Board a classic Maine schooner for a two‑hour cruise from Portland’s working waterfront. See lighthouses, seals and wind‑sculpted islands while learning rope and sail skills from an experienced crew.
More ways to explore the area's outdoor wonders
The schooner slips away from the dock at 56 Commercial Street and the city’s brick facades soften into open water. Salt air sharpens the senses and the rigging creaks as sails catch wind; gulls wheel and the islands of Casco Bay slide into view like weathered postcards. On a two‑hour mid‑morning cruise aboard Bagheera, Wendameen, or Timberwind you’ll feel the schooner respond to each gust as the captain reads the wind and the crew trims lines.
Difficulty
easy
Duration
2 hours
Fitness Level
Suitable for all fitness levels; ability to move on deck and climb a few companionway steps required
Wildlife
History
Maine schooners were central to coastal trade and fishing in the 19th and early 20th centuries; several of the boats operating here were built in Maine and preserved for heritage sailing.
Conservation
Operators emphasize wildlife‑respectful viewing distance and encourage no‑trace practices; keeping noise low and not feeding wildlife helps protect the bay’s ecology.
Reserve your spot on the Portland Tall Ship Cruise on Casco Bay today and enjoy a trusted, highly rated experience designed to help you make the most of your adventure.
Check in early at the dockhouse
Arrive 20–30 minutes before departure at 56 Commercial Street to complete check‑in and stow gear; space is limited on historic wooden decks.
Dress in windproof layers
Even on warm days the wind off Casco Bay is cold—bring a wind shell and a warm midlayer to stay comfortable on deck.
Prepare for motion
If you’re susceptible to seasickness, take medication or use acupressure bands before boarding; open deck space and fresh air help reduce symptoms.
Bring binoculars and a small picnic
Binoculars reveal distant seals and lighthouse details; small snacks and a bottle are allowed for a pleasant on‑deck break.
Windproof jacket
Blocks spray and gusts off the bay and keeps you warm on deck.
spring
Binoculars
Helps spot seals, seabirds and distant lighthouses from the deck.
summer
Non‑slip shoes
Provides traction on wet wooden decks and safe footing while moving about the ship.
Sunscreen and hat
Protects from reflective sun on exposed water during mid‑day sails.
summer