South Portland Boat Tours

The best out of 9 boat tours in South Portland - enter dates to check availability

South Portland Boat Tours

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Top Boat Tours in South Portland

South Portland: 9 boats available

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Listing image
36 ft
Up to 6 people
Casco Bay Legacy Charters
South Portland
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.
+3
trips from
US $600
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24 ft
Up to 6 people
Bird's Eye Maine Boat Tours - Portland, Maine
New
Portland (1.4 miles from South Portland)
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.
+4
trips from
US $390
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29 ft
Up to 6 people
Lucy B Charters
5.0
/5
(1 review)
83 external reviews
Portland (10 min drive from South Portland)
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,
+2
trips from
US $350
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35 ft
Up to 6 people
Portland Harbor Cruise
South Portland
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.
trips from
US $350
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20 ft
Up to 4 people
Coleman’s Guide Service
New
4.9
/5
(39 external reviews)
Freeport (14.0 miles from South Portland)
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.
trips from
US $450
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36 ft
Up to 6 people
Missmadisoncharterservicellc
Saco (14.3 miles from South Portland)
Missmadisoncharterservicellc is a 1977 Pacemaker 36/SF Sportfishing based out of Saco. It can take up to six guests. The boat is powered by two 350 HP, gasoline inboard Crusader engines, offering a maximum cruising speed of 28 knots.
trips from
US $350
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38 ft
Up to 16 people
Boomerang Yacht Charters
New
South Portland
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.
trips from
US $170
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26 ft
Up to 6 people
The Struggle is Reel Charters
Saco (33 min drive from South Portland)
Struggle is Reel Charters invites you aboard a 2005 Parker 2520 Pilot House , setting sail from Saco, Maine.
trips from
US $600
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22 ft
Up to 4 people
Seawalker Excursions
Freeport (14.1 miles from South Portland)
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
+2
trips from
US $250

Frequently Asked Questions about Boat Tours in South Portland

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Boating in South Portland

Discover why South Portland is a favorite New England launch point for coastal exploration. South Portland boating charters give you easy access to sheltered waterways, open ocean vistas, and island-dotted horizons, making it an ideal base for half-day cruises, full-day adventures, and relaxed sunset outings. With convenient marinas, calm inshore routes, and quick access to deeper waters, captained and bareboat trips here suit both first-time cruisers and seasoned skippers.

Out on the water, you can trace rugged shorelines, pass classic New England beacons, and watch working boats ply their daily routes. Seabirds ride the breeze, seals occasionally surface, and on clear days the panoramic coastline stretches for miles. The varied conditions—protected channels, tidal rivers, and open swells—create a natural playground for powerboats, sailboats, and modern RIBs.

Spring through fall brings crisp mornings, long golden afternoons, and photogenic evenings, while the height of summer often delivers gentle seas ideal for family-friendly outings. Many charters highlight local history and maritime traditions, weaving stories of the coast into each itinerary. Anglers can target inshore species along structure-rich edges, and leisure cruisers can drop anchor in quiet coves for a picnic or swim.

Whether you’re planning a private sightseeing cruise, a hands-on sailing lesson, or a custom itinerary with a local skipper, South Portland offers reliable access, knowledgeable crews, and diverse vessels. Choose South Portland boating charters to experience classic New England scenery, flexible routes tailored to the day’s conditions, and a welcoming harbor that makes getting on the water refreshingly simple.

What people said about boating in South Portland

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How people rated boat trips in South Portland

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Nearby Boating Destinations

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