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Address: 1 Walton Lane, Annapolis, MD 21403
Phone Number: +1 571-331-6241
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Today
8:30 am - 8:30 pm
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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.

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TripAdvisor Reviewer Highlights

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50th Birthday Celebration Sailing on the Cheasapeake!

August 28, 2015 - We had an absolutely beautiful night on the Chesapeake Bay celebrating my wife's 50th birthday with four of our closest friends. Capt. Rob and Carol were... read more

5 of 5 starsReviewed September 1, 2015
Craig M
,
Timonium, Maryland
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40 Reviews from our TripAdvisor Community

Date | Rating
  • English first
  • Any
English first
Timonium, Maryland
1 review
5 of 5 stars Reviewed September 1, 2015

August 28, 2015 - We had an absolutely beautiful night on the Chesapeake Bay celebrating my wife's 50th birthday with four of our closest friends. Capt. Rob and Carol were extremely accommodating, friendly, and very knowledgeable. Carol even took pictures which arrived through email a few days later at no charge. They allowed us to help raise the sails, steer... More 

Helpful?
Thank Craig M
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 

Helpful?
Thank Robert M
London, United Kingdom
Level Contributor
6 reviews
common_n_attraction_reviews_1bd8 3 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 

Helpful?
Thank Baedeckers
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 

Helpful?
Thank 3reynoldsgirls
1 review
common_n_attraction_reviews_1bd8 1 helpful vote
5 of 5 stars Reviewed August 20, 2015 via mobile

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!

Helpful?
1 Thank Brianna S
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.

Helpful?
3 Thank Regina V
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.

Helpful?
1 Thank NYCTravel82
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 

Helpful?
2 Thank Guille L
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 

Helpful?
Thank SeanPelletier
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 

Helpful?
1 Thank Sharath K

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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?