Portland Head Lighthouse

Sit back and relax as you cruise along the serene Casco Bay in Portland, Maine. Immerse yourself in the rich history of Portland and see the four iconic lighthouses, the sights of Portland Harbor, and the picturesque waterway Diamond Pass. During the cruise, explore the bustling inner harbor and main shipping channel to get close-up views of civil war era forts and the lighthouses that guide mariners into Portland Harbor. Along with the historical waterfront, you'll also get the chance to see the Portland Head Light, Bug Light, and the Spring Point Ledge Lighthouse.

Meet at the Old Port in Portland, Maine and hop on board a boat that boasts ample outdoor deck space and indoor cabin space, ensuring your comfort no matter the weather. Feel free to purchase drinks at the well-stocked bar and have access to restroom during the trip. Expereince the salty air as you set out on the water in the warm glow of the evening light. Head into Casco Bay a scenic and ecologically rich area known for its beautiful islands, historical significance, and diverse marine life. Listen as your guide offers facinating insights into famous sights that you pass along the way. Navigate through island passages like Diamond Pass and around the Calendar Islands. Admire the lush islands, craggy rocks, and several Civil War forts. See a natural seal habitat and keep an eye out for graceful sea birds. Capture pictures of some scenic lighthouses that the area is known for as the sunsets and return to Portland as the city begins to light up for the night.

THIS IS A PRIVATE CHARTER. COST IS A FLAT RATE FOR UP TO 6 GUETS. This two hour charter is the perfect way to see lighthouses, historic stone forts, wildlife, & Maine's picturesque coast. Bring your camera and experience authentic Maine aboard our classic wooden lobster boat! This is a private charter, so only you and your group is aboard plus a captain and tour guide. You and your private group will have up close views on Maine's most notable sights. Every private charter includes a licensed captain and an experienced charter host to attend to your every need! Purchase local Portland, ME beers and hard seltzers, important white and red wine, and bubbly aboard!

Discover the highlights of Portland, Maine on an e-bike tour. Visit the Eastern Promenade, East Bayside, Back Cove, and the Western Promenade. Enjoy a lobster roll lunch and see the Portland Headlight, Spring Point Ledge Light, and Bug Light. Meet your guide at the rental shop in the heart of Portland’s Old Port. After a bike fitting and a safety briefing, begin pedaling along the Eastern Promenade Trail. Stop at the top of the Eastern Promenade and Fort Allen Park, home to a fort defending Portland from 1775 through the War of 1812. Continue along the Eastern Promenade and to East Bayside. Known to locals as “Yeast Bayside” because this small neighborhood is home to eleven makers of craft alcohol from beer to wine and kombucha. Leave East Bayside and cycle along Back Cove. This is the social hub of Portland, bustling all summer with walkers, runners, and cyclists. Ride through a few neighborhoods to get across the to the west side of the peninsula. Pedal up to the Western Promenade. After the great fire of 1866, all the wealthy residents of Portland moved to the Western Prom and built stately homes. Today, it is one of the best-preserved Victorian neighborhoods in America. Take a spin around, enjoying the architecture, before heading to see some lighthouses. After crossing the Casco Bay Bridge, hop on the East Coast Greenway for a little bit of easy pedaling. Leave the greenway and pedal to Willard Square. From here, it is on to the famous Portland Headlight. Stop for a great lobster roll lunch from Bite Into Maine. Spend some time exploring Fort Williams Park before heading back to Portland. Along the way, visit both the Spring Point Ledge Light and Bug Light before returning to the starting point.