Sailing the Coast of Maine: Hidden Gems
Sailing the Coast of Maine: Hidden Gems

Discover the hidden gems along the breathtaking coast of Maine on a sailing adventure with your family, and experience the freedom and fulfillment that comes with choosing an unconventional path.

Sailing the Coast of Maine: Hidden Gems

Maine, known for its rugged coastline, picturesque lighthouses, and charming fishing villages, is a sailor’s paradise. With over 3,500 miles of coastline, there are countless hidden gems to explore and enjoy. In this article, we’ll take you on a journey along the coast of Maine, highlighting some of the best destinations and cruising routes for those looking to embark on a sailing adventure with their families.

Table of Contents

  1. Introduction to the Coast of Maine
  2. Best Time to Sail
  3. Top Destinations
  4. Cruising Routes
  5. Safety Tips and Navigation
  6. Conclusion

Introduction to the Coast of Maine

The coast of Maine is a diverse and enchanting region, offering a mix of rocky shores, sandy beaches, and countless islands and harbors. The area is steeped in maritime history, with many coastal towns boasting a rich heritage of shipbuilding, fishing, and sailing. The natural beauty of the region, combined with its unique culture and friendly locals, make it an ideal destination for those looking to escape the rat race and embark on a sailing adventure with their families.

Best Time to Sail

The sailing season in Maine typically runs from late May to early October, with the peak months being July and August. During this time, the weather is generally warm and sunny, with temperatures ranging from 60°F to 80°F (15°C to 27°C). However, it’s important to note that the weather can be unpredictable, and fog is common along the coast, particularly in the early morning and late afternoon.

In the shoulder months of May, June, September, and October, the weather can be cooler and more variable, but there are also fewer boats on the water, making it a great time to explore the coast without the crowds.

Top Destinations

There are countless destinations to explore along the coast of Maine, each with its own unique charm and attractions. Here are some of our favorite spots to visit during a sailing adventure:

Casco Bay

Located just north of Portland, Casco Bay is a large and diverse body of water, home to over 200 islands, numerous harbors, and a variety of marine life. Some of the top destinations within Casco Bay include:

  • Portland: As the largest city in Maine, Portland offers a vibrant mix of culture, history, and natural beauty. Be sure to visit the historic Old Port district, with its cobblestone streets, waterfront restaurants, and unique shops.

  • Peaks Island: Just a short sail from Portland, Peaks Island is a popular destination for boaters, offering sandy beaches, scenic walking trails, and a laid-back atmosphere.

  • Eagle Island: This small, uninhabited island is home to the former summer residence of Arctic explorer Admiral Robert Peary. The island is now a state park, with a museum and walking trails to explore.

Penobscot Bay

Penobscot Bay is often considered the heart of Maine’s sailing community, with its numerous islands, charming coastal towns, and excellent sailing conditions. Some of the top destinations within Penobscot Bay include:

  • Rockland: Known as the “Lobster Capital of the World,” Rockland is a bustling harbor town with a vibrant arts scene, numerous museums, and a variety of dining options.

  • Camden: This picturesque town is often referred to as the “Jewel of the Maine Coast,” with its stunning harbor, historic architecture, and beautiful parks.

  • Isle au Haut: Part of Acadia National Park, Isle au Haut is a remote and rugged island, offering excellent hiking, wildlife viewing, and pristine natural beauty.

Mount Desert Island

Home to Acadia National Park, Mount Desert Island is a must-visit destination for any sailor exploring the coast of Maine. Some of the top destinations on the island include:

  • Bar Harbor: This bustling tourist town is the gateway to Acadia National Park and offers a variety of shops, restaurants, and activities for visitors.

  • Southwest Harbor: Known as the “Quiet Side” of Mount Desert Island, Southwest Harbor is a charming village with a strong sailing community and a more laid-back atmosphere.

  • Somes Sound: This stunning fjord-like body of water cuts through the center of Mount Desert Island and offers excellent anchorages and breathtaking scenery.

Downeast Maine

As you continue east along the coast, you’ll enter the region known as Downeast Maine. This remote and rugged area offers some of the most dramatic scenery and challenging sailing conditions in the state. Some of the top destinations in Downeast Maine include:

  • Blue Hill Bay: This large bay offers numerous anchorages and islands to explore, as well as the charming towns of Blue Hill and Brooklin.

  • Deer Isle: This beautiful island is home to the picturesque village of Stonington, a thriving arts community, and excellent hiking opportunities.

  • Eastport: As the easternmost city in the United States, Eastport is a unique destination with a rich maritime history and a strong connection to the sea.

Cruising Routes

There are numerous cruising routes to choose from along the coast of Maine, depending on your interests, time frame, and sailing experience. Here are some suggested routes to help you plan your adventure:

Portland to Boothbay Harbor

This route takes you from the bustling city of Portland to the charming town of Boothbay Harbor, with stops in Casco Bay and the Kennebec River along the way. Highlights of this route include:

  • Exploring the islands and harbors of Casco Bay
  • Visiting the historic town of Bath, known for its shipbuilding heritage
  • Anchoring in the peaceful waters of the Sheepscot River

Boothbay Harbor to Camden

This route takes you through the heart of Penobscot Bay, with stops in the picturesque towns of Rockland and Camden, as well as the remote islands of Muscongus Bay. Highlights of this route include:

  • Sailing past the iconic Pemaquid Point Lighthouse
  • Exploring the art galleries and museums of Rockland
  • Hiking the trails of Monhegan Island, a remote artists’ colony

Camden to Bar Harbor

This route takes you along the stunning coastline of Mount Desert Island, with stops in the charming villages of Southwest Harbor and Northeast Harbor, as well as the dramatic cliffs of Acadia National Park. Highlights of this route include:

  • Sailing through the scenic waters of Somes Sound
  • Exploring the trails and carriage roads of Acadia National Park
  • Enjoying the shops and restaurants of bustling Bar Harbor

Bar Harbor to Eastport

This challenging route takes you through the remote and rugged waters of Downeast Maine, with stops in the picturesque harbors of Blue Hill Bay, Deer Isle, and Eastport. Highlights of this route include:

  • Navigating the challenging tidal currents of the Petit Manan Bar
  • Exploring the historic fishing village of Stonington
  • Visiting the easternmost city in the United States, Eastport

Safety Tips and Navigation

Sailing the coast of Maine can be both rewarding and challenging, with its unpredictable weather, strong tidal currents, and numerous navigational hazards. Here are some safety tips to keep in mind during your adventure:

  • Always check the weather forecast and be prepared for changing conditions
  • Familiarize yourself with the local tides and currents, as they can greatly affect your sailing plans
  • Keep a close eye on your charts and navigational aids, as there are many rocks, ledges, and other hazards along the coast
  • Be prepared for fog, which can roll in quickly and reduce visibility
  • Carry appropriate safety equipment, including life jackets, flares, and a VHF radio


Sailing the coast of Maine offers a unique and unforgettable experience, with its stunning scenery, charming coastal towns, and countless hidden gems to explore. Whether you’re an experienced sailor or just starting out, there’s something for everyone along this enchanting coastline. So pack your bags, hoist your sails, and set off on an adventure of a lifetime with your family.