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Where Are The Best Places to Go Sailing in Maine?

Sailing in Maine


In southern Maine near York, there is an abundance of boat tours, cruises, and all-around great ways to get out on the ocean. And, as a part of a quintessential Maine experience, going sailing in Maine a must. If you want to experience the Maine coast the way it’s supposed to be enjoyed, then a sailing tour is your best option. Luckily for you, there are many great options. Here, we’ll narrow down for your some of the best places to go sailing in Maine!

Best Places for Sailing in Maine

Make great memories of your quintessential Maine experience with these cruises and tours. All of these cruises and tours are located within an hour of York, ME, and Dockside Guest Quarters for your convenience!

Finestkind, Inc.

At Finestkind, Inc. in Ogunquit, you’ll embark from the scenic Perkins Cove on a traditional wooden lobstering vessel. Captain Grant Hubbard, a native, U.S. Coast Guard licensed captain, will navigate your course along the Ogunquit shore to Bald Head Cliff in York. Powered by wind and oar, this sailing adventure is sure to excite and make for special memories during your trip to Maine!

Duration: 1 3/4 hours

Departs: 11:00am, 2:00pm, 4:00pm (daily)

Adult/Child: $35

Silverlining Sailing Cruises

Glide through the water south of Ogunquit upon leaving Perkins Cove on a Silverlinings Sailing cruise. You’ll sail through the beautiful Marginal Way, past the Nubble Lighthouse in York, see local fishermen pulling in their catch, and more. You’ll have the chance to take the wheel, maybe see a Minke whale, or just kick back and relax with wine. Tours are available daily in-season as follows.

Morning Sail | 9:30-11 | $40 per person

Afternoon Cruise | 11:30-2 | $45 per person

“The 4:30” | 4:30-6 | $40 per person

Sunset Sail | Sunset | $40 per person

Sail the Gift

The 40’ sailboat, The Gift, will take you, again, from Perkins Cove in Ogunquit down the Marginal Way along Maine’s rugged coast. You’ll have the chance to see dolphins, seals, whales, cormorants, and lobstermen working their traps. They take up to 12 passengers for 1.5 hours.

1.5 Hour Trips | $35 per person

Sail Into a Wonderful Maine Experience

Here in York, ME, you’ll experience some of the best Maine has to offer. Whether you’re heading up to Ogunquit for a sailing cruise or exploring Mt. Agamenticus on a hike, you’re bound to make great memories here. Let Dockside Guest Quarters be your vacation headquarters and home away from home this vacation! Browse our beautiful rooms and view the ocean right from our property. You’ll love our comfortable quarters and welcoming amenities, too. Contact us today to book your quintessential Maine getaway!