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GLEAM Private Sailing Charters

All aboard for a private sail through Casco Bay’s beautiful and historic islands, monuments, and lighthouses. A 3-Hour Harbor Cruise sailing the Portland, Maine coastline in style aboard a beautifully restored 1937 12-Meter sailing yacht.

Quick Details

3-hr Private Charter Flat rate for up to 13 guests

GLEAM Sailing

Discover an unparalleled private sailing charter with Casco Bay Custom Charters, as we proudly introduce GLEAM to Portland, Maine, for a limited engagement this summer. GLEAM will be based out of Portland but GLEAM is available for custom charters throughout the coast of Maine. Contact Us to inquire regarding custom departure locations and durations. Experience the prestige of chartering the vintage, fully restored 12 Meter yacht GLEAM.

GLEAM and Casco Bay Custom Charters are committed to delivering an exclusive, private sailing charter. Each sailing experience is complete with a captain and stewards to ensure your day sailing Casco Bay. Immerse yourself in the elegance of massive ivory sails, controlled by gleaming bronze winches, and indulge in the same mesmerizing sailing experience that has captivated generations.

Gleam is designed with versatility in mind, functioning both as a competitive racer and a comfortable cruiser. Below deck, she offers accommodations for up to seven guests, including a separate marine toilet, a well-appointed galley, and salon for relaxation and social gatherings. Above deck, the cockpit comfortably seats six passengers, enhanced by a novel “rumble-seat” for a unique seating experience. The deck area is spacious, providing ample room for guests to lounge and enjoy the serene marine environment, embodying the perfect blend of performance and leisure.

Tailor your adventure, whether you’re seeking a serene day sail or a custom-tailored sail, and bring your private party aboard for an authentic Maine experience.


Embark on a captivating private sail through Casco Bay aboard the legendary Gleam, a classic 12 Meter designed by the esteemed Clinton Crane. Originally crafted in 1937 as both Crane’s private yacht and a beacon for the 12 Meter class revival, Gleam’s rich history and elegant design have inspired countless yachting enthusiasts. Her construction by the renowned Henry B. Nevins Yacht Yard boasts a classic mahogany and cedar hull, which has carried her through a prestigious racing career, including notable victories and roles in the America’s Cup.

After undergoing significant restorations, first in 1975 by Robert Tiedemann in Newport, Rhode Island, and most recently in 2020 at Bristol Marine’s Shipyard in Maine, Gleam continues to showcase her competitive spirit and beauty. Her triumph at the 2021 Camden Classics Cup as both class and overall winner stands as a testament to her enduring legacy and performance.

Gleam and Casco Bay Charters are teaming up for a limited time to offer an unforgettable private sailing experience in Portland, Maine, blending the thrill of racing with the grandeur of maritime history. Join us aboard this iconic yacht for a journey that not only captures the essence of yachting’s golden era but also offers a glimpse into the heart of sailing tradition.


  • LOA – 69′
  • LWL – 55′
  • BEAM – 11′
  • DRAFT – 9′
  • MAST HEIGHT – 95′
  • PROPULSION – 55hp Westerbeake