We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.
Improve this listing
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
There are no pins in your viewport. Try moving the map or changing your filters.
Sponsored by:
Get directions
Address: 1 Walton Lane, Annapolis, MD 21403
Phone Number: +1 571-331-6241
Website
Improve this listing
Today
8:30 am - 8:30 pm
Open now
See all hours
Hours:
Sun - Sat 8:30 am - 8:30 pm
Description: Enjoy your private sail charter with captain (up to 6 people) for a half...
Enjoy your private sail charter with captain (up to 6 people) for a half day, full day, or sunset cruise in the Chesapeake Bay. Sail under the Bay Bridge, tour the light houses, or sip wine with a special someone as the sun sets over Annapolis.
read more

TripAdvisor Reviewer Highlights

Read all 39 reviews
Visitor rating
  • 39
    Excellent
  • 0
    Very good
  • 0
    Average
  • 0
    Poor
  • 0
    Terrible
Fantsatic Day on The Bay

We visited DC in August 2015 from London and wanted a day on Chesapeake Bay. Tony and Suzy were fantastic and showed the four of us (all non-sailors) how to sail. They were very... read more

5 of 5 starsReviewed August 24, 2015
Robert M
,
London, United Kingdom
Add Photo Write a Review

39 Reviews from our TripAdvisor Community

Rate and write a review
Roll over, then click to rate
  Click to rate
Date | Rating
  • English first
  • Any
English first
London, United Kingdom
2 reviews
5 of 5 stars Reviewed August 24, 2015

We visited DC in August 2015 from London and wanted a day on Chesapeake Bay. Tony and Suzy were fantastic and showed the four of us (all non-sailors) how to sail. They were very attentive and looked after us extremely well - even down to demonstrating how to get the best out of a crab at a local crab shack... More 

Was this review helpful? Yes
London, United Kingdom
Level Contributor
5 reviews
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed August 24, 2015

We went out for a full day with our two teenage boys. It was quite simply one of the best things we have ever done on holiday. We were staying in Washington in August and it was lovely to be able to break up the trip by spending a day on the water. Tony and Suzy are wonderful hosts,really relaxed... More 

Was this review helpful? Yes
Alexandria, Virginia
1 review
5 of 5 stars Reviewed August 20, 2015

I was looking for a unique experience to celebrate my daughter's 17th Birthday for her and several friends August 16, 2015 I saw Class Sail Charters website and sent an email which was promptly returned with a phone call. Suzy was a pleasure to work with and extremely accommodating in helping plan the perfect 3 hour sail. We arrived and... More 

Was this review helpful? Yes
1 review
5 of 5 stars Reviewed August 20, 2015

This was absolutely amazing! We rented the boat when my in-laws came to visit and couldn't have asked for a better experience. Suzy was great. I highly recommend-worth every penny!

Was this review helpful? Yes
East Pittsburgh, Pennsylvania
1 review
common_n_attraction_reviews_1bd8 3 helpful votes
5 of 5 stars Reviewed July 12, 2015

We sailed with Suzy and Miguel on July 10th. What a wonderful trip! The weather was perfect... we were under sail the entire time. Suzy and Miguel are seasoned, knowledgeable sailors, and wonderful hosts.... a perfect combination! We have sailed in other cities, and this by far was one of the best.

Was this review helpful? Yes 3
New York City, New York
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 4 helpful votes
5 of 5 stars Reviewed July 6, 2015

This is a perfect way to see Annapolis on the Chesapeake. Suzy and the crew were so lovely and accommodating, and the 42' schooner was gorgeous.

Was this review helpful? Yes 1
1 review
common_n_attraction_reviews_1bd8 2 helpful votes
5 of 5 stars Reviewed July 2, 2015

I am so thankful to Captain Suzy for making this a fabulous experience. My husband loved his birthday gift! The entire experience from the reservation to changing dates due to weather, and sailing was FANTASTIC! Also, my in laws joined us from Spain, so it was GREAT to have Captain Suzy to communicate with them in Spanish. We had an... More 

Was this review helpful? Yes 2
Frederick, Maryland
1 review
5 of 5 stars Reviewed June 23, 2015

I couldn't have dreamed a better experience. From the beginning, I felt 100% comfortable with Captain Suzy. She had beer, wine, and snacks available for us as soon as we came aboard. Capt. Suzy did a great job giving my (spoiler alert) fiancé and I privacy on the front of her beautiful boat (except to refill our drinks). When the... More 

Was this review helpful? Yes
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed June 2, 2015

I chose Classic Sail Charters for my silver jubilee wedding anniversary and captain Suzy and Tony made it a wonderful morning sail that lasted for hours. We did not even realize that it was noon when we got back to shore. Captain Suzy and Tony are exceptional with abundance of knowledge about sailing. The boat was absolutely amazing, clean, spacious... More 

Was this review helpful? Yes 1
Level Contributor
3 reviews
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed May 28, 2015

Took my fiance out on her first sailboat and we had a wonderful time. The crew was very knowledgeable, friendly and helpful. We took the sunset tour, and it was very pleasant. Would recommend to anyone looking to spend time together or even for a family outing.

Was this review helpful? Yes

Travelers who viewed Classic Sail Charters also viewed

 

Been to Classic Sail Charters? Share your experiences!

Write a Review Add Photos & Videos

Is This Your TripAdvisor Listing?

Own or manage this property? Claim your listing for free to respond to reviews, update your profile and much more.

Claim Your Listing

Questions & Answers

Here's what previous visitors have asked, with answers from representatives of Classic Sail Charters and other visitors
1 question
Ask a question

See all questions (1)

Questions? Get answers from Classic Sail Charters staff and past visitors.
Posting guidelines
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?