Imagine the salty sea breeze in your hair, the sun warming your skin, and the gentle lapping of waves against the hull of your sailboat as you glide through the pristine waters of Maine. This northeastern state, known for its rugged coastline and picturesque lighthouses, offers some of the best sailing experiences in the United States. Whether you’re a seasoned sailor or a novice looking for a new adventure, Maine’s sailboat and schooner tours offer a unique way to explore the state’s stunning coastal landscapes. In this article, we’ll guide you through some of the best sailboat and schooner tours in Maine, providing you with all the information you need to plan your next nautical adventure.

The Allure of Maine’s Coastline

Maine’s coastline stretches over 3,500 miles, offering a diverse range of landscapes to explore. From the rocky cliffs of Acadia National Park to the sandy beaches of Old Orchard Beach, each region has its unique charm. The state’s rich maritime history, abundant wildlife, and stunning natural beauty make it a paradise for sailing enthusiasts.

Choosing the Right Sailboat or Schooner Tour

When choosing a sailboat or schooner tour in Maine, there are several factors to consider. These include the length of the tour, the size of the boat, the areas you’ll be exploring, and the level of involvement you want in sailing the boat. Some tours offer hands-on experiences where you can help hoist the sails and steer the boat, while others allow you to sit back and enjoy the ride.

Top Sailboat and Schooner Tours in Maine

Now that you have a better understanding of what to look for in a sailboat or schooner tour, let’s explore some of the best options available in Maine.

1. Portland Schooner Company

Located in Portland, the Portland Schooner Company offers two-hour sails aboard their historic wooden schooners. You’ll get to experience the thrill of sailing on a traditional windjammer, with the opportunity to help raise the sails if you wish. The tour takes you around the beautiful Casco Bay, where you can spot seals, seabirds, and occasionally, dolphins and whales.

2. Downeast Windjammer Cruise Lines

Downeast Windjammer Cruise Lines operates out of Bar Harbor and offers a variety of sailing experiences. Their tours range from a quick one-hour sail around Frenchman Bay to a full-day adventure to the Cranberry Isles. They also offer sunset cruises and special event cruises, such as their popular Wine Tasting Cruise.

3. Schooner Olad and Cutter Owl

The Schooner Olad and Cutter Owl offer sailing tours from Camden Harbor. Their tours take you past lighthouses, wildlife, and beautiful coastal scenery. They also offer special event sails, including a Full Moon Sail and a Puffin and Lighthouse Sail.

What to Bring on Your Sailboat or Schooner Tour

When preparing for your sailboat or schooner tour, it’s essential to pack appropriately. Even in the summer, it can get chilly out on the water, so be sure to bring layers. A waterproof jacket is also a good idea in case of rain or spray from the sea. Don’t forget your camera, sunscreen, and a hat for sun protection. Most tours provide life jackets, but it’s always a good idea to check with the tour operator beforehand.


Sailing through the charms of Maine is an experience like no other. Whether you’re exploring the bustling harbor of Portland, the serene waters of Frenchman Bay, or the picturesque landscapes of Camden, a sailboat or schooner tour offers a unique perspective on the state’s stunning coastal beauty. So hoist the sails, feel the wind in your hair, and embark on a nautical adventure that you’ll remember for a lifetime.

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