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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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    Coleman’s Guide Service

    Freeport
    4.9
    /5
    (59 external reviews)

    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
    +2

    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

    trips from
    US $250
    • Lucy B Starboard Side

    Lucy B Charters

    Portland: 23 min drive from Freeport
    +2

    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,

    trips from
    US $375

    Bird's Eye Maine Boat Tours - Portland, Maine

    Portland: 15.2 miles from Freeport
    5+ external reviews
    +4

    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,

    trips from
    US $390

    Casco Bay Legacy Charters

    South Portland: 16.7 miles from Freeport
    +5

    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,

    trips from
    US $600

    Miss Madison Charter Service LLC

    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.

    "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,

    trips from
    US $350

    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

    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

    Boomerang Yacht Charters

    South Portland: 16.7 miles from Freeport
    5+ external reviews

    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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See all 9 boats in Freeport

Frequently Asked Questions about Boat Tours in Freeport

According to customer reviews, some of the most popular boat tours in Freeport, Maine are:
Full list of top boat tours in Freeport
According to customer reviews, some of the most popular boat tours in Freeport, Maine are:
Full list of top boat tours in Freeport
The average Freeport boat trip price for a 4 hour private trip is US $325 based on prices on BoatBooker.com.
The average Freeport boat trip price for a 4 hour private trip is US $325 based on prices on BoatBooker.com.
The top 5 boating-related activities in Freeport are:
The top 5 boating-related activities in Freeport are:
The top 5 most popular boat types you can rent in Freeport, by number of boats available are:
The top 5 most popular boat types you can rent in Freeport, by number of boats available are:
The top 5 most popular boat categories you can rent in Freeport, by number of boats available are:
The top 5 most popular boat categories you can rent in Freeport, by number of boats available are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Freeport are:
According to customer reviews on BoatBooker.com, some of the best rated boat tours in Freeport are:
The average price of boat tours in Freeport is:
  • 2-hour boating trips – US $383
  • 3-hour boating trips – US $350
  • 4-hour boating trips – US $500
The average price of boat tours in Freeport is:
  • 2-hour boating trips – US $383
  • 3-hour boating trips – US $350
  • 4-hour boating trips – US $500
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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.