Outdoor Activities

Private Lighthouse Sightseeing Charter on a Vintage Lobster Boat

Step aboard a vintage Maine Lobster Boat for a private, 2-hour lighthouse viewing & sightseeing charter.  Leave the crowds behind as we tour the islands of Casco Bay and pass by 4 lighthouses, historic 19th century forts, and the scenic Maine Coast.  Charters depart from Portland's Old Port. ...

Private Sunset Charter on a Vintage Lobster Boat

Leave the crowds and join us aboard a vintage Maine Lobster Boat for a private 2-hour sightseeing and lighthouse viewing charter capped by a stunning Maine sunset.  We will wind our way through the islands of Casco Bay passing by Portland's best coastal sights, including historic 19th century ...

Seven Portland Lighthouses Tour

As we cruise the waters around Portland Harbor we will make stops at Portland Breakwater Light, Spring Point Light and Ram Island Ledge Light before stopping at Maine’s oldest and most iconic lighthouse, Portland Headlight. This historic beacon, with its striking architecture and stark coastal ...

New England Fall Foliage Private Lobster Boat Cruise

Experience COLORFUL Maine on this 2 hour sightseeing tour featuring Maine's fall color and the best coastal sights in the Portland area. It doesn't get any more "New England" than this! Price is a FLAT RATE for a group up to 6. All charters are 100% private and all ages are welcome!MONHEGAN, our ...

Lighthouse Bicycle Tour from South Portland with 4 Lighthouses

Our 3-Hour tour leaves at 11:00 am and follows the scenic South Portland Greenbelt Pathway to three local lighthouses. The first stop on the tour will be Portland Breakwater Light, also known as "Bug Light" and then the tour will continue to Spring Point Ledge Light, located near historic Fort ...

Portland Bicycle Tour with 5 Lighthouse Stops and XL Lobster Roll

Discover Portland Maine and the shores of Casco Bay by bicycle! Join us for the 5 lighthouse bicycle tour of Portland, Maine featuring the Maine coast, lighthouses, and Portland’s history. We have made some modifications to the 5 Lighthouse tour in response to COVID-19. We have modified the tour ...

Guided RIB Boat Adventure of Casco Bay

Depart with us from bustling Portland Harbor as we tour one of Maine’s most picturesque boating destinations. Casco Bay is littered with islands, historic forts, wildlife, birds, and lighthouses and our unique 14-passenger RIB boat is suited to tour the region while everyone gets a front-row seat ...

Sunset Sea Kayak Tour of Casco Bay

The hours just before sunset offer the best time for paddling on the waters of Casco Bay. The sky tends to explode with color and the seas often become glassy and calm. This trip involves a leisurely paddle just far enough along the waterfront or into the islands to enjoy a panoramic view of the ...

Portland Tall Ship Private Charter on Casco Bay

What better way to see the delights than in the style of a private charter for you and five friends or family members? Experience the beauty and serenity of the rugged coastline as you gaze upon seabirds, sea houses, and islands.Guests are encouraged to help raise the sails with a deckhand and ...