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.
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.
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.
Sunset charters are one of our most popular experiences and a natural fit for anyone looking for something truly memorable on the water.
Our most popular option for sunset lovers. Timed to put you on the water during golden hour, this charter is perfect for couples, small groups, and anyone looking for a memorable Maine evening. Up to 6 guests.
Want to make a full evening of it? The 4 hour charter gives you time to explore lighthouses and islands before settling in for the sunset. Perfect for groups who want the complete experience on the water.
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.
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.
Departure times are fully flexible and chosen by you at booking. For the best golden hour experience we recommend departing around 6:30 PM in summer months, which puts you on the water as the light turns golden and gives you plenty of time to soak in the full sunset before returning to the dock.
Yes! The calm evening waters make for a smooth and comfortable ride for guests of all ages.
Even overcast evenings on the water are beautiful. Clouds often make for dramatic skies and great photos. We only cancel for unsafe weather conditions.
Up to 6 guests per charter. All charters are fully private and your group will never be combined with other guests.
Yes! Contact us to arrange an early morning departure. Sunrise charters are available on request.
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.
Your safety is our top priority. Our Maine-built Sabre 36 features a covered cockpit and is designed for Casco Bay’s variable conditions. The licensed captain retains sole authority over all departure and safety decisions. If conditions are unsafe we will reschedule your charter or issue a full refund — your choice.
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.
Absolutely — we love hosting anniversaries, birthdays, proposals and celebrations. Contact us to discuss how we can make your trip extra special. Optional add-ons include premium charcuterie boards, celebration packages and custom itineraries.
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Casco Bay Legacy Charters, LLC
Portland, Maine.
Operating May through October.
Select your charter below and check available dates. All charters are fully private – just your group and the bay.
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