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Schooner Woodwind

80 Compromise Street, Annapolis Marriott Waterfront Hotel, Annapolis, MD 21401
410-263-7837
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Ranked #1 of 25 activities in Annapolis
Certificate of Excellence 2013
Type: Tours
Owner description: The classic, wooden 74' Schooner Woodwind sails multiple cruises daily (in season) for public and private charters. Up to 48 passengers on each of our... more » Owner description: The classic, wooden 74' Schooner Woodwind sails multiple cruises daily (in season) for public and private charters. Up to 48 passengers on each of our twin schooners. Whether a couple, family, party or corporate, we can accommodate you. We also have a Boat & Breakfast available (in season) on Saturdays. Come Sail Away! « less
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90 reviews from our community

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Date | Rating
  • English first
  • Any
English first
Top Contributor
70 reviews 70 reviews
31 attraction reviews
16 helpful votes 16 helpful votes
5 of 5 stars Reviewed January 19, 2014

What more can you ask for? Only word of warning- we were in Annapolis on a weekday in July, and the parking was super-tight. Allow plenty of time to get from your car to the dock for sailing. Really enjoyed this short time on the bay.

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Springfield, VA
Top Contributor
95 reviews 95 reviews
49 attraction reviews
61 helpful votes 61 helpful votes
4 of 5 stars Reviewed September 29, 2013

We have been sailing on the Woodwind for 6 years now, and usually in the height of summer. Since we go more than once per year, yes, we love it. We love the serenity of being on the bay under sails--not like other harbor tours where you are on a motorized pub. The crew are always great and you can... More

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Millersburg, Pennsylvania
Senior Contributor
38 reviews 38 reviews
11 attraction reviews
13 helpful votes 13 helpful votes
5 of 5 stars Reviewed September 21, 2013 via mobile

Every year we travel to Annapolis and take the schooner woodwind sunset cruise. The staff and captains are great. They ask for help to put the sails up and even let you take a turn sailing the boat. Drinks are served on the boat. We make this trip every year. After 5 sailings, you get a free sail. Check it... More

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VA
Top Contributor
74 reviews 74 reviews
31 attraction reviews
26 helpful votes 26 helpful votes
5 of 5 stars Reviewed September 14, 2013

The schooner is fast, sleek and clean. The crew is attentive and fun. It was fun to help raise the sails and steer the boat. The bay is beautiful and the two hour cruise is perfect. Definitely recommend it.

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Vancouver, Washington
Senior Contributor
36 reviews 36 reviews
7 attraction reviews
14 helpful votes 14 helpful votes
5 of 5 stars Reviewed September 12, 2013

If you want to have a truly remarkable experience when visiting Annapolis, take a 2 hour sail on this beautiful boat! Our skipper, Mike, was interesting and fun as was his crew. You can help hoist the sails and steer the boat if you'd like. Annapolis is beautiful from the water, and the thrill of racing through the water on... More

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Washington D.C.
Top Contributor
60 reviews 60 reviews
17 attraction reviews
37 helpful votes 37 helpful votes
5 of 5 stars Reviewed September 11, 2013

My husband took me (plus our 2 month old) for a sunset sail for my birthday last month. It certainly didn't hurt that the weather and wind were absolutely perfect for this excursion! We had a really great time and loved the view, the relative ease of the whole process, and the friendly and chatty crew. It was also really... More

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Portland, Oregon
Senior Reviewer
7 reviews 7 reviews
27 helpful votes 27 helpful votes
3 of 5 stars Reviewed September 10, 2013

We took the Monday sunset cruise that was promoted as a history theme tour. The history portion was an extremely brief offering of miscellaneous facts in no particular order. And some of the information was not accurate. So much for the history part. Unfortunately Mother Nature provided little wind so the sailing portion consisted of floating out to the middle... More

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South Hills, Pennsylvania
Senior Contributor
21 reviews 21 reviews
12 attraction reviews
6 helpful votes 6 helpful votes
5 of 5 stars Reviewed September 5, 2013

My husband and I had a wonderful time on the Schooner Woodwind. Weather was beautiful, winds were brisk, and a few white caps on the water made for an interesting trip. There couldn't be a more beautiful sight as seeing the wind in the sails of this schooner!! It had 2 "heads" but I need to emphasize, no handicap friendly... More

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New York City, New York
Senior Reviewer
7 reviews 7 reviews
3 attraction reviews
5 helpful votes 5 helpful votes
5 of 5 stars Reviewed September 5, 2013

We would recommend this sail to anyone visiting Annapolis. The schooner is beautiful and the sailing experience was really relaxing and fun. We were lucky to have exceptionally beautiful weather when we visited so we enjoyed sailing on 2 different days. The crews were skillful and knowledgable and it was a really memorable way to spend a couple hours while... More

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Northwest Arkansas
Senior Contributor
34 reviews 34 reviews
15 attraction reviews
4 helpful votes 4 helpful votes
5 of 5 stars Reviewed September 4, 2013

This sunset sail with a local musician was an amazing experience. The sail was approximately two hours. The musician was very nice addition. They have a cash bar and complimentary snack and soft drink during the sail. The crew were entertaining and very attentive. I highly recommend this experience.

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