Boat Charters in Portland, Maine
Embark on exceptional charter adventures with Sail Portland Maine. Our charters offer stunning views, local culture, and customizable experiences that will stay with you for a lifetime. Join us for a memorable journey where every charter is an opportunity to explore the breathtaking Maine coastline.
Experience Portland, Maine Like Never Before
Treat yourself to the best Portland, Maine boat tours with Sail Portland Maine. Our charters offer a unique blend of breathtaking views, local culture and cuisine, and unique purpose-driven experiences that enhance our community and environment. Join us for a memorable journey as we enjoy the sights and sounds of our lovely Casco Bay and the Portland skyline and waterfront.
Daily Casco Bay Sailing Schedule
Experience the beauty of Casco Bay with a flexible sailing schedule designed to fit easily into your time in Portland. From May through October, we offer multiple Portland, Maine boat tours each day, making it simple to plan a relaxing sail around your other activities.
Summer Departure Schedule:
- 10:30 AM
- 1:00 PM
- 3:30 PM
- 6:00 PM
Looking for more time on the water? We offer extended sailing cruises beyond two hours and can often adjust departure times when our schedule allows. Fall departure times vary based on daylight and weather conditions, so be sure to check our website for the most up-to-date availability.
One-of-a-Kind Boat Tours in Maine
DAY AND SUNSET CHARTER CRUISES IN CASCO BAY
Discover unique experiences with Sail Portland Maine, where each tour offers something special. From purpose-driven journeys that positively impact our community to excursions that explore local culture and cuisine with Portland's finest, our unique tours are crafted to enrich and inspire.
Join us for a heartwarming sunset sail around Casco Bay with an adoptable dog and other animal-lovers. Have a great time while supporting a great cause!
20% of ticket sales directly support the Animal Refuge League of Greater Portland.
Crown Jewel Flappy Hour
Cruise with us to Great Diamond Island for brunch or happy hour at the popular Crown Jewel, featuring complimentary onboard rosé and spectacular ocean views.
Local Chef Culinary Events
Join us for a unique four-course gourmet meal aboard a sunset cruse with breathtaking views. Private charters up to 10 guests.
“We had a blast on our morning sail! The weather was perfect along with the beer and mimosas we brought with us. Ian was an excellent captain and showed us all a great time on his beautiful sailboat. I highly recommend sailing with Sail Portland Maine.”
CODY HENDERSON
Why Sail Portland Maine?
Stories From the Sea
Browse our latest blog posts for insider tips, stories, and ideas for making the most of your time in Portland, Maine.
Book Your Sailing Tour in Portland, Maine
Come enjoy a trip of a lifetime on the most unique Portland, Maine boat tours in town. Book your charter with Sail Portland Maine today!