ledge while Fort Scammel occupies House Island nearby. Dramatic, historic, and virtually impossible to see without getting out on the water.

Spring Point Ledge Light

A unique sparkplug style lighthouse sitting at the end of a granite breakwater in South Portland.

Striking from the water and a favorite among photographers.

Ram Island Ledge Light

A rugged granite tower sitting on a bare ledge in the outer harbor.

Dramatic, remote, and one of the most impressive lighthouses in the region when seen from the water.

Cape Elizabeth Light

Known as Two Lights for its twin towers, Cape Elizabeth Light sits on the rocky shores just south of Portland and is one of the most photographed spots on the

New England coast.

What to Expect on Your Lighthouse Tour

Every lighthouse tour is fully private, just your group and your captain. No strangers, no set route, and no rushing past the landmarks you came to see. Your captain will point out the history behind each lighthouse, share local stories, and find the best spots for photos along the way.

  • Fully private, your group only
  • Licensed USCG captain and first mate
  • Flexible route tailored to your group
  • Captain narration and local history throughout if desired
  • Light snacks, soft drinks, and cooler included
  • Portland waterfront pickup and drop off
  • Perfect for photography and sightseeing
Popular Timeframes

Choose Your Lighthouse Tour

Not sure which is right for you? Contact us and we’ll help you choose based on what you want to see and do.

2-Hour Private Charter
$ 600
Perfect for groups who want to see the highlights. Your captain will cruise past the most iconic lighthouses in Portland Harbor including Portland Head Light, Bug Light, and Spring Point Ledge Light. Up to 6 guests.
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4-Hour Private Charter
$ 1,100
The complete lighthouse experience. With more time on the water your captain can venture further into Casco Bay to include Ram Island Ledge Light, Fort Gorges, and other landmarks you won’t see on a shorter tour. Perfect for photography enthusiasts and history lovers. Up to 6 guests.
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Perfect For

Lighthouse tours are one of our most popular experiences and a great fit for a wide range of groups.

  • Photography enthusiasts looking for the perfect shot
  • History lovers and maritime buffs
  • Families with kids who love exploring
  • Visitors experiencing Maine for the first time
  • Couples looking for a scenic and memorable outing
  • Anyone who wants to see Portland from the water

What to Bring

We recommend comfortable layers since the water can be cooler than expected even on warm days. Bring sunscreen, sunglasses, and a good camera. We provide light snacks, bottled water, and soft drinks on every charter. You’re welcome to bring your own food and drinks as well.

Still have questions?

FAQ

Do you offer shared or public tours?

No — every charter we offer is completely private. When you book with us, the boat is yours and yours alone.

What charters do you offer?

We offer 2-hour ($600) and 4-hour ($1,100) fully private charters on Casco Bay aboard our Maine-built 1998 Sabre 36 Express. Your group has the entire boat to yourselves — perfect for sunset cruises, island and lighthouse tours, romantic outings or private celebrations.

Have something else in mind? We’re always open to hearing your ideas. Whether you’re dreaming of a longer day on the water, a custom route, a sunrise departure or something unique — reach out and let’s talk. Contact us at info@cascobaylegacycharters.com or call (207) 228-5600.

How many guests can you accommodate?

We can accommodate up to 6 guests per charter in accordance with U.S. Coast Guard regulations. This makes our private charters perfect for couples, small families, or a close group of friends looking for an intimate experience on the water.

Do I need any experience on the water?

None at all! Just show up and enjoy. Your captain takes care of everything while you relax and soak in the scenery.

What should we bring?

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Can we customize our route?

Absolutely. Let us know if you have specific islands, lighthouses, or areas of the bay you’d love to see and we’ll do our best to work them into your trip.

What is your cancellation policy?

A 50% deposit is required at booking. The remaining balance is due 7 days prior to departure. Cancellations made at least 48 hours in advance receive a full refund. Cancellations within 48 hours are reviewed on a case by case basis. Weather-related cancellations are fully refunded or rescheduled at the captain’s discretion. If a charter is ended early due to weather or safety conditions, a pro-rated refund will be issued for unused time.

Where do we depart from?

We offer convenient pickup at multiple public locations along the Portland waterfront including the State Pier public dock, the dinghy dock near Fore Points/Ocean Gateway, Bell Buoy Park Landing and Mavadones Landing. Your confirmation email will include your specific departure point. Feel free to contact us beforehand if you have a preferred pickup location.

Can we book for a special occasion?

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