Cycle the shores of Casco Bay on a five-hour coastal loop that visits four iconic lighthouses, pauses at Fort Williams for an XL lobster roll, and winds through Portland’s Old Port. Coastal roads, short breakwater walks, and maritime history make this both an easy-paced outing and a deep dive into Maine’s sea lore.
More ways to explore the area's outdoor wonders
The ride begins in the briny pulse of Portland’s Old Port, where the sea smells of salt and diesel and the cobbles still remember schooners. You swing a leg over a city bike outside Encyclepdia, and the harbor immediately lays out a map of light and stone: small islands, concrete breakwaters, and the white caps flashing against granite. For five hours you pedal a ribbon of coast—quiet residential lanes, seawall promenades, and the occasional patch of sand—stopping at Bug Light, Spring Point, Portland Head Light and Ram Island Ledge to look, learn, and let the ocean pull your attention seaward.
Difficulty
moderate
Duration
5 hours
Fitness Level
Suitable for riders with basic cycling fitness who can handle 12–16 miles at a steady, social pace.
Wildlife
History
Portland Harbor grew into a regional shipbuilding and wartime logistics center in the 19th and 20th centuries; Fort Williams and nearby memorials reflect that maritime heritage.
Conservation
Casco Bay is managed by local and state efforts focused on water quality and fisheries sustainability—stay on marked paths and pack out trash to protect fragile intertidal zones.
Reserve your spot on the Portland Bicycle Tour with 5 Lighthouses and XL Lobster Roll today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Bring a wind layer
Casco Bay’s sea breeze can drop temperatures quickly even on sunny days—carry a lightweight windbreaker.
Hydrate and snack
The tour includes lunch but bring a 20–32 oz water bottle and a small snack for energy between stops.
Comfortable, grippy shoes
Pavement dominates but some breakwater and park paths are uneven; shoes with good tread improve stability.
Phone in a waterproof case
Spray and sudden rain are possible—protect your device for photos and maps.
Helmet
A properly fitted helmet protects you on mixed urban and coastal roads.
Insulated water bottle (20–32 oz)
Keeps you hydrated through sun and wind on the five‑hour ride.
summer
Light windbreaker
Blocks cold sea breezes and packs small when warm.
spring
Sunglasses with strap
Reduces glare off the water and protects eyes from spray and wind.
summer