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Classic Sail Charters

1 Walton Ln, Annapolis, MD 21403-2410
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Review Highlights
Leisure day on the Chesapeake

Captain Tony was very patient with my boys - 10 and 12. Day was not windy enough, but no fault of... read more

Review collected in partnership with this attraction

Reviewed 4 days ago
Cscredle33
Sunset cruise

This was a wonderful sailing trip. Tony was so relaxed, the perfect combination of professionalism... read more

Reviewed 1 week ago
Mazzer97
,
Alexandria, Virginia
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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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Travelers talk about
“crackers” (5 reviews)
“now fiance” (3 reviews)
“yummy snacks” (2 reviews)
Open Now
Hours
Hours Today: 8:30 AM - 8:30 PM
LOCATION
1 Walton Ln, Annapolis, MD 21403-2410
Write a ReviewReviews (76)
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"crackers"
in 5 reviews
"now fiance"
in 3 reviews
"yummy snacks"
in 2 reviews
"incredible job"
in 2 reviews
"wine beer"
in 2 reviews
"sharing stories"
in 2 reviews
"beautiful experience"
in 2 reviews
"private charter"
in 2 reviews
"great captain"
in 2 reviews
"amazing afternoon"
in 2 reviews
"naval academy"
in 2 reviews
"suzy"
in 16 reviews
"boat"
in 30 reviews
"bay"
in 15 reviews
"clay"
in 2 reviews
"crew"
in 9 reviews
"helm"
in 4 reviews
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1 - 10 of 76 reviews

Reviewed 4 days ago

Captain Tony was very patient with my boys - 10 and 12. Day was not windy enough, but no fault of the Captain. We did get some wind. Snacks were just the thing. All in all an enjoyable day.

Review collected in partnership with this attraction
Thank Cscredle33
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed 1 week ago

This was a wonderful sailing trip. Tony was so relaxed, the perfect combination of professionalism and friendliness. Boat was in great shape and snacks and drinks were excellent. We could not have had a better trip. I would recommend this company to everyone and I...More

Thank Mazzer97
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed May 14, 2018

I would highly recommend sailing with Classic Sail Charters. Captain Tony showed us around the bay and was a gracious host for our group celebrating two birthdays that weekend. We will definitely sail with him on the Licentia again.

Review collected in partnership with this attraction
Thank friendsgroup2018
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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Reviewed February 23, 2018

We enjoyed a wonderful day on the water, with just the sound of the waves and the wind. Classic Sail Charters and Capt. Tony provide a first class experience from start to finish. Though I use a cane to help with mobility, Tony's "can do"...More

1  Thank quonast
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed January 4, 2018

Tony did a great job taking us out for a fun day of sailing. Boat is nice and clean and we were all comfortable. Whether was good for sailing so that’s what we did most of the day. We did stop once to snorkel and...More

Review collected in partnership with this attraction
1  Thank marks65tbird
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed December 12, 2017

Excellent experience! the Classic Sail Charters were unique and chic. We highly recommended this cruise! We're coming back for sure next year with our friends !

Thank Tran N
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed October 28, 2017 via mobile

Captain Suzzy was great and gave us historical facts about the Naval Academy and Annapolis. She also gave us a an overview of nautical practices when sailing. Very friendly, professional and a beautiful experience. Will repeat!!!

1  Thank Tarsis R
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed October 26, 2017 via mobile

Couldn't have had a more perfect day to sail- 60 deg/partly sunny and 20 knot winds. Captain Suzie made it even better! We had a fantastic time zipping around the bay and would highly recommend Classic Sail Charters and Captain Suzie to anyone interested in...More

1  Thank JH84Del
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed October 16, 2017

We will be coming again next fall if not sooner. Captain Suzie was knowledgeable, a great teacher and a great person to be on a boat with. The boat was beautiful and so well maintained. We wish we would have booked an overnight!

Review collected in partnership with this attraction
1  Thank Nina P
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
Reviewed October 7, 2017

Top notch experience! Tony, the boat, and the Classic Sail Charters were fantastic. Highly recommended! We're coming back for sure!

Review collected in partnership with this attraction
1  Thank BobMarlton
This review is the subjective opinion of a TripAdvisor member and not of TripAdvisor LLC.
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Questions & Answers
dancer0707
June 2, 2018|
Answer
Response from Tran N | Reviewed this property |
Normally on the bay
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MorganM395
July 7, 2017|
Answer
Response from Tony I | Property representative |
During the high season (June-Aug) we limit overnight trips to weekdays, but yes, depending on the number of passengers we do offer. Please feel free to call for additional information.
1
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