Charter Information

Hi, I'm captain Brock. I'm a U.S. Coast Guard licensed boat captain and lifelong sailor. My company Seakindly Charters offers private, custom, captained day-sailing charters in Portland, Maine, aboard our 39-foot cruising sailboat named Juliet.

We can accommodate groups up to six people. We welcome adult passengers and children of all ages. Our charters are perfect for family reunions, friend get-togethers, couples, marriage proposals, and people interested in learning more about sailing and the cruising/liveaboard lifestyle.

Our boat, Juliet, is an Island Packet 380 with a full keel and cutter rig. Made in the USA, Island Packets are proven offshore cruisers built for comfort. The boat has a full galley, freezer/refrigerator, head (toilet), shower, and plenty of room for stretching out above and below deck.

Our boat slip is located at South Port Marina in South Portland, Maine (close to the Old Port, but with much better parking). Our charters usually start and finish in our slip, however, we can arrange to pick you and your group up at almost any marina or dock in Portland Harbor/Casco Bay area. For example, we start and finish a lot of trips from the Diamond Cove marina on Great Diamond Island.

Our mission is simple: Provide you and your group with a fun, memorable, and safe day of sailing on Casco Bay. We look forward to taking you out for a sail!

Seakindly Charters donates 5% of sales to non-profit organizations devoted to clean seas and protecting our marine environment and wildlife.