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,
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,
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.
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,
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.
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.
Valenti Charters invites you to explore the beautiful waters around Wells aboard a comfortable 2016 Parker 2120SC Pilothouse.
"Unfortunately, the weather didn't cooperate for an Ocean tour, but Captain Tristan suggested a tour up the Piscataqua instead." — Kenneth,
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
Discover why Portland, Maine, United States is a favorite for Portland boating charters. Set on spectacular Casco Bay, the city blends a working waterfront with pristine island-dotted horizons, inviting you to explore sheltered waters, scenic channels, and classic New England maritime charm.
From the harbor, captains and renters can chart easy routes to picturesque islands like Peaks and Great Diamond, where quiet coves, sandy pocket beaches, and rocky points make for perfect anchorages and picnic stops. Along the way, you'll pass historic lighthouses and granite forts, glimpse lobster boats hauling traps, and watch seabirds and, in season, playful seals.
Portland's boating conditions are as rewarding as they are varied. Protected bay waters offer relaxed cruising and family-friendly outings, while open-ocean edges deliver a touch of Atlantic adventure for experienced crews. Summer brings long daylight and sea breezes ideal for sailboat charters, while late-spring and early-fall outings reward you with crisp air, clear views, and vibrant coastal foliage.
On shore, the city's walkable Old Port and waterfront marinas make it simple to step from dock to dining, galleries, and local breweries after a day on the water. Whether you're planning a private sightseeing tour, a hands-on sailing lesson, a wildlife-focused excursion, or a laid-back island hop with friends, Portland boating charters provide a memorable, distinctly Maine experience from first cast-off to final tie-up.
