Unique New England Destinations to Explore by Boat!
- LOVE + BOATS
- May 7
- 4 min read
Updated: May 27
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, an array of lesser-known treasures awaits discovery 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.
Discover New England's Hidden Gems by Boat

The Isles of Shoals, New Hampshire and Maine
Just off the coast of New Hampshire and Maine lies the Isles of Shoals, a captivating collection of nine islands. Each island showcases distinctive landscapes and rich histories. With only around 60 year-round residents, they 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, features the historic Oceanic Hotel and a charming meetinghouse. Appledore Island is a haven for those seeking peace and natural beauty. Fun fact: 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. The island has breathtaking beaches, rugged cliffs, and a quaint town center.
One highlight 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. 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, built in 1857, where you can learn about its critical 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, the island offers an intimate atmosphere.
The beaches and coves are ideal for swimming and fishing, while hiking to the highest point rewards you with stunning panoramic views of the surrounding waters and islands. Cuttyhunk is unique in that it lacks stores, prompting visitors to slow down, embrace simplicity, and appreciate nature's beauty. Imagine spending a night under the stars, surrounded by the soothing sounds of the ocean.
Deer Isle, Maine

Deer Isle is a captivating destination in Maine, making it ideal for sailors and newcomers alike. The island is renowned for its artisans, including potters and woodworkers, offering visitors a special glimpse into local crafts and culture.
Take the time to visit the Haystack Mountain School of Crafts, which attracts artists from around the globe. The island boasts breathtaking coastal views and walking trails meandering through picturesque landscapes. Approximately 60% of Deer Isle's land is designated conservation space, perfect for those who appreciate the outdoors. Whether relaxing on the beach or exploring artisan studios, Deer Isle has something for everyone.
Portsmouth Harbor, New Hampshire

While Portsmouth is commonly mentioned, the surrounding harbor holds numerous hidden treasures. 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 along 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.
Accessible by boat, Campobello Island 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. Dotted with small coves, inviting beaches, and charming seaside towns, this area is a delight to explore.
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 embracing this serene and picturesque area. With over 30 species of fish in Nantucket Sound, it's a hotspot for fishing enthusiasts.
Winter Harbor, Maine

Winter Harbor serves as a gateway to Acadia National Park, yet it remains underappreciated. This charming harbor is perfect for boaters seeking a peaceful atmosphere.
The nearby Schoodic Peninsula offers stunning coastal views, which are enjoyable both from the water and on land. Its hiking trails lead through rocky cliffs and lush forests, providing opportunities to spot wildlife and connect with nature. Exploring Winter Harbor’s tranquil surroundings is a refreshing alternative to busier national parks and 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. They offer more than just gorgeous views. From hidden beaches to historical landmarks and artisanal crafts, each location comes with its unique charm and story.
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. With so many incredible sites, the journey promises unique experiences to cherish.
Be sure to explore New England’s wonders, including hidden treasures along the coastline.