Boats cruising by lighthouse - Photo Courtesy of Casco Bay Custom Charters
Monhegan Sunset Dinner Cruise Portland Maine. Photo Credit: Casco Bay Custom Charters
Group on Boat Cruise. Photo Credit: A. Fogarty Photography
Marie L cruising by Fort Gorges. Photo Credit: Peter G. Morneau Photography
Sunset Cruise by Portland Head Light. Photo Credit: Casco Bay Custom Charters
Marie L and Monhegan. Photo Credit: Casco Bay Custom Charters
Sunset Cruise by Portland Head Light. Photo Credit: Casco Bay Custom Charters
Farm to Boat Catering Charcuterie Board. Photo Credit: Casco Bay Custom Charters
Monhegan on Casco Bay. Photo Credit: Casco Bay Custom Charters
Marie l Spring Point Lighthouse Portland Maine. Photo Credit: Casco Bay Custom Charters

Casco Bay Custom Charters

Leave ordinary at the dock and discover Casco Bay aboard your own private vintage vessel. Our fully tailored cruises offer unforgettable views, rich maritime history, and top-tier food and drink—all served with elevated hospitality. Perfect for couples, families, and small groups seeking a personalized, upscale experience on the water.

Visit > Casco Bay Custom Charters
Contact

320 Fore Street
Portland, ME

P. (207) 205-5796

About Us

Discover Portland’s most unforgettable dining and sightseeing experience with Casco Bay Custom Charters. Step aboard your own private classic wooden vessels and enjoy chef-prepared dining, fine wines, and local Maine beer, all served with elevated personal service while you cruise past lighthouses, islands, and the city skyline. More than a boat tour—this is Portland’s only private floating restaurant, pairing the best of Maine’s coast with its culinary excellence.

Private Dining Cruises on Historic Wooden Vessels
Relax aboard MONHEGAN or MARIE L., two beautifully restored vintage wooden vessels, while our professional crew serves your group a curated dining experience like no other. Pair your meal with local craft beer or imported fine wines, all while enjoying stunning sunset views and narrated sightseeing around Casco Bay’s historic landmarks.

Sightseeing + Dining Combined
Whether you’re celebrating a special occasion or simply looking for an unforgettable night out, we combine the best of Portland dining with breathtaking scenery.

Perfect for Couples, Families, and Small Groups
Whether it’s a date night, anniversary, birthday, or vacation highlight, our private charters make every occasion personal, elevated, and memorable.

We depart from Portland’s Old Port waterfront, steps from downtown hotels, shops, and restaurants.
Reserve your private dining cruise today and experience Portland’s most exclusive combination of food, drink, and sightseeing.

...