Trips Offered in Midcoast Maine, Puerto Rico, & the US Virgin Islands
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Sailing Trips
Casco Bay Helmsman Level Offerings
Our Helmsman Offerings are your straight forward sailing adventure. The purpose is to enjoy the experience sailing the Maine coast and seeing the quintessential Maine coast scenery from the water. With a slight upgrade, you and your crew can participate in actually sailing the boat by taking the helm and learning to navigate and trim the sails.
Quick Tour 2 Hours
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Get a good taste of what sailing the quiet side of Casco Bay is all about. See seals, bald eagles, and other wildlife as we weave through the islands of Casco Bay.
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$100/person, max capacity 6 passengers. Ask about private tours and opportunities for you and your crew to sail the boat.
Half Day 4 Hours
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This four hour sail is enough time to really start exploring around the islands in Casco Bay, one of the world's premier cruising grounds. See light houses, working lobster boats, seals, porpoise, puffin, and the best coastal scenery Maine has to offer.
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$200/person, max capacity 6 passengers. Ask about private tours and opportunities for you and your crew to sail the boat.
Full Day Island Destination 8 Hours
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Take a full day for an epic adventure, and enjoy one of our most popular cruises. We will be surrounded by the most stunning examples of classic Maine coast scenery as we sail across northern Casco Bay, along Popham Beach State Park, and out to Sequin Island. Or across the mouth of Casco Bay, in sight of Halfway Rock Lighthouse, and on to Eagle Island, the summer home of Admiral William Perry. We’ll secure the boat to a mooring and go ashore for a step back into Maine’s rich history. Enjoy spectacular panaramic views of Casco Bay and the open Atlantic Ocean before returning to Sebasco. Snacks, picnic lunch, and non-alcoholic beverages are provided. $400/person, max 6 passengers.
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$400/person, max capacity 6 passengers. Ask about private tours and opportunities for you and your crew to sail the boat.
Casco Bay Skipper Level Offerings
The Skipper Level Offerings are a sailing adventure with a deeper purpose. We begin to utilize sailing as a metaphor for life. Passengers will gain insights, wisdom, and skills to help them live a happier, more successful, productive, and fulfilling life.
Bridesmaids or Groomsmen
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Your wedding party is a small group of your best friends and/or closest family. They are the team you’ve chosen to be there as you step into married life. Bring them on this trip to learn more about relationship polarity and dynamics and how your team can best support you. This trip can help ensure a long, successful, and happy marriage. Choose the half or full day experience. Both options include snacks and non-alcoholic beverages. The full day includes a stop on an offshore island and a picnic lunch.
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Half Day: $300/person
Full Day: $600/person
Includes food, beverage, and activities, facilitation, and instruction designed to turn your wedding parting into a powerful support team for a successful marriage.
Couple’s Cruise
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Choose a full or half day sailing adventure to focus on relationship polarity and dynamics. Gain the skills, knowledge, and techniques needed to set your relationship steadfast in security and ablaze with passion. Both full and half day trips include food, beverages, and activities, facilitation, and instruction around relationship mastery. The full day trip includes a stop on an off-shore island and a picnic lunch.
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Half Day: $300/person
Full Day: $600/person
Includes food, beverage, and activities, facilitation, and instruction designed to create security and passion within your relationship.
Corporate Team-Building
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Enjoy a half or full day trip focused on understanding and mastering the skills and knowledge required to be a successful team. Maximize the potential for performance and fun within your group while enjoying an epic adventure on the waters of the Maine coast. The full day trip includes a stop on an offshore island.
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Half Day: $300/person
Full Day: $600/person
Includes food, beverage, and activities, facilitation, and instruction designed to turn your group into an efficient, functional, fun, and powerful team.
Advanced RippleSmith Training
Advanced RippleSmith trainings are extended trips for people wanting a deep dive into purposeful work using sailing as a metaphor for life. Passengers will spend 2-7 days healing, growing, and developing the skills, knowledge, and awareness needed to live a more happy, fulfilling, and purpose-full life.
Voyage Toward the Sacred Masculine: Spring & Fall 2024
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Spend two days learning to sail and spend an overnight at anchor at an off-shore island, all while gaining the knowledge, skills, and confidence to become a better man. Max capacity 4 passengers.
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$300/person
Includes all food and beverages. Max capacity 4 passengers.
Voyage Toward the Sacred Masculine: Winter 2024-’25 USVI
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Spend a week sailing the US Virgin Islands, while taking a deep dive into men’s work. Bluild confidence, skills, and knowledge in all aspects of wellness and manhood while sharing an epic tropical adventure with other growth-focused men.
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$2,500/person, 6 days, 7 nights
Includes all food and beverage, all boat expenses, snorkel gear, and daily activities, facilitation, and instruction for mastering manhood. Max capacity 10 passengers.
Songwriter’s Retreat
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Enjoy a 2 day sailing adventure with other songwriters on the pristine waters of Casco Bay in the Spring or Fall of 2024, or a full week on the turquoise waters of the US Virgin Islands during the winter of 2024-’25. Be inspired by this immersion in the natural beauty of the ocean and coastline while collaborating with your peers.
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Spring/Fall 2024, Casco Bay, Maine: $500/person for 2 days & an overnight. Max capacity 4 passengers.
Winter 2024-’25, US Virgin Islands: $3,000/person for 6 days & nights. Max capacity 10 passengers.
Price includes all food, non-alcoholic beverages, fuel, and boat fees.
Powerboat Trips
Casco Bay Quick Tour
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Enjoy a one hour tour up the New Meadows River to see seals, osprey, and eagles. We'll visit a unique waterway called the Basin and a pass by Cundy's Harbor, a quintessential Maine fishing village.
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$50/person
($25 gas fee for parties of 3 or less)
Lighthouse Tour
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This is a half day (4 hr +/-) tour to see 10 lighthouses on offshore islands and up the Kennebec River. We'll cruise from Sebasco Harbor Resort, to Boothbay Harbor, and highlights include passing by way of Popham Beach, Fort Popham, Bath Ironworks, and the back river from Boothbay Harbor to Bath.
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$ 200/person plus gas ($150-$200)
Sequin Island Ferry Service
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Enjoy a scenic ride to Sequin Island, 2 miles off the coast near Popham Beach. We'll drop anchor and transport you to shore (there's no dock, so plan on your feet getting wet when you get to the beach). Hike to the lighthouse, and enjoy stunning panoramic views of the Maine Coast and the open Atlantic Ocean. We'll come back to pick you up at the scheduled time.
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$100/person round trip
($50 gas fee for parties of 3 or less)