Explore the islands
From the Portland and Yarmouth locations, use our Casco Bay guide to begin planning an island outing suited to your boat and experience.
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Coastal Escapes · Freedom Boat Club of Maine
Harbor views, island exploring, fishing, and lunch by the water. Discover Maine’s coast from Portland, Yarmouth, and Kennebunk.

Portland · Yarmouth · Kennebunk
From a relaxed harbor cruise to a day exploring Casco Bay, start with the experience you want to share.
From the Portland and Yarmouth locations, use our Casco Bay guide to begin planning an island outing suited to your boat and experience.
See Maine’s working harbors and coastal scenery from the water. Leave time for an unhurried cruise and a few favorite photos.
Make time for mackerel or striper fishing on Casco Bay. Ask about suitable areas, then check current rules and any required registration.
Plan a waterfront meal or bring a picnic on board. Confirm restaurant hours and docking arrangements before you leave the marina.
Three coastal starting points
Portland and Yarmouth open up Casco Bay. Kennebunk offers a different coastal setting from DiMillo’s Marina. Each home port has its own guide and dock team.

Fore Points Marina
Start at Fore Points Marina for a day on the coast. Enjoy the perspective of Portland from the water, then plan a Casco Bay outing around your crew’s interests.
Make it a harbor sightseeing day, explore island destinations from our guide, or combine time afloat with a waterfront meal.

Yarmouth Boat Yard
Head out from Yarmouth Boat Yard and explore boating on Casco Bay. This location is a starting point for island views, fishing, and waterfront dining.
Plan a route with your dockmaster, enjoy the scenery along the way, and use the detailed Yarmouth guide to choose a stop that fits your day.

DiMillo’s Marina
Begin at DiMillo’s Marina in Kennebunk for a relaxed coastal boat day. Bring family or friends and make time for waterfront views and an easygoing outing.
Use the Kennebunk destination guide for local ideas, and ask the dock team about suitable sightseeing routes, fishing plans, and places to stop.
Make a day of it
Choose a few favorite possibilities, then tailor the day to your departure location, weather, tides, and reservation.
Portland & Yarmouth · Casco Bay
Find a new view of Casco Bay around Chebeague, Cliff, Diamond, Eagle, Long, Peaks, and Richmond islands. Cocktail Cove and The Basin are more ideas to explore with your dockmaster.
Choose destinations with your dockmaster. Island access, guest dockage, operating boundaries, and conditions vary, and some outings require additional training.
Explore the Portland guide →Casco Bay dining ideas
Explore these waterfront dining ideas:
Confirm seasonal hours, reservations, and guest docking directly. These Casco Bay ideas are for planning from Portland or Yarmouth; use the Kennebunk guide for that location.
Match the boat to the day
Choose the boat that suits your crew and plans, then confirm availability at your home port.

Our coastal fleet includes Sea Fox center consoles and dual consoles, BRIG rigid inflatable boats, and additional options such as Key West, Boston Whaler, and Defiance pilothouse boats.
Talk with the team about passenger capacity, comfort, training, and the best fit for your outing. Fleet options vary by location.
A good day starts at the dock
Membership includes unlimited training from licensed U.S. Coast Guard Captains. Build confidence, choose a suitable outing, and let the dock team help you prepare.
Find dock contacts, reservation help, weather resources, boating regulations, and club policies in one place.
Member ResourcesHow reservations work →More Maine. More memories.
Find the right home port and explore membership with our Maine team.
Another way to enjoy Maine: Lake Days →