easy
1.5 hours
Suitable for all fitness levels; minimal physical exertion required.
Take a private sunset cruise with On the Rocks Cocktail Cruises in Portland, Maine. Enjoy stunning harbor views, local cocktails, and rich maritime history on this unforgettable sailing experience.
Portland, Maine, a popular coastal city known for its vibrant harbor, seafood, and rich maritime history, offers a unique outdoor experience with On the Rocks Cocktail Cruises. This private boat cruise delivers guests a refreshing way to explore Portland’s scenic waterfront while enjoying expertly crafted local drinks. Sailing through the picturesque harbor, visitors are treated to stunning views of sailboats, lighthouses, and the diverse wildlife inhabiting the area, such as osprey and seals.
On the Rocks Cocktail Cruises stands out as a premier way to experience the coast. Owned and operated by Jill, the company prides itself on attentive communication and seamless coordination, setting the stage for an unforgettable adventure. Their captains are not only skilled navigators but enthusiastic storytellers who share intriguing history related to the harbor’s landmarks, enhancing the overall experience.
Guests regularly highlight the excellent selection of local craft beers and specialty cocktails, making these sunset cruises perfect for celebrations, bachelorette parties, or simply a relaxing evening on the water. The 1.5-hour sails provide just enough time to unwind and soak in spectacular sunsets over Casco Bay without feeling rushed.
Portland’s harbor is a dynamic outdoor setting with its mix of natural beauty and maritime culture. Some landmarks visible on the cruise include historic lighthouses that guide ships into port and the chance to glimpse Maine’s iconic coastal wildlife. Each trip offers a tailored journey, taking advantage of the best weather and light conditions to create a memorable outing.
Beyond the drinks and views, the experience’s hospitality and unique blend of education, adventure, and relaxation make it a standout activity in Portland’s outdoor recreation scene. Whether locals or visitors, sailing with On the Rocks Cocktail Cruises delivers a refreshing perspective of Maine’s coastal charm.
Sunset cruises are popular; reserve in advance to secure your preferred date.
Coastal breezes can be cool, especially near sunset, so bring a light jacket.
Cruise departures are prompt, so punctuality ensures a smooth boarding experience.
Drinks are provided onboard; outside beverages are not allowed to maintain safety and quality.
Portland Harbor has been a crucial maritime hub since the 18th century, with numerous historic lighthouses guiding vessels through Casco Bay.
Efforts are in place to preserve Casco Bay’s marine ecosystems, and On the Rocks prioritizes sustainable boating practices to minimize environmental impact.
Protects against cool breezes during early or late season sails.
spring specific
Helps reduce glare from the water and enhances comfort.
summer specific
Capture stunning harbor views, sunsets, and wildlife moments.
Non-slip shoes ensure safe boarding and movement on the boat.