Lucy B Charters invites you aboard a beautifully restored 1986 Phoenix 29 Sportfishing vessel, lovingly upgraded in 2022 and based in scenic South Portland.
"The boat was beautiful and fit our party of 5 perfectly. Capt Chris was a great host and gave us a delightful tour of the bay and lighthouses, with a great mix of stops, where he shared interesting history, and cruising along the water." — Alex,
Bird’s Eye Maine is a 2021 Sea Hunt 234 Ultra Center Console based in Portland, offering an unforgettable way to explore Casco Bay in comfort and style.
"We had a perfect day on the water. Captain Matt was very responsive when setting the trip up and helping us navigate getting on board." — Shannon,
Miss Madison Charter Service LLC offers unforgettable boating experiences aboard a beautifully maintained 1977 Pacemaker 36/SF Sportfishing vessel, based out of scenic Saco.
"had a great experience on this large boat. Captain brought out a loveseat for my wife and I to sit on and saw beautiful sites and a gorgeous waterfall." — Scott,
Experience Casco Bay Your Way! Whether you’re chasing a golden sunset, cruising past iconic lighthouses, or celebrating something special on the water, we have a charter built around exactly what you’re looking for.
"We were searching for a fun, romantic experience to celebrate our anniversary." — Mike,
Coleman’s Guide Service is a 1992 Grady White Weekender Sportfishing boat based in Freeport, Maine, offering comfortable and versatile cruising for up to four guests.
Discover the beauty of Casco Bay aboard Seawalker Excursions’ sleek and versatile 2019 Seapro 219 CC Center Console! Based in Freeport, Maine, this 22-foot vessel is perfect for small groups of up to 4 adult guests, 6 with children, offering an inti
Struggle is Reel Charters invites you aboard a 2005 Parker 2520 Pilot House , setting sail from Saco, Maine.
Step aboard the beautifully restored Portland Harbor Cruise, a classic 1980 Bruno Stillman 35’ Downeast Sportfish, fully refurbished in 2022 for modern comfort and timeless charm.
Experience the beauty of Casco Bay aboard Boomerang Yacht Charters, a classic Maine-built Young Brothers 38' lobster boat designed for comfort, stability, and unforgettable coastal adventures.
Casco Bay is a boater’s playground—an island-studded stretch of Maine’s coast where sheltered waters meet sweeping Atlantic views. With dozens of accessible islands, protected coves, and classic New England scenery, it’s ideal for relaxed sightseeing, island-hopping, and photography from the water.
Casco Bay boating charters are known for lighthouse panoramas, historic coastal forts, and a working waterfront where lobster boats ply daily routes. Smooth, relatively protected seas inside the bay make for comfortable cruising, while open-water edges deliver a touch of ocean adventure. Expect encounters with harbor seals, seabirds, and occasional porpoises, plus soaring ospreys and eagles along wooded shorelines.
Popular departures include Portland, South Portland, Falmouth, Freeport, and Harpswell, putting you close to favorites like Peaks Island, Great Chebeague, and Cliff Island. Drop anchor off sandy pockets, picnic on a ledge at low tide, or step ashore at welcoming island communities for a classic Down East day on the water.
Summer brings long, golden afternoons perfect for swimming off the boat and sunset cruises across glassy lanes. Spring and fall add crisp air, brilliant foliage, and fewer crowds, while morning mist and sea breezes set the scene for unforgettable photos year-round. Whether you’re after family-friendly cruising, wildlife watching, or a scenic lighthouse loop, Casco Bay delivers quintessential Maine boating in every season.
