Join our two-hour Casco Bay Windjammer Sail for stunning views of lighthouses, seals, and historic sites. Perfect for all ages!
Join our two-hour Casco Bay Windjammer Sail for stunning views of lighthouses, seals, and historic sites. Perfect for all ages!
- Casco Bay - Discover the stunning inlet of Casco Bay in the Gulf of Maine. As you stay within the bay, you’ll enjoy the serene, cool waters while the wind guides us along.
- Portland - Admire the beautiful skyline of Portland, Maine’s largest city, founded in 1786. Watch Portland’s bustling waterfront as fishing boats come and go from the…
- Casco Bay - Discover the stunning inlet of Casco Bay in the Gulf of Maine. As you stay within the bay, you’ll enjoy the serene, cool waters while the wind guides us along.
- Portland - Admire the beautiful skyline of Portland, Maine’s largest city, founded in 1786. Watch Portland’s bustling waterfront as fishing boats come and go from the wharves, which are the heart of the city and home to local businesses passed down through generations.
- Fort Gorges - Marvel at the enormous granite blocks that make up the iconic Fort Gorges, a military fort constructed between 1858 and 1864. These impressive stone blocks, now intertwined with nature, are a sight to behold.
- Bug Light Park - Sail past this 30-foot breakwater lighthouse, built in 1855 by Thomas Ustick Walter. Though small, it is mighty and is listed on the National Register of Historic Places.

- 2 Hour Cruise
- Life jackets for adults and children
- Environmentally friendly marine composting toilet
- 2 Hour Cruise
- Life jackets for adults and children
- Environmentally friendly marine composting toilet
- Food and drink—But feel free to bring your own!
- Gratuities
- Group Narration - Our captain and crew are happy to answer questions about the harbor sights!
- Food and drink—But feel free to bring your own!
- Gratuities
- Group Narration - Our captain and crew are happy to answer questions about the harbor sights!
Join us for a delightful two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is an ideal opportunity to admire the stunning rugged coastline, featuring lighthouses, seals, and seabirds.
(NOTE: This is not a narrated tour, but our crew is more than happy to answer any questions you may have about the sights).
People of all ages are…
Join us for a delightful two-hour morning Windjammer Sail on Casco Bay in Portland, Maine. This is an ideal opportunity to admire the stunning rugged coastline, featuring lighthouses, seals, and seabirds.
(NOTE: This is not a narrated tour, but our crew is more than happy to answer any questions you may have about the sights).
People of all ages are welcome, whether you’re nine or 99, sailing on one of our historic Maine schooners is a one-of-a-kind adventure. Discover Fort Gorges, Bug Light Park, and the picturesque Portland coastline. Feel free to pack a meal, bring your favorite wine or beer, and unwind as you glide through the pristine waters of Casco Bay. All of our wooden windjammers were crafted in Maine, and three are proudly listed on the National Register of Historic Places.
For a full refund, cancel at least 24 hours before the scheduled departure time.
For a full refund, cancel at least 24 hours before the scheduled departure time.