Day Trips, SailboatsBoating
Do you have a special occasion to celebrate? Or would you like to create one-of-a-kind experience for your family, friends or associates? You and up to five guests can join Captains Holly and Ian for a day sail on Penobscot Bay. Leave from Rockland Harbor and experience the fast stable sailing of a catamaran. We can stop at a secluded island, explore the shore, enjoy lunch and the afternoon, and then find our way back to harbor as the sun is setting.
Holly and Ian have been sailing for over 40-years. Early in life with our parents on Penobscot Bay and Moosehead Lake. Later we found each other, raised two amazing children, and kept sailing the entire time... the boats growing with us as our family grew. Today we sail our Fountaine Pajot Helia 44 Whiffle between the Caribbean and Maine. We look forward to sharing the adventures with you!
During the winter months, you can enjoy Whiffle through our management partner Conch Charters with either crewed or bareboat charters leaving from Tortola. And during the summer months, you can join us aboard our catamaran for a crewed day sail on the Coast of Maine, discover the beauty of Penobscot Bay, and learn why both Maine and the Caribbean are such special places for us.