Join Captain Bob Pratt aboard the beautiful 55-foot ketch Morning In Maine as you sail past notable lighthouses in Penobscot Bay. Relax and watch the seabirds and harbor seals as the ketch glides through the waters, or you can even lend a hand in sailing the boat. Private charters available for full days, evenings, weekends: $250/hour - $1500/day . Company party, Wedding, Customer reward, Family gathering. Please call with your special request.

Get out on the water! Whether you want to cruise around the harbor, explore the coastline, or venture into the islands, Bay Sailing can make it happen for you. Come charter any of their numerous powerboats or sailboats from their conveniently located waterfront base on the Rockland waterfront at the Maine Boats, Homes & Harbors Pier adjacent to the Rockland Public Landing. Sail or steam behind the protection of a mile-long breakwater or venture off and explore the beautiful islands of Penobscot Bay. Fully equipped with charts and Coast Guard safety equipment, their meticulously maintained vessels are ideally suited for day sailing, fishing, exploring, or just plain relaxing with room for up to six adults. Skippers and instruction are also available.

Sail beautiful Penobscot Bay from Camden on your own private charter aboard Sagacious. Sagacious is available as a "captained" charter and can accommodate four to five passengers. You are welcome to sit back and just enjoy the splendor of Penobscot Bay or actively participate in sailing the vessel. The captain also specializes in "teaching charters", geared for those who wish to brush up on their sailing or navigational skills

Equinox Island Transit is a marine transportation service based in Rockland, Maine. Equinox, a rugged 40-foot Young Brothers traditional Downeast boat, was built by Clark Island Boatworks, well-known for building superior seaworthy boats. The Equinox is available for custom charters as well as burials at sea. Equinox, annually inspected by the Coast Guard, is outfitted with the latest safety gear and navigational instruments, and is piloted by a licensed and medically trained captain and deckhand.

Sail the Maine Coast aboard the Schooner Yacht Heron, a 65’ John Alden designed Classic Schooner Yacht. Experience the thrill of sailing a classic wooden schooner. The Schooner Heron is available for group cruises and private charter for special occasions such as wedding receptions, birthdays, family reunions, company outings, etc. We can customize any cruise to suit your group. Please contact us so we can be apart of your next special occasion.

See Schooner Yacht Haron Profile

Johanson Boatworks is a full service yacht yard offering repairs, storage, and a variety of fine vessels for bareboat charter which we store and maintain. With a wide range of weekly rates and a variety of boats (30-45 feet), we're sure to have something to suit your cruising needs. The fleet is based in Rockland Harbor, at the heart of Midcoast Maine's spectacular cruising ground Penobscot Bay..

The Schooner Lazy Jack II is a gaff rigged schooner built in Hope, Maine and launched in September 2004, by Captain Sean O'Connor. Lazy Jack II is the only schooner sailing out of Camden that was built by her owner. Lazy Jack II is meticulously maintained by Captain O'Connor and is inspected and certified annually by the U.S. Coast Guard to carry passengers. The total vessal length is 58 feet and with spacious decks and cabin tops to sit on, your trip on Penobscot Bay will be safe and comfortable. To schedule a private charter, please call or email us and let us know the date, time and how many people will be sailing. We will call you to arrange your private charter.

See Lazy Jack II Profile

Captain Don Mann offers a unique sailing experience on Penobscot Bay out of Camden Maine aboard his 35-foot sloop, "Liberation". "Why not have a boat to yourself and family instead of sharing it with tourists on a schooner you don't even know? Take the helm, raise the sails, grind the winches or just sit back and eat bonbons" See seals, porpoises, bald eagles and ospreys. Enjoy the lively , animated stories from Captain Don. Liberation Charters offers you a personalized sailing adventure aboard your own private charter on scenic Penobscot Bay at an affordable rate.

Step aboard MAKANA to relax your body and refresh your spirit. From a vigorous day sailing the Maine Coast to exploring to a quaint cove ending the day with a sunset lobster dinner, anything is possible. The  scenery, wildlife and recreational possibilities encountered while spending time aboard will be memorable as few experiences can compare to sailing on your own private yacht with your personal captain and chef.

Where do you want to spend your next vacation? A tropical island like Hawaii or skiing at a resort? In addition to offering custom chartered cruises aboard Makana in Maine and the Bahamas we also specalize in international and domestic travel for you and your family. Whether you are planning the annual family vacation or looking for a solo adventure we provide the services to research and book your next trip. Time is precious, let us make your next vacation a memorable one.

Do you have a special occasion that deserves a unique celebration? Belong to an organization that would enjoy an unusual outing? The friendly and creative staff at Monhegan Boat Line will be delighted to help you plan your special event. Birthdays & anniversaries, family reunions, wedding-weekend cruise, group outings & fund raisers, memorial services - Please call us for rates and to discuss your ideas. It will be our pleasure to do our part to make your day on the bay one to remember always.

See Monhegan Boat Line Profile

The M/V Monhegan is available for charters by advance arrangement. The Monhegan can meet almost all of your charter needs. Weddings, receptions, reunions, company events, themed cruises - the M/V Monhegan can usually help with any special charter ideas that you might have. Our charter rates are very reasonable, $500 per hour. The M/V Monhegan can carry up to 150 passengers for a standard charter, and upon special request, up to 200 guests. We can also help with planning your event or function. We can suggest caterers, musicians, florists, lodging providers, limousine services, tours, museums - anything to make your event a success.

The Schooner Olad is a completely restored 1927 yacht, designed and built by the Crosby Boatyard in Osterville, Massachusetts. She is 57 feet overall and carries 1500 square feet of canvas. The Olad is United States Coast Guard inspected for 21 passengers, plus captain and crew. The Schooner Olad is available for group cruises and private charter for special occasions such as wedding receptions, birthdays, family reunions, company outings, etc. Whether it is for two-hours, a half day, or a full day, Olad is the perfect place for an office outing, family get-together, wedding, or wedding party. Catering is also available.

The Rendevous is a 51-foot WWII Liberty Launch powerboat that has been restored as a passenger vessel for sightseeing cruises on Penobscot Bay. Delight in views of picturesque islands, historic lighthouses, traditional windjammers, and stunning sunsets as you look for seals, porpoises, and seabirds. From the polished brass, comfortable seating, luxurious brightwork and professional crew, to the fully stocked copper-top bar, you’ll simply love cruising in vintage style. The Rendevous is certified to carry 36 guests and is available by charter for unique and memorable wedding celebrations, birthdays, anniversaries, family gatherings, and corporate events.

The Schooner Simplicity sails from Rockland Harbor down Penobscot Bay for two hour trips or custom cruises. This boat holds six people and is perfect for families or small parties. Two hour trips, half day or whole day cruises can be booked and full day cruises stop at nearby islands for picnics. On a full day charter, Captain McClellan can bring guests to have lunch on a nearby island or at a coastal town. You may choose to have a picnic lunch (bring your own or we can provide) onboard, and simply spend the day sailing the beautiful waters. All ages can travel safely and comfortably aboard Simplicity. The boat is equipped with safety lines and coast guard approved lifejackets and prices are available once you inquire about reservations.