Unique New England Destinations to Explore by Boat!
- LOVE + BOATS
- May 7
- 4 min read
New England is well-known for its stunning coastlines, historic towns, and vibrant maritime heritage. While many tourists flock to famous sites like Boston, Martha's Vineyard, and Acadia National Park, there's an array of lesser-known treasures waiting to be discovered by boat. These hidden gems offer breathtaking views, unique experiences, and a perfect escape from busy crowds. Whether you're sailing with friends, family, or even solo, New England's waters have something special in store for you.
The Isles of Shoals, New Hampshire and Maine

Just off the coast of New Hampshire and Maine lies the Isles of Shoals, a collection of nine islands, each showcasing distinctive landscapes and captivating histories. With only around 60 year-round residents, the islands embody a genuine maritime atmosphere.
Visitors can unwind on sandy beaches or navigate rocky shores on guided kayak tours to spot local wildlife, including seals and over 150 bird species. Star Island, the busiest of the bunch, features the historic Oceanic Hotel and a charming meetinghouse, while Appledore Island is a haven for those seeking peace and natural beauty. Did you know that these islands were once a popular summer retreat for famous writers and artists in the 19th century?
Block Island, Rhode Island

Located just a short distance from the mainland, Block Island is a must-see for those exploring New England by boat. With its breathtaking beaches, rugged cliffs, and a quaint town center, Block Island makes for an ideal getaway.
One of the highlights is hiking the scenic trails that wind through the island. Experience the Mohegan Bluffs—200-foot high clay cliffs offering incredible views of the Atlantic Ocean. In fact, over 40% of the island is preserved as open space, making it a paradise for nature lovers. Don't miss a chance to tour the Southeast Lighthouse, a historic structure built in 1857, where you can learn about its role in maritime navigation.
Cuttyhunk Island, Massachusetts

As the last island in the Elizabeth Islands chain, Cuttyhunk Island is perfect for those wanting to escape the chaos of city life. With only about 30 year-round residents, visitors find an intimate atmosphere.
The island's beaches and coves are perfect for swimming and fishing, while hiking to the top of the highest point offers stunning panoramic views of the surrounding waters and islands. Cuttyhunk is unique in that it lacks stores, prompting guests to slow down, embrace simplicity, and truly appreciate the beauty of nature. Imagine spending a night under the stars, surrounded by the sounds of the ocean.
Deer Isle, Maine

Deer Isle is a captivating destination in Maine, ideal for both seasoned sailors and newcomers alike. This island is famous for its artisans, including potters and woodworkers, providing visitors with a special glimpse into local crafts and culture.
Make sure to visit the Haystack Mountain School of Crafts, which attracts artists from across the globe. The island offers breathtaking coastal views and scenic walking trails that meander through picturesque landscapes. In fact, about 60% of Deer Isle's land is designated conservation space, making it perfect for those who appreciate the outdoors. Whether relaxing on the beach or exploring local artisan studios, Deer Isle has something for everyone.
Portsmouth Harbor, New Hampshire

While Portsmouth is commonly mentioned, the harbor itself holds numerous hidden treasures to explore. Taking a boat into Portsmouth Harbor unveils gems like Smuttynose and Star Islands.
Smuttynose Island is a quiet escape where visitors can stroll along untouched beaches and uncover the rich history of the Isles of Shoals. Star Island also offers historical charm with its scenic views. Boating in this area allows access to various small islands, making it a fantastic day trip for adventure and exploration.
Lubec and Campobello Island, Maine

If you're willing to venture further, don't miss the beautiful region of Lubec and nearby Campobello Island—home to Franklin D. Roosevelt's summer retreat.
Campobello Island is reachable by boat from Lubec and features lush parks, inviting hiking paths, and stunning gardens. The Roosevelt Campobello International Park not only provides insights into U.S. history but also showcases the area's natural beauty. Fishing enthusiasts can find abundant catches in local waters, while nature lovers appreciate the diverse fauna and flora, including rare species found in this coastal region.
Nantucket Sound, Massachusetts

Often overlooked by larger tourist attractions, Nantucket Sound presents a wide array of islands and shorelines to explore. dotted with small coves, inviting beaches, and charming seaside towns.
Visitors can drop anchor and relax on scenic shores or indulge in fresh seafood at local eateries. Fishing, sailing, and wildlife watching are just a few activities you can enjoy while discovering this serene and picturesque area. With over 30 species of fish found in Nantucket Sound, it's a fishing hotspot for enthusiasts.
Winter Harbor, Maine

Winter Harbor often serves as a gateway to Acadia National Park, yet it remains an undervalued destination. This charming harbor is ideal for boaters seeking a peaceful atmosphere.
The nearby Schoodic Peninsula presents stunning coastal views, appreciated both from the water and on land. Its hiking trails lead through rocky cliffs and lush forests, offering opportunities to spot wildlife and connect with nature. Exploring Winter Harbor's tranquil surroundings is a refreshing change from busier national parks, and it stands out as a perfect stop for boaters craving serenity.
Chart Your Course for Adventure
As you navigate the enchanting waters of New England, consider these lesser-known destinations that offer more than just gorgeous views. From hidden beaches and historical landmarks to artisanal crafts and calm natural beauty, each location has its unique charm and story to share.
Exploring these tucked-away gems by boat not only adds a sense of adventure but also allows you to immerse yourself in local culture and community life.