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“Awesome way to view the Chesapeake!” 4 of 5 stars
Review of Schooner Woodwind

Schooner Woodwind
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Schooner Woodwind
80 Compromise St., Annapolis, MD 21403   |  
Hotel amenities
Baltimore, Maryland
Senior Contributor
33 reviews 33 reviews
17 hotel reviews
Reviews in 21 cities Reviews in 21 cities
14 helpful votes 14 helpful votes
“Awesome way to view the Chesapeake!”
4 of 5 stars Reviewed August 19, 2013

First time to Annapolis & this was our main event for the day. It was a beautiful day & the sail was relaxing. I thought you definitely got your monies worth. You basically go out past the bay bridge & back. The whole crew was very nice & informative.

I wish you could move around the boat a little bit, but that wouldn't stop me from recommending this.

  • Stayed July 2013, traveled as a couple
    • 4 of 5 stars Value
    • 4 of 5 stars Service
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This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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Rating summary
  • Location
    5 of 5 stars
  • Rooms
    1 of 5 stars
  • Service
    4 of 5 stars
  • Value
    4 of 5 stars
  • Cleanliness
    3 of 5 stars
Date | Rating
  • English first
  • Any
English first
New Jersey
Senior Reviewer
10 reviews 10 reviews
3 hotel reviews
Reviews in 4 cities Reviews in 4 cities
2 helpful votes 2 helpful votes
4 of 5 stars Reviewed July 30, 2013

This was a fun 2 hours. Wednesday night is race night. There are two Schooner Woodwinds, and for the first part of the trip, they race each other. We had to shift from one side of the boat to the other when the captain indicated to try to increase our speed. It was neat to see how they work together when the captain call out commands to his crew to adjust the sails. It seems a lot goes into to sailing one of these vessels. The captain allowed passengers to help raise the sails and steer the helm. We sailed past the naval academy and under the Bay Bridge. We sailed by beautiful mansions on the Severn River. The captain answered questions from the passengers. We saw the beautiful sunset. They serve free water or soda. You can but alcoholic drinks. I had a great time. At first, I felt a little squished in on the boat, but once we got out of the harbor and were allowed to get up and move around a little, I was fine. I would definitely recommend.

  • Stayed July 2013, traveled with family
    • 4 of 5 stars Value
    • 4 of 5 stars Service
Was this review helpful? Yes 1
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Central New Jersey
Senior Contributor
42 reviews 42 reviews
9 hotel reviews
Reviews in 31 cities Reviews in 31 cities
29 helpful votes 29 helpful votes
4 of 5 stars Reviewed June 25, 2009

We received a night on the Schooner Woodwind as a gift. It proved to be an unforgettable experience. There is a late afternoon/evening cruise, and it was beautiful. The staff made the cruise a memorable experience. The captain allowed several people to take the helm, which was quite a thrill. After the cruise we put in at Annapolis and went ashore for a nice dinner. When we returned we went to our quarters. The accommodations are tight, and the hygiene facilities small. You expect this from the type of vessel you're on, but it isn't for everyone. We were fortunate to be sharing the experience with a couple we know, and had a great time. If you can arrange to share the fun with three couples you know, it will greatly enhance your trip.
Captain John served a tasty breakfast in the morning, and then we went ashore.
For a wonderful adventure this was unforgettable. The sleeping and sanitary facilities may not be everyone's taste.

  • Stayed June 2009, traveled as a couple
    • 4 of 5 stars Value
    • 5 of 5 stars Location
    • 1 of 5 stars Rooms
    • 3 of 5 stars Cleanliness
    • 4 of 5 stars Service
Was this review helpful? Yes 2
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Woodwind, Sales Manager at Schooner Woodwind, responded to this review, June 26, 2009
Thank you for taking the time to review your Boat & Breakfast stay aboard the Schooner Woodwind. We are glad that you had a good time aboard. We appreciate your feedback as we strive to provide a fun atmosphere and meet or exceed the expectations of all of our guests. We hope to have the opportunity to welcome you aboard again!
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This response is the subjective opinion of the management representative and not of TripAdvisor LLC.

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Additional Information about Schooner Woodwind

Address: 80 Compromise St., Annapolis, MD 21403
Location: United States > Maryland > Annapolis
Hotel Style:
Ranked #2 of 2 Specialty lodging in Annapolis

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