About Us

Founded on a love for the ocean and a commitment to top-notch hospitality, our team is dedicated to creating relaxed, memorable adventures on the water for locals and visitors alike.

Sailing with Purpose

Sail Portland Maine's story begins with Captain Ian Glass's lifelong passion for the sea, nurtured by a family legacy rich in maritime tradition.

However, it was Ian's dedication to transcending traditional sailing experiences that truly set the course for the company's inception in 2019.

Inspired by his own transformative encounters with the ocean and a deep-seated respect for the environment, Ian envisioned a charter service that would not only share the beauty of Portland, Maine, but also embody principles of sustainability and community support. His commitment to making a positive impact has become the keel of Sail Portland Maine, guiding every aspect of the business.

captain ian

What We Stand For

At Sail Portland Maine, we value authenticity, hospitality, and a deep connection to the sea. Our goal is to provide a welcoming, unforgettable sailing experience that showcases the beauty of Casco Bay while fostering a sense of adventure, relaxation, and appreciation for Maine’s rich maritime heritage.

Environmental Stewardship

We are dedicated to protecting our oceans and waterways through sustainable sailing practices and the use of environmentally friendly equipment on our vessels

Intimate Sailing Experiences

By design, our tours are limited in seating to ensure a personal and memorable experience for every guest. No matter what you're looking for, our private sailing charters offer the perfect escape.

Community Engagement

We believe in the strength of community and actively seek ways to contribute, collaborate, and give back to the people and places of Portland, Maine.

Education and Awareness

We are passionate about sharing knowledge and fostering a deeper understanding of environmental conservation and the importance of community development.

island cruise portland maine

Why Sail Portland Maine?

  • Small Group Sailing
    Enjoy an intimate and comfortable sailing experience with never more than a few guests aboard, ensuring no overcrowded tours.
  • Unique Tour Experiences
    Explore Portland, Maine, with our exclusive tours that offer unique insights into local culture, cuisine, and nature unlike anywhere else.
  • Professional Crew
    Sail with confidence knowing that our skilled and experienced crew prioritizes your safety, comfort, and enjoyment on every voyage.
  • BYOB and Snacks!
    Feel at home on the water by bringing your own beverages and snacks to enjoy while you take in the stunning seascapes and relax.

Stories from the Sea

Whether you're planning your first sail or a seasoned adventurer, our blog is your guide to exploring Casco Bay and beyond.

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Book Your Sailing Tour in Portland, Maine

Come enjoy a trip of a lifetime on the most unique boat tours Portland Maine has to offer. Book your charter with Sail Portland Maine today!