Travel reviews by
Based on 89 traveler reviews
Finally did a Fall sail
Sep 29, 2013 by: Laurie_B_VA from Springfield, VA
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 help (or not) with the sails. You never go exactly the same route because it actually does depend on the wind. Today was our first trip in Fall, and how wonderful, the boat was not full. It was very quiet and relaxed, just the right amount of chat from the Captain (Mickey) and time for a nice glass of wine. And, aha, with today's sail we are in line for our fourth free trip and shirt!
Love this sunset cruise!
Sep 21, 2013 by: momheis from Millersburg, Pennsylvania
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 out!
Wonderful, relaxing experience
Sep 14, 2013 by: DogWorld from VA
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.
What could be better than sailing in Chesapeake Bay?!
Sep 12, 2013 by: BirdieBaker from
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 this spectacular schooner will not disappoint! You'll be shopping for sailboats next!
Sunset sail - a great experience!
Sep 11, 2013 by: Juliet A from Washington D.C.
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 funny hearing anecdotes from the captain about interacting with the cast of Wedding Crashers when they filmed using the Schooner Woodwind. With your ticket, you are entitled to a complimentary brew (including local beers) or wine. For special occasions, bubbly is available if you purchase an entire bottle. If you are bringing a little tyke along, you'll need to bring a life jacket for him/her as they are not provided by the crew. Our infant did not take very well to being constrained in the life jacket we brought along, but the crew was understanding and didn't give us a hard time when we took her out of it 10 minutes into the sail. Only negative is that a ticket was needed for our baby. I guess I thought that a 10 lb human that was held the entire time would get a free pass, much like on airplanes (children 12 and under get a discounted ticket, though, so at least it isn't full price). Overall, we had a really nice time and would definitely recommend Schooner Woodwind for anyone looking to have a memorable evening.
Read more reviews on the TripAdvisor page for this attraction.