
The 90-foot Schooner Mary Day offers summer sailing vacations departing from Camden, Maine.


Sail Camden and Penobscot Bay aboard the Schooner Lazy Jack II on a two hour day sail.


Sailing out of Boothbay Harbor, the Schooner Lazy Jack will take you past Burnt Island Light House, Squirrel Island, Ram Island Light House and the outer islands of Boothbay.

featured sponsor
Schooner Olad
Schooner Olad
Camden Maine, sailing at its best! Let us show you Penobscot Bay, with its rocky shoreline, lighthouses, seals, bald eagles, islands, lobster boats and hidden mansions. Schooner Olad sails daily from Camden, Maine; Memorial Day weekend to mid-October. Schooner Olad offers historic two-hour daysails aboard a completely restored, classic yacht.
Schooner Olad Photos
Schooner Olad also offers custom charters. 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 available.
Rockland Maine Boating Excursions offer direct access to explore scenic Penobscot Bay
Rockland sits on Penobscot Bay, considered by many as one of the top cruising bays in the world. With its rocky coastline, lighthouses, seals, bald eagles, islands, lobster boats, hidden coves, spectacular offshore islands, and high hills rising clear above the blue bay, Penobscot Bay undoubtedly offers some of Maine's most beautiful coastal scenery. You do not have to look far to find a boat for hire. A variety of cruises on Penobscot Bay leave from several local harbors in the region including Rockland, Camden, and Rockport in addition to other area ports. Even kayaks and canoes are available. Cruises range from one- to two-hour harbor tours, to multi-hour day trips, to four- to six-day voyages. The famous windjammer cruises typically run for several days and have various options to choose from. If you are interested in this extended cruise, please access the windjammer cruise information included below for additional details.
Whether it is a boating cruise or other water adventure, use the detailed information here to find and choose the excursion that best aligns with your needs, style, and budget. Regardless of how you get onto the water, this unique access lets you see things you would never discover on land. A Penobscot Bay cruise is an essential way to explore the intricate details and unexpected views of Midcoast Maine.
![]() |
|||
![]() |
![]() |
windjammer cruises Midcoast Maine is the windjammer cruising capital of the world and the three busiest harbors for taking a windjammer cruise are Rockland, Rockport and Camden on Penobscot Bay. Windjammer cruises typically range from 3 days to a week and offer a way to explore the Maine coast, scenic islands, small coves and tidal inlets from the unique experience of being aboard a tall sailing ship. Rockland Maine windjammer cruises |
![]() |
![]() |
|||
![]() |
day trips sailboat Typically these are two- to multi-hour leisurely saling trips aboard classic schooners that sail Penobscot Bay, past lighthouses, islands, wildlife and oceanfront estates. Day trip sailing excursions range from two-hour sailing trips to lunch or dinner tours to scenic sunset cruises of Penobscot Bay. Rockland Maine day sailing trips |
||
![]() |
|||
![]() |
day trips powerboat The Rockland area has a number of power boating excursions that typically run one and two hour tours of the nearby waters. These boat cruises emphasize a quick, convenient and inexpensive way to experience the scenic beauty of Penobscot Bay and the surrounding islands. Rockland Maine boat cruises |
||
![]() |
|||
![]() |
ferries/water taxis The Rockland region offers a number of privately-owned and state operated boat passenger ferry services to the local islands of Penobscot Bay. We have provided a list of boat trips, ferry services, and water taxis to the various local islands for your convenience. Rockland Maine ferries |
||
![]() |
|||
![]() |
kayaks/canoes The Rockland area offers several local options for renting kayaks or canoes. You can also take guided trips on nearby lakes or explore the coast with several local area guides and outfitters. The number one reason to use a tour service is to make the most of your time. Touring guides know where you should go, provide the equipment you should use and are trained to look out for your comfort and safety. Rockland Maine kayak trips |
||
![]() |
|||
![]() |
charters/boat rentals Chartering a power or sailboat allows for a more personalized cruise of Penobscot Bay and the surrounding Maine coast. You can charter a boat for a few hours, a long weekend or a week depending on your budget, seamanship and preference. Rockland Maine boat charters |
||
![]() |