private sunset charters
in portland, maine
Set sail from Portland, Maine, and explore the stunning islands, historic lighthouses, and scenic waters of Casco Bay.
The Perfect Maine Sunset From the Water
There’s no better place to watch the sun set than from the deck of a private boat off the coast of Portland, Maine. As the sky turns gold and pink, Portland Head Light glows in the distance and the islands fade into silhouette. It’s one of Maine’s most breathtaking experiences and it’s entirely yours.
What to Expect on Your Sunset From the Water
Every sunset charter is fully private, just your group and your captain. We time your departure to put you on the water as the light turns golden, cruise past lighthouses and islands, and find the perfect spot to watch the sun dip below the horizon. No crowds, no strangers, just an unforgettable evening on the water.
Best Time of Year for a Sunset Charter in Portland
Sunset charters are available May through October, with the longest and most dramatic sunsets occurring in June, July, and August. Golden hour typically begins around 7:00 to 7:30 PM in summer, giving you plenty of time to enjoy the full show from the water.
Who Is a Sunset Charter Perfect For
Sunset charters are one of our most popular experiences and a natural fit for anyone looking for something truly memorable on the water.
Choose Your Sunset Charter
Not sure which is right for you? Reach out and we’ll help you choose based on your group and what you want to see.
What to Bring
Evenings on the water in Maine can be cooler than expected, even in summer. We recommend bringing layers, sunglasses, and a camera. We provide light snacks, bottled water, and soft drinks on every charter. You’re also welcome to bring your own food and drinks to make the evening your own.
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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