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The Windjammer vacation experience

The best way to experience the Maine Coast

Wake up to the smell of coffee and freshly baked muffins. Take your time–there’s no rush to catch a train, make a meal, or plan your day. Find a quiet spot to sit and enjoy the changing light of morning or enjoy easy conversation with your shipmates and crew. After breakfast sit back and relax, or energize yourself – there are sails to be raised!  Guests are invited to help in all shipboard activities.

You’ll spend about six hours each day under sail meandering through the islands and bays of Penobscot Bay and beyond. The ever-changing scenery provides guests with close-up views of seals and porpoises, lighthouses and lobstermen, sometimes even whales and puffins. While you sail, the hours pass easily. Strike up a conversation with new shipmates and crew, take a turn steering the boat, settle in with a good book, bring along a bit of knitting or sketching, or simply stretch out on deck and watch the islands drift by.

Go ashore and explore Maine’s islands!

One of the many unique aspects of a Maine Windjammer trip is that there’s no set itinerary. Captains will decide the day’s destination based on the wind, weather and tide. But rest assured, there are myriad beautiful options.

Every afternoon or evening, your Windjammer drops anchor in a safe, snug harbor off a quiet fishing village or an uninhabited island where you can go ashore and explore. Each Windjammer has small boats to get people ashore and additional rowboats for guest use. Try your hand at rowing, paddle-boarding, or sailing a dingy.  And once anchored, the pool is open! Dive in to Maine’s crisp refreshing waters (or enjoy watching the hearty ones who do!)

That night you might cap an exhilarating day of sailing listening to live music with a glass of wine, star gazing, enjoying storytelling on deck or perhaps a rousing game of Hearts around the wood stove.  

Learn more about the harbors, islands and coastal towns in our sailing waters of Penobscot Bay and beyond in our blog.

Stay in the Know

With our monthly newsletter, you’ll receive tips and hints from folks who have sailed as well as information about the best dining and attractions the area has to offer, special packages, windjammer history, events, and more!

Monthly Newsletter Signup

Brochures

You can request a mailed or digital packet of brochures, or you can find individual ships’ brochures under each listing on the fleet page.

Request a Packet Visit the Fleet Page

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