Experience the stunning coastline of Casco Bay on a private Tall Ship charter in Portland. Perfect for you and up to five friends or family, this 2-hour adventure offers a unique way to enjoy the sea’s beauty and tranquility.
During your private cruise, you’re encouraged to get hands-on—help raise the sails with a deckhand or steer the ship as you take in views of seabirds, sea houses, and distant islands. It’s your time to relax, celebrate, or entertain, setting the pace and atmosphere that suits you best.
Alcoholic beverages like beer and wine are welcome on board, making your experience even more enjoyable. The schooners are equipped with life jackets for all ages, ensuring safety as you explore the waters of Casco Bay.
Meet at Fore Points Marina, where your adventure begins. Whether walking or driving, easy parking options are available nearby. Book now for an unforgettable private sailing experience in Portland!
The cruise lasts for 2 hours, giving you plenty of time to relax and enjoy the scenery.
Absolutely! Guests are encouraged to help raise the sails and steer the ship, making it an interactive experience.
Yes, the experience is suitable for all ages, from infants to seniors, and life jackets are provided for everyone.
Bring your favorite drinks if you wish—beer and wine are permitted. Dress comfortably for being on the water, and arrive at the meeting point at Fore Points Marina.
Your booking includes a private 2-hour cruise on a schooner equipped with life jackets for all guests.
Yes, cancellations made at least 24 hours before the scheduled departure are fully refundable. Bad weather may cause cancellations for safety reasons.
Cancel at least 24 hours before your scheduled departure for a full refund.
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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A private 2-hour sailing adventure on Casco Bay, where you can help sail, enjoy scenic views, and relax on the water.
Meet at Fore Points Marina to start your private sailing experience.
Heart’s Desire is docked at Fore Points Marina. If walking, type 'Fore Points Marina' into Google Maps to find the marina office. If driving, parking is available at Ocean Gateway Garage and Thames Lot.
Open in Google MapsCancel at least 24 hours before your scheduled departure for a full refund.
Your booking is confirmed immediately after checkout.
From $1,071.13 per person