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 located in the Gulf of Maine. While exploring the bay, enjoy the serene, refreshing waters as the breeze guides the journey.
- Portland - Admire the breathtaking skyline of Portland, Maine’s largest city, founded in 1786. Witness Portland’s bustling waterfront as fishing vessels set sail and…
- Casco Bay - Discover the stunning inlet of Casco Bay located in the Gulf of Maine. While exploring the bay, enjoy the serene, refreshing waters as the breeze guides the journey.
- Portland - Admire the breathtaking skyline of Portland, Maine’s largest city, founded in 1786. Witness Portland’s bustling waterfront as fishing vessels set sail and return to the docks that are the city’s core, hosting local businesses passed down through generations.
- Fort Gorges - Marvel at the impressive granite blocks that compose the renowned military fort, Fort Gorges, constructed between 1858 and 1864. These remarkable stone structures, now intertwined with nature, offer a captivating sight.
- Bug Light Park - Sail past this 30-foot breakwater lighthouse, erected in 1855 by Thomas Ustick Walter. Though petite, it is formidable and is recognized in 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.