Freeport Boat Tours

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

Freeport Boat Tours

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Top Boat Tours in Freeport

Freeport: 9 boats available

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20 ft
Up to 4 people
Coleman’s Guide Service
4.9
/5
(51 external reviews)
Freeport
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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22 ft
Up to 4 people
Seawalker Excursions
Freeport
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
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36 ft
Up to 6 people
Casco Bay Legacy Charters
New
South Portland (16.7 miles from Freeport)
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.
+5
trips from
US $600
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24 ft
Up to 6 people
Bird's Eye Maine Boat Tours - Portland, Maine
New
5.0
/5
(1 review)
Portland (15.2 miles from Freeport)
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
(4 reviews)
110 external reviews
Portland (23 min drive from Freeport)
Lucy B Charters invites you aboard a beautifully restored 1986 Phoenix 29 Sportfishing vessel, lovingly upgraded in 2022 and based in scenic South Portland.

"Perfect trip in every way - a good lobster dinner from Island Lobster in Peakes Island and Capt took us to beautiful coves and reworked outing to see what we wanted." —⁠ Pam,
+2
trips from
US $350
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36 ft
Up to 6 people
Miss Madison Charter Service LLC
New
Saco (30.6 miles from Freeport)
Miss Madison Charter Service LLC offers unforgettable boating experiences aboard a beautifully maintained 1977 Pacemaker 36/SF Sportfishing vessel, based out of scenic Saco.
trips from
US $350
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26 ft
Up to 6 people
The Struggle is Reel Charters
Saco (44 min drive from Freeport)
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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35 ft
Up to 6 people
Portland Harbor Cruise
South Portland (27 min drive from Freeport)
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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38 ft
Up to 16 people
Boomerang Yacht Charters
South Portland (16.7 miles from Freeport)
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

Frequently Asked Questions about Boat Tours in Freeport

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Boating in Freeport

Discover the rugged Maine coast from the sheltered waters surrounding Freeport. Tucked along the Harraseeket River and opening into iconic Casco Bay, this seaside town is a natural launch point for scenic cruising, island hopping, and wildlife spotting. Freeport boating charters unlock calm coves, working harbors, and sweeping bay vistas that define New England on the water.

With Freeport boating charters, expect easy access to pine-fringed shorelines, tidal estuaries, and classic granite outcrops. Navigate among Casco Bay's many islands, drop anchor in quiet inlets, and watch for harbor seals, porpoises, ospreys, and bald eagles. The area's steady summer breezes and generally protected waters make it attractive for both first-time guests and seasoned mariners.

Choose from relaxed day cruises, sunset sails, or hands-on sailing lessons, or plan a custom itinerary to explore nearby islands and picturesque harbors. Anglers can target inshore species on guided trips, while paddlers and small-craft enthusiasts will appreciate calm mornings for exploring shoreline nooks and channels. Photographers love the shifting light, working lobster boats, and classic coastal scenery that define the Freeport area.

Whether you're charting a family outing, a romantic escape, or an adventure with friends, Freeport's convenient docks, welcoming marinas, and knowledgeable local captains make planning simple. From quick harbor tours to full-day explorations across Casco Bay, you'll find a flexible mix of vessels and experiences to match your style—so you can focus on the best part: time on the water amid Maine's unforgettable coastal landscape.

What people said about boating in Freeport

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How people rated boat trips in Freeport

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