Island Escapes: Day Trips to the Hidden Gems Around Portland

Escape the hustle and bustle of city life and discover the enchanting hidden gems scattered across the islands surrounding Portland, Maine. Imagine pristine beaches, historic lighthouses, and secluded coves waiting to be explored. The best way to unveil these treasures is by embarking on an island cruise in Portland, Maine. Below, we highlight some of the jewels of the Casco Bay islands – and then book your own chartered cruise for an unforgettable day trip with Sail Portland Maine!

island cruise portland maineDiscover Crown Jewel on Great Diamond Island

Tucked away in Casco Bay, Great Diamond Island stands out as a local favorite spot. Accessible by ferry or, for a more exclusive experience, a chartered cruise with Sail Portland Maine, this island offers a perfect blend of history and natural beauty. Explore the remnants of Fort McKinley, a coastal defense fortification from the 19th century, and stroll along the sandy shores of Diamond Cove Beach. The island’s charm lies in its serene ambiance and picturesque landscapes, making it an ideal day-trip destination for those seeking tranquility and a touch of history.

The cherry on top of this island trip is Crown Jewel. With a Miami feel complete with a deliciously eclectic menu, this seasonal restaurant is truly a gem. Sail Portland Maine’s exclusive happy hour trip is one that absolutely can’t be missed this summer. These trips book up quickly, so reserve your spot today!

Have a Tranquil Day on Peaks Island

Just a short boat ride away from Portland, Peaks Island is a tranquil retreat that captivates with its laid-back atmosphere and scenic landscapes. The island is a haven for artists, featuring art studios, galleries, and vibrant street art. Rent a bike to explore the island at your own pace or simply enjoy a leisurely stroll along the rocky shores. Peaks Island is a testament to the idyllic charm of coastal living, and a chartered cruise with Sail Portland Maine ensures you reach this hidden gem with ease and style.

Enjoy Coastal Paradise on Chebeague Island

Known as the “Island of Many Springs,” Chebeague Island beckons with its lush landscapes and captivating coastal beauty. A chartered cruise with Sail Portland Maine allows you to dock directly on the island, giving you the freedom to explore its inviting trails, serene beaches, and charming village. Engage in the island’s maritime history at the Chebeague Island Historical Society Museum or simply bask in the serenity of its unspoiled nature. Chebeague Island is a coastal paradise waiting to be uncovered on your day trip adventure.

Experience Quintessential Maine Island Life on Long Island

For a taste of quintessential Maine island life, Long Island is a must-visit destination. A chartered cruise with Sail Portland Maine takes you to this hidden gem, where you can experience the island’s nautical charms and friendly community atmosphere. Take a walk along its rugged coastline, visit the iconic “Jungle,” an enchanting wooded area, and indulge in fresh seafood at one of the island’s waterfront eateries. Long Island offers an authentic island experience that feels like a step back in time.

Booking Your Island Cruise

To turn these day-trip dreams into reality, book your island cruise with Sail Portland Maine. Customize your itinerary to include the islands that speak to your sense of adventure, and let our experienced crew ensure a seamless and enjoyable journey. Whether you’re seeking historical sites, tranquil retreats, coastal paradises, or nautical charms, Sail Portland Maine’s chartered cruises open the door to a world of island exploration. Book your trip with us today!