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Address: Harbor Park, Rockland, ME 04841
Phone Number:
+1 207-664-9160

The Rockland Sailing Company offers day sails and charters aboard the...

The Rockland Sailing Company offers day sails and charters aboard the Friendship Sloop Anna R. We sail four times daily from the Rockland Public Landing, and offer longer custom charters by request. Our regular day sails are two hours in length, You can take the wheel and help set the sails if you like, or you can just sit back and enjoy the view. Upon request and with advance reservation, we will guarantee that your party will have the Anna R all to yourselves, making this a truly unique opportunity to see Maine’s beautiful coast under sail.

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Sailing on the AnnaR

We had the privilege of a sunset sail aboard the AnnaR. The Captain, Aaron, was most knowledgeable and experienced sailor. It was a glorious evening and we were advised of the... read more

Reviewed 29 August 2016
Cranston, Rhode Island
via mobile
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9 Reviews from our TripAdvisor Community

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Showing 8: English reviews
Cranston, Rhode Island
1 review
Reviewed 29 August 2016 via mobile

We had the privilege of a sunset sail aboard the AnnaR. The Captain, Aaron, was most knowledgeable and experienced sailor. It was a glorious evening and we were advised of the fauna that we were seeing on the water as well as the landmarks. We could participate if we chose to with the sails. We decided to just enjoy the... More 

Thank lindaghughes
Frederick, Maryland
Level Contributor
52 reviews
8 attraction reviews
common_n_attraction_reviews_1bd8 6 helpful votes
Reviewed 30 July 2016 via mobile

I love sailing. Every vacation I try to take a boat excursion. We had a private sail. Just me my mother and sister. It was delightful. We were able to see the tall ships under sail from the water. The captain was polite and friendly. I would recommend this experience.

Thank Stephanie W
Wallingford, PA
Level Contributor
13 reviews
5 attraction reviews
common_n_attraction_reviews_1bd8 10 helpful votes
Reviewed 27 July 2016 via mobile

Spent a couple hours this morning sailing on the Anna R with Captain Aaron. What fun! Our only regret is we should have booked 3 or 4 hours to sail further out. There is nothing like getting out on the water. It was just my husband and I, but you can have up to 6 on a private charter with... More 

Thank Mary H
Boston, Massachusetts
Level Contributor
13 reviews
3 attraction reviews
common_n_attraction_reviews_1bd8 37 helpful votes
Reviewed 12 December 2014

We enjoyed going out on the Anna R and seeing the Rockland Harbor, lighthouse and other sights. We wanted to be on a real sail boat and wanted a private excursion and this worked out perfectly for us. The boat was just the right size to accommodate 2 to 4 passengers (in addition to the captain) quite comfortably and get... More 

Thank MJP76
Philadelphia, Pennsylvania, United States
1 review
common_n_attraction_reviews_1bd8 3 helpful votes
Reviewed 30 August 2012

Recently had the pleasure of sailing on the Anna R. with the lovely captain Sarah! We had the ship all to ourselves as Sarah mentioned that she prefers not to mix with other parties. This I really appreciated as we felt like we had our own private yacht! Sarah is an experienced sailor and expertly managed the boat independently, which... More 

3 Thank Lori D
Rockland, Maine
Level Contributor
4 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
Reviewed 26 August 2012

My friend and I thoroughly enjoyed every minute of our two-hour tour around Penobscot Bay with captain Sara McLean Andrson. The boat is so adorable and very well maintained. I think this sailing is very reasonably priced. Would use this company again.

1 Thank Masseca
Boston, Massachusetts
1 review
common_n_attraction_reviews_1bd8 2 helpful votes
Reviewed 24 August 2012

My sail with Captain Sara and her husband Josh was amazing! Rockland harbor is huge, and every tack held new sights. Anna R is a beautiful vessel, and I felt lucky to be sailing on such a historically significant vessel with wonderful hosts. This experience must not be missed!

2 Thank Benjamin L L
Murfreesboro, Tennessee
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 5 helpful votes
Reviewed 18 August 2012

Even just 2 hours on the water with Rockland Sailing Co. - Friendship Sloop Anna R. helped me relax and recharge. What a great sail! Beautiful day and gorgeous sloop! Will see you again.

2 Thank Pam S

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Typical questions asked:
  • Will you pick up and drop off at my hotel?
  • I have a family of 7. Can your tour accommodate all of us together?
  • How should I dress for this tour?