Search Business Directory: Day Trips (Sailboats)

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Balmy Days Cruises

42 Commerical St. Pier 8
Boothbay Harbor , ME 04538
207-633-2284
800-298-2284
Fax: 
207-633-7958
Enjoy the fresh sea breeze as it determines your course. Your experience will be unforgettable as you indulge your senses in quiet enjoyment of the ocean's beauty and the wind's power. An occasional Northwest gust adds excitement; and occasional becalming occurs when the winds shift direction.

Schooner Lazy Jack II

P.O. Box 896
Camden, ME 04843
207-230-0602
Board the elegant schooner Lazy Jack II and be transported back in time to the early 1930s. Built by Captain Sean O'Connor in 2004, her lines originate from L.F. Herreshoff's Mobjack 1935 design. Create new memories as you enjoy a romantic 2-hour sail on our 58-foot ship. We feature a cushioned cockpit and wide cabin tops for comfortable seating, the perfect place for taking in the wonders of Penobscot Bay. Hear stories from our engaging captain, who has navigated the local seas for 27 seasons.

Bufflehead Sailing Charters

Windjammer Wharf, Capt. Spear Drive, off 50 Tillson Ave.
Rockland, ME 04841
207-691-5407
Bufflehead Sailing Charters offers a unique opportunity to experience Maine. Get on the water aboard this classic vessel, see Rockland's working waterfront, lighthouses, panoramic vistas, seals and seabirds. Sail with an accomplished Captain who knows the waters and has sailed across oceans under sail, large and small. With an eye for sharing the joys of the experience, as well as history, geology, biology, and art, all while prioritizing safety and comfort, this is an experience without match.

Miss Nina Sailing Charters

101 Front Street
Belfast, ME 04915
207-505-1618
Miss Nina is a wooden pilothouse ketch, designed by Phil Bolger and built at the Story Shipyard in Essex, MA. She has a comfortable open seating area in the stern and a large pilothouse with excellent visibility for a warm escape from the occasionally inhospitable weather. It is an ideal place to escape the sun or eat a meal. She carries over 1,200 square feet of sail and is stable when the wind is up. She is elegant in design and has been renovated for a never-crcarrying six passengers.

A Morning In Maine

Middle Pier
Rockland, ME 04841
207-691-7245
Enjoy the beauty of the Maine coast from the deck of Morning In Maine. Relax and watch the seabirds and harbor seals as the ketch glides through the waters of Penobscot Bay ... Or lend a hand in sailing the boat. On most trips we see Rockland Breakwater Lighthouse and Owls Head Lighthouse as well as Maine's historic schooners. Monday morning is generally the best time to watch the schooners as they sail out of the harbor for their week long cruises.

Belfast Bay Company

34 Court Street
Belfast, ME 04915
207-323-1443
Two-hour cruises, three to four times daily. "Amity" is an authentic Friendship Sloop, a craft renowned for its comfortable ride and spacious cockpit. Amity's design and rigging are typical of the sturdy craft favored when work was done under sail. Located Belfast Town Pier.

A Daysail in Rockland

Public Landing
Rockland, ME 04841
207-594-1751
Unlike all other day cruises on the Coast of Maine, Captain Neal Parker is inviting those people who desire to have a more personalized sailing experience. Available by the hour for Private Charters Only, the 34-foot ketch Prudence sails from her mooring in historic Rockland Harbor. From there a course is set for Penobscot Bay, its legendary shores and beguiling lighthouses. Guests are welcome to bring aboard their own picnic. Free and easy parking… For more details visit the link above.

Schooner Olad

P.O. Box 432
Camden, ME 04843
207-236-2323
Join us for a day sail on the historic waters of Penobscot Bay, or charter us for an unforgettable experience along the wild and scenic coast of Maine. Keep your eyes open! Penobscot Bay is known for its marine wildlife. Seals, porpoises, bald eagles, ospreys and guillemots are frequent visitors to the Olad. We offer online booking, for your convenience. We also offer Lobster Bakes or private charters to help celebrate your birthday or anniversary, or to enjoy a reunion or company retreat!

Appledore

3 Lily Pond Dr.
Camden, ME 04843
207-236-8353

Schooner Surprise

P.O. Box H
Camden, ME 04843
207-236-4687
Join the Moore family, former educators and ocean cruisers, on our 57-foot schooner listed on the National Register. Enjoy great sea stories and cruise past islands, lighthouses, seals, and other wildlife. "Very highly recommended" by Discerning Traveler. Limited to 18 passengers and children over 12 years. Join us for a cruise that keeps people coming back every year. Find out for yourself why a trip on Surprise is so special.

Schooner Yacht Heron

111 Pascal Ave., Rockport Maine Park
Rockport, ME 04856
207-236-8605
207-691-4192
toll free: 800-599-8605
Sail the Maine Coast aboard Schooner Yacht HERON, a 65’ John Alden designed Classic Schooner Yacht. Experience the thrill of sailing a classic wooden schooner. HERON is fast and steady as she sails among the pristine islands of Penobscot Bay. Enjoy Maine's tastiest Lobster Roll lunch, educational Indian Island Lighthouse/Eco Wildlife tour or a relaxing Gourmet Sunset Sail. Private sails and custom charters also available. Sailing daily from Rockport Harbor. It is truly a memorable experience!

Rockland Sailing Company

83 Summer Street
Rockland, ME 04841
207-701-1622
Day sails and charters aboard the 25-foot wooden Friendship Sloop, Anna R. We sail four times daily from the Rockland Public Landing, and offer longer private charters by request. Take the wheel and help set the sails if you like or just sit back and enjoy the view. We'll cruise around Rockland's big, beautiful working harbor, where we’ll see historic schooners, fishing boats, lighthouses and wildlife such as porpoises, osprey and seals. The Anna R is perfect for couples and small groups.

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