Experience a two-hour Windjammer Sail on Casco Bay, Portland, Maine. Enjoy lighthouses, seals, and seabirds. Perfect for all ages. Bring your favorite wine or beer.
Experience a two-hour Windjammer Sail on Casco Bay, Portland, Maine. Enjoy lighthouses, seals, and seabirds. Perfect for all ages. Bring your favorite wine or beer.
- Casco Bay - Experience the stunning rugged coastline, adorned with lighthouses and seals, as the journey glides through the clear waters of Casco Bay.
- Portland - Admire the beautiful skyline of Portland, Maine’s largest city, founded in 1786. Witness Portland’s bustling waterfront as fishing boats set sail and return to the wharves, which are…
- Casco Bay - Experience the stunning rugged coastline, adorned with lighthouses and seals, as the journey glides through the clear waters of Casco Bay.
- Portland - Admire the beautiful skyline of Portland, Maine’s largest city, founded in 1786. Witness Portland’s bustling waterfront as fishing boats set sail and return to the wharves, which are the heart of Portland and home to local businesses passed down through generations.
- Fort Gorges - Observe the impressive granite blocks that make up the iconic military fort, Fort Gorges, constructed between 1858 and 1864. These remarkable stone blocks, now intertwined with nature, offer a breathtaking sight.

- Environmentally friendly marine composting toilet
- Life jackets for adults and children
- 2 Hour Cruise
- Environmentally friendly marine composting toilet
- Life jackets for adults and children
- 2 Hour Cruise
- 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 Windjammer Sail on Casco Bay in Portland, Maine, an ideal way 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…
Join us for a delightful two-hour Windjammer Sail on Casco Bay in Portland, Maine, an ideal way 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 offers a unique adventure. 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, with three 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.