Booking Now for the 2025 Summer Season! Sailings begin May 24, 2025
Luxury Day & Sunset Charters
Discover the beauty of Mount Desert Island from the water with our guided tours
Chart Your Perfect Cruise
Mid-Day Sailing Cruise
Sunset & Twilight Cruise
Sunset & Twilight Cruise
Join us on a sailing adventure to explore the stunning sailing grounds of Mount Desert Island.
2 hours
From $400
Sunset & Twilight Cruise
Sunset & Twilight Cruise
Sunset & Twilight Cruise
Enjoy the spectacular sunsets over Acadia National Park and MDI on your own private charter.
2 Hours
From $400
Custom Itineraries
Sunset & Twilight Cruise
Custom Itineraries
Have your own ideas on what you want to see? Have a special event in mind? Our team will work with you to develop the perfect sailing adventure.
2-4 hours from $400
Learn to Sail
Give the Gift of Sailing
Custom Itineraries
Interested in learning more about sailing and cruising? Book a 2 or 4 hour sailing lesson with our knowledgeable crew.
From $400
Give the Gift of Sailing
Give the Gift of Sailing
Give the Gift of Sailing
Looking for a great gift idea? Gift cards are available for all cruises.
2-4 hours from $400
About Our Boat
Watermark is a classic 43 foot Hinckley sloop, built in 1991 at the Hinckley boatyard in Southwest Harbor, ME. Meticulously maintained, she is a graceful and stable cruising boat that handles well in all conditions.
Our Team
Chris Hopkins is a licensed US Coast Guard Captain who loves to share Watermark and MDI with guests. Chris and his wife Anne have been coming to MDI for over 30 years and have been part time residents of the island for the past 10 years.