Our Charters
When the weather is warm, there isn't any better place to enjoy yourself than gliding through the glassy waters of Casco Bay during a boat charter in Portland, Maine. Our day trips take you through the harbor, where you'll see diverse wildlife, historic structures and lighthouses, breathtaking coastal islands, and much more.
Unique Boat Charters in Portland, Maine
We offer two-hour private chartered trips with several options for you to choose from throughout the day or evening. Each of our charters is designed with flexibility in mind, ensuring your time on the water is exactly what you envision.
- Charter Lengths: Our private charters aren’t limited to two hours—longer sails are always available upon request.
- Private Experience: With space for up to 12 guests, it offers a comfortable setting for cruising around Portland, Maine.
- Flexible Timing: We offer flexible departure times and custom itineraries, with charters lasting up to 8+ hours for a full day on the water.
- Restroom Onboard: For comfort and convenience, our vessel is equipped with a private restroom onboard.
- Cooler: A cooler with ice is provided on board so you can keep drinks and snacks chilled during your sail.
- BYOB + Food: Feel free to bring your favorite beer, wine, or beverages—our cruises are BYOB. This also goes for food!
- Free WiFi: Stay connected while you sail with complimentary Starlink WiFi onboard.
What Makes Our Trips So Special
Private & Personalized Experience
Every charter can be a private trip, making it exclusively yours and allowing for a tailored and intimate sailing adventure.
Scenic Casco Bay Views
Sail past historic lighthouses, rugged islands, and Portland’s iconic waterfront with some of the best views in Maine.
BYOB & Snacks
Bring your own beverages and favorite snacks to enjoy a relaxed, picnic-style cruise on the water.
Smooth & Comfortable Ride
Our sailboats offer a steady, comfortable experience, making it enjoyable even for those new to sailing.
Top-Rated on TripAdvisor & Google
Guests rave about their experiences, making us one of Portland’s top-rated sailing adventures.
Unforgettable Sunset & Daytime Cruises
Choose from a serene daytime sail or a breathtaking sunset cruise, each offering a different perspective of the Maine coast.
Perfect for Any Occasion
Looking for a unique way to celebrate? Our charters are ideal for:
- Birthdays & Anniversaries
- Engagements & Proposals
- Elopements
- Family Gatherings
- Corporate Outings & Team Bonding
Book Your Cruise in Portland, Maine
Make the most out of the summer season with the best boat charter in Portland, Maine. Whether you're visiting from out of town, planning a unique, intimate event, or simply spending time with loved ones, let us provide you with the best possible chartered boat experience.