Schooner Olad & Cutter Owl Sailing Cruises and Charters departing from Camden, Maine

Let us be your Camden Maine Sailing Experience! Join us for a two-hour day sail or custom private charter to enjoy all the beauties that Penobscot Bay has to offer.  Beautiful rocky shoreline, hidden mansions, small islands, lighthouses, seals, bald eagles, lobster boats, and other magnificent ships are just a few of the things you may get to see while sailing in our beautiful part of the Bay.

The Schooner Olad sails daily from Camden, Maine mid-May to mid-October. The Schooner Olad offers historic two-hour day sails aboard a completely restored, classic sailing yacht built in 1927. The Olad also offers custom sailing charters and can hold up to 22 passengers**. Whether it is for two hours, half day, or full day, the Olad is the perfect place for a family reunion, office outing, wedding, or a get together with good friends!  Join the Olad for one of the many public special events on offer throughout the season including sailing races, island lobster bakes, and lighthouse tours. 

If you are looking for a more intimate trip, join us aboard our 6 passenger cutter- the Sailing Vessel Owl!  The Owl is one of the most versatile sailboat in Camden Maine's Sailing Fleet. She was designed by world Famous yacht designer John Alden to be a fast and comfortable cruising boat. Built in 1941, she is a timeless classic that has been rebuilt to the highest of today's standards. She is available to charter for up to six passengers, making her one of the most private Wooden Sailboat in Camden's Fleet. The Sailing Vessel Owl goes out for two and three-hour public sails daily and is also available for two-hour, three-hour, four-hour, six-hour, or full-day private sailing charters.  With advance notice the Owl will take you to Stontington for an overnight at one of their beautiful inns, to Vinalhaven for a romantic dinner and overnight at Nebo Lodge, or rent a tent site at Warren Island State Park, and we'll do a lobsterbake for you.  Did we say versatile?

Captain Aaron Lincoln is a local Mainer and will talk about the history of the area as well as the schooner trade while you sail one of his favorite locations!


Covid Notice:

** We will be taking fewer passengers this year to provide additional spacing. Our public day-sails will have a maximum of 14 passengers total. For private charters, if you are wanting more than 14 passengers, you will need to contact us in advance to go over Covid-19 regulations. Thank you for your patience and understanding.

Custom Charters Are In!

Custom Charters Are In! Custom private charters are the trend of the new year! This week we’ve booked a two-day private charter on the Cutter Owl with an overnight in Stonington and a full-day trip on the Cutter Owl out to North Haven. The Cutter Owl is perfect for small groups of six or less people. If you have more than that, then the Schooner Olad will fit that need! Some of our favorite trips are the custom ones: taking guests on an overnight to one of the beautiful inns or exploring the islands in Penobscot Bay. Have an idea of what you want to do, but don’t know which island to go to or which hotel to book for an overnight? Let us help you! Whether it’s planning a hotel and restaurant on the mainland after a full-day charter or an excursion out to an island, we can help. We also know local caterers in the area, so your food and beverages can be delivered right to the dock before your trip. Our experience has allowed us to know what will work best for your group and it’d be our pleasure to advice you. A custom private charter like this will be sure to create memories for years to come.

The Gift of Giving

  The holidays are coming and we're thinking of our 2021 season! Gift certificates are a great way to share experiences with loved ones. Whether they're a sailing enthusiast or a first timer, a two-hour sail on one of our beautiful wooden vessels is the perfect way to see the Maine Coast from the water.   We are available for the purchase of Schooner Olad and Cutter Owl gift certificates at 207-236-2323 or on our online store at Our gift certificates never expire and are good for up to 2 hours of sailing throughout our season. We also have a great selection of t-shirts, hats, sail maker bags, and other sailing-oriented gifts available on our online store for purchase. Orders typically ship the next day, so you'll have your items well in hand before you know it!