easy
2 hours
Suitable for all fitness levels; minimal physical exertion required.
Set sail on a private two-hour cruise around Casco Bay's breathtaking islands from South Portland. Enjoy stunning views, lighthouse spotting, and local wildlife on this unforgettable nautical adventure.
Experience the charm of Maine’s coastline with a thrilling two-hour Day Sail aboard the 36-foot sailboat Endurance, offered by Portland Maine Sailboat Adventures. Departing from South Portland, you will navigate the stunning waters of Casco Bay, where dozens of scenic islands and iconic lighthouses dot the horizon. This private sailing trip combines excitement and tranquility as you feel the wind in your hair and the ocean breeze on your face. Whether you're a first-time sailor or simply looking to relax and soak up the views, this adventure is perfect for groups of friends or families seeking memorable moments together. Along the way, keep an eye out for local wildlife including seabirds, harbor seals, and occasional porpoises. The knowledgeable captain will share insights into the area’s history and marine environment, enhancing the experience. With comfortable seating and a relaxing pace, the Day Sail is accessible to all skill levels and offers an intimate way to connect with Maine's maritime heritage.
Even summer days on the water can be cool and breezy; bring layers to stay comfortable.
Choose footwear with good grip to ensure safety when moving on the boat’s deck.
Use sunscreen, sunglasses, and a wide-brimmed hat to protect against sun exposure on open water.
Pack a water bottle to keep hydrated, especially during warmer months.
Casco Bay has a rich maritime history dating back to Native American fishing grounds and colonial shipbuilding.
Efforts are ongoing in Casco Bay to protect marine habitats through sustainable boating practices and pollution reduction.
Protects against cool breezes and sudden weather changes on the water.
spring specific
Reduces glare from sunlight reflecting off the water.
summer specific
Keeps you hydrated throughout your sailing adventure.
Provides safety and comfort while walking on the boat deck.