Casco Bay is a storied coastal inlet off southern Maine, celebrated for its island-dotted waters, working lobster boats, and sweeping Atlantic views.
Casco Bay stretches along the southern Maine coast, sheltering more than two hundred islands, ledges, and islets between Cape Small to the north and Cape Elizabeth to the south. The largest and most accessible of these, known collectively as the Calendar Islands, have supported fishing communities, summer colonies, and small farms for centuries. Indigenous Wabanaki people fished and traveled these waters long before European settlers arrived in the early seventeenth century, and the bay remained a vital commercial corridor through the age of sail and into the industrial era.
Today Casco Bay is best experienced from the water. The Casco Bay Lines ferry service, one of the oldest continuously operating ferry systems in the United States, connects Portland to the inhabited islands of Peaks, Great Diamond, Little Diamond, Long, Chebeague, and Cliff. Each island has its own character, from the bicycle-friendly lanes of Peaks Island to the quieter coves of Cliff Island, where summer cottages sit among the spruce and birch.
On shore, the bay shapes daily life in Portland in tangible ways. The working waterfront near the Old Port remains active with lobster boats, draggers, and pleasure craft, and the smell of salt and diesel is as much a part of the neighborhood as its cobblestone streets. Seafood pulled directly from these waters appears on menus across the city, with steamed clams, crab cakes, and freshly caught finfish reflecting the bay's continuing productivity.
Casco Bay also draws sea kayakers, sailors, and wildlife watchers who come for the harbor seals, nesting seabirds, and the occasional minke whale spotted beyond the outer islands. For anyone drawn to working coastlines where natural beauty and maritime tradition exist side by side, Casco Bay offers an experience that is distinctly and irreplaceably Maine.
Visit during late June or early September to enjoy calmer seas, fewer crowds, and the best light for photography along the bay.
Take the Casco Bay Lines mail boat run, which stops at six islands and gives you a genuine look at year-round island life without requiring an overnight stay.
Bring layers regardless of the season, as temperatures on the water can drop sharply even on warm summer afternoons.
Try a classic Maine lobster roll at one of the waterfront shacks near the Portland Old Port, just steps from the ferry terminal.
Arrive at the ferry dock early on weekends to secure a seat on the open upper deck, which offers unobstructed views of the bay and its islands.
Evening views and all-inclusive drinks aboard a 1950s wooden vessel
See Casco Bay lighthouses, working boats, and coastal wildlife with live narration
Taste Maine food and drinks on a guided walk through Portland’s Old Port
Cruise Casco Bay with brunch, bottomless mimosas, and included drinks
Sail Casco Bay at dusk with lighthouse views and live narration
Rent a kayak or SUP at East End Beach for an easy 1-hour waterfront paddle
Watch Maine's colorful sky from a lobster boat while passing lighthouses and Portland's scenic coastline.
Sail Casco Bay at sunset with live music and a BYOB vibe
Paddle Casco Bay at sunset with a relaxed, beginner-friendly guided tour
Cruise Casco Bay on the Joseph S. Kennedy with optional lobster roll add-ons
Book a private 6-hour powerboat cruise for up to 6 in Casco Bay
Learn about Maine lobsters while cruising Casco Bay's island waters
Pair fresh oysters and prosecco with Portland coastal views
Private Casco Bay cruise with a guided Maine oyster tasting
Ride a 14-passenger RIB for lighthouses, forts, and wildlife in Casco Bay
Relax on a 1.5-hour Casco Bay cruise with views of Portland
Make your time on the water your own with a personalized private charter
Cruise Casco Bay, shuck fresh oysters, and finish at a local lobster shack
Cruise Casco Bay by powerboat with a max of 6 guests
Island-hop by sea kayak in Casco Bay with a beach break
Paddle Casco Bay at sunset with a quick SUP lesson and licensed guide
Cruise Casco Bay at sunset past lighthouses, forts, and islands