private boat charters on casco bay
from portland, maine
Set sail from Portland, Maine, and explore the stunning islands, historic lighthouses, and scenic waters of Casco Bay.
Why Choose a Private Charter?
Unlike crowded public boat tours, every Legacy Charter is 100% private. That means no strangers, no set schedule, and no rushing. Just you, your group, and the open waters of Casco Bay with a licensed captain dedicated entirely to your experience.
Explore The Best of Casco Bay Your Way
Casco Bay is one of Maine’s most spectacular stretches of coastline, and the best way to experience it is from the water. Whether you want to watch the sun melt into the horizon, cruise past historic lighthouses, or discover hidden coves and islands, we’ll build the perfect route for your group.
Everything You Need is Already Onboard
Choose Your Charter Length
Not sure which is right for you? Contact us and we’ll help you choose based on what you want to see and do.
Aboard a Maine-Built Sabre 36
Your charter takes place aboard our Maine-built Sabre 36, the most comfortable and well-equipped vessel designed for exactly this kind of experience. With plenty of seating, a stable ride, and stunning 360-degree views of Casco Bay, it’s the perfect platform for a private charter.
FAQ
No — every charter we offer is completely private. When you book with us, the boat is yours and yours alone.
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.
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.
None at all! Just show up and enjoy. Your captain takes care of everything while you relax and soak in the scenery.
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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.
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.
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.
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