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Schooner Woodwind

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Address: 80 Compromise Street, Annapolis Marriott Waterfront Hotel, Annapolis, MD 21401
Phone Number: +1 410-263-7837
Website
Today
10:00 am - 6:30 pm
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Hours:
Sun - Sat 10:00 am - 6:30 pm
Description:

The classic, wooden 74' Schooner Woodwind sails multiple cruises daily (in...

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!

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TripAdvisor Reviewer Highlights

Read all 205 reviews
Visitor rating
  • 172
    Excellent
  • 21
    Very good
  • 5
    Average
  • 1
    Poor
  • 5
    Terrible
Awesome time on the water. Wish the sailing time was longer

I grew up on Maryland's Eastern Shore and have many memories of sailing on the Chesapeake Bay. I don't live near the bay now, so this was an opportunity to introduce my family to... read more

5 of 5 starsReviewed 5 days ago
Kirk S
,
Pennsylvania
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205 Reviews from our TripAdvisor Community

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Showing 204: English reviews
Pennsylvania
Level Contributor
63 reviews
6 attraction reviews
common_n_attraction_reviews_1bd8 13 helpful votes
5 of 5 stars Reviewed 5 days ago NEW

I grew up on Maryland's Eastern Shore and have many memories of sailing on the Chesapeake Bay. I don't live near the bay now, so this was an opportunity to introduce my family to my childhood memories. The experience was top-shelf. We had a good day with plenty of breeze and sun. The boat accommodates 45+, yet still feels small... More 

Helpful?
Thank Kirk S
Level Contributor
24 reviews
13 attraction reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed 1 week ago

There was a good breeze, bright sun and a crew that was attentive and capable. It was a two hour ride, with commentary on sights and sailing by the captain. Passengers, including kids, were offered a chance to steer the schooner. I've been out on the water for a number of sightseeing cruises and this is the only one I'd... More 

Helpful?
Thank Kenneth M
Wyomissing, Pennsylvania
Level Contributor
86 reviews
50 attraction reviews
common_n_attraction_reviews_1bd8 14 helpful votes
5 of 5 stars Reviewed 1 week ago

We took the kids, ages 11 & 14, on the Woodwind's sunset cruise to round out our day and half in Annapolis, which followed a tiring 5d/4n sightseeing trip of Washington DC, about 35 minutes away. This cruise was relaxing and fun for all of us! My fiancé was amazed that we were under sail almost the entire two hours,... More 

Helpful?
1 Thank TravelbugMelB2015
Austin, Texas
Level Contributor
65 reviews
42 attraction reviews
common_n_attraction_reviews_1bd8 5 helpful votes
3 of 5 stars Reviewed 2 weeks ago

There wasn't anything bad about this cruise. Except it wasn't scenic the short way we sailed, passengers weren't given the opportunity to take the wheel nor did the employees give us much of a explanation of the few sights we saw. The free bottle of water was cold.

Helpful?
Thank lois565
Indianapolis, Indiana
Level Contributor
92 reviews
37 attraction reviews
common_n_attraction_reviews_1bd8 59 helpful votes
5 of 5 stars Reviewed 2 weeks ago

A lovely time. It just flows with the breeze. i was even able to hoist a sail. I also steered the boat. More difficult than I would have thought! They serve everyone a complimentary drink. The captain was a pleasure. We happen to get a breezy day. So a fabulous ride. When it tips, it really tips!!! A little pricey... More 

Helpful?
Thank Dewey4321
Level Contributor
14 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed 4 weeks ago via mobile

While visiting Annapolis as sailors we wanted to get out on the water. We decided to take a cruise on the Woodwind. The wind was amazing which made for a great sail, Captain Jen was terrific she was very fun to chat with. The rest of the crew was extremely helpful and made for an enjoy cruise!!! This is a... More 

Helpful?
Thank Esherrick
Plainfield, Illinois
Level Contributor
3 reviews
5 of 5 stars Reviewed 4 weeks ago via mobile

Why didn't we do this sooner! Had an amazing sunset cruise for father's day. The crew was amazing and interacted with everyone on board. The sights were beautiful. Definitely want to do this again

Helpful?
Thank Mariotti7
Annapolis, Maryland
Level Contributor
45 reviews
10 attraction reviews
common_n_attraction_reviews_1bd8 7 helpful votes
5 of 5 stars Reviewed June 15, 2016

We tend to avoid "touristy" cliche activities, but the beauty of the Woodwind on the water drew us in. The crew was friendly, fun, and seemed to be enjoying themselves. No burn outs on the water. Of course, a sailing experience is wind dependent. We watched the forecast and picked a breezy day and were rewarded with full sails and... More 

Helpful?
Thank Christi D
Washington DC, District of Columbia
Level Contributor
80 reviews
38 attraction reviews
common_n_attraction_reviews_1bd8 17 helpful votes
5 of 5 stars Reviewed June 12, 2016 via mobile

A friend's in and it is hot so we went to Annapolis and onto the schooner woodwind. Good attentive crew. We were making 9-10 knots good time

Helpful?
Thank Stuart_in_DC
Bellevue, Washington
Level Contributor
48 reviews
19 attraction reviews
common_n_attraction_reviews_1bd8 9 helpful votes
5 of 5 stars Reviewed June 2, 2016 via mobile

Had THE best time! Crew was working hard but really fun to be around! Everyone one the boat had a great time! Couldn't be happier to have chosen to have my daughters grad party on the boat.

Helpful?
Thank JoSteere

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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?