Sailing Charters with Capt. Brock - Portland, Maine

Sailing Charters in Portland, Maine, with Capt. Brock

Sailing Season: May - Oct

We invite you aboard Juliet, our beautiful and comfortable Island Packet 380 cruising yacht.

Our charter trips depart from our slip at South Port Marine in South Portland. We'll sail Portland Harbor and Casco Bay and enjoy the lighthouses, seals, and wildlife along the way. If you have some sailing experience, feel free to grab the wheel and hoist sails, otherwise let Captain Brock take care of everything.

We provide light snacks and non-alcoholic drinks. Feel free to pack your own sandwiches, food, and alcoholic beverages. Grab a sweater or light jacket, and let's go for a sail!

Non-Private Charter Rates

- 3-Hour Sailing Trips

- Scheduled departure times

- $150 per person

Book Online through Airbnb >>

Private Charter Rates

- Groups up to six people

- Flexible departure times

- Flexible duration

- Custom departure/return locations and sailing route

- $200 per hour (2-hour minimum)

- Overnight/Multi-Day: Call for Rate

Call or Email to Book a Private Charter >>

Yacht Deliveries

Need an experienced, USCG-licensed captain and crew to safely move your sail or motor vessel up or down the East Coast of the United States or beyond?   

Contact Capt. Brock for an Estimate

Coming Soon

We'll have some new Seakindly t-shirts, hats, and stuff ready for you soon in time for spring sailing.

Giving Back to the Ocean

Seakindly Charters donates at least 5% of its revenue to charitable organizations dedicated to ocean conservation, marine habitat and wildlife, and the promotion of sailing.