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.

Classic Sail Charters

1 Walton Ln, Annapolis, MD 21403-2410
+1 571-331-6241
Call
Website
Save
Review Highlights
Family vacation in the keys

Tony did a great job taking us out for a fun day of sailing. Boat is nice and clean and we were all... read more

Review collected in partnership with this attraction

Reviewed 4 January 2018
marks65tbird
Unique experience

Excellent experience! the Classic Sail Charters were unique and chic. We highly recommended this... read more

Reviewed 13 December 2017
Tran N
,
Hai Phong, Vietnam
Read all 72 reviews
Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Overview
More
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.
  • Excellent100%
  • Very good0%
  • Average0%
  • Poor0%
  • Terrible0%
Travellers talk about
“crackers” (5 reviews)
“now fiance” (3 reviews)
“yummy snacks” (2 reviews)
Open Now
All hours
Hours Today: 08:30 - 20:30
LOCATION
1 Walton Ln, Annapolis, MD 21403-2410
CONTACT
Website
+1 571-331-6241
Write a ReviewReviews (72)
Traveller rating
Traveller type
Time of year
Language

1 - 10 of 72 reviews

Reviewed 4 January 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
Reviewed 13 December 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
Reviewed 28 October 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
Reviewed 26 October 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
Reviewed 16 October 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
Reviewed 7 October 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
Reviewed 7 October 2017

We did this as a last minute afternoon getaway and it was a great day. Captain Tony was fantastic, we had a wonderful experience, cannot say enough good things about it. Will do it again.

Review collected in partnership with this attraction
Thank jpearls
Reviewed 2 October 2017

We booked a private sail for a birthday and had a spectacular time. The captain was super friendly and knowledgeable and created the perfect sailing experience. We did some maneuvers, we had some plain chill time to sit on the bow! They provided yummy snacks...More

Review collected in partnership with this attraction
Thank vertrude
Reviewed 26 September 2017

The time we spent on the Licentia was very enjoyable by all three of us. The winds were light but cap. Sam still put the sails out and tried his best to give us the sensation of freedom only sailing can give. One of our...More

Review collected in partnership with this attraction
Thank Edward P
Reviewed 26 September 2017

We had a great time on our morning cruise in July. Captain Tony was very nice and hospitable - the boat was roomy and he provided nice drinks and snacks for our family. It was very easy to book and we had a fun time...More

Thank jackk8888
PreviousNext
1234568
Nearby
Nearby HotelsSee all 21 hotels in Annapolis
Annapolis Waterfront Hotel, Autograph Collection
414 reviews
.51 km away
Historic Inns of Annapolis
1,184 reviews
.85 km away
Loews Annapolis Hotel
1,307 reviews
1.11 km away
Westin Annapolis
883 reviews
1.48 km away
Nearby Restaurants
Vin 909 Winecafe
596 reviews
.55 km away
Boatyard Bar & Grill
1,308 reviews
.50 km away
Carrol's Creek
1,155 reviews
.38 km away
O'Leary's Seafood Restaurant
337 reviews
.56 km away
Nearby Attractions
Annapolis Historic District
1,025 reviews
.64 km away
Ego Alley
304 reviews
.63 km away
St. Mary's Church
75 reviews
.39 km away
Chesapeake Bay Bridge
19 reviews
.34 km away
Ask a question
Questions & Answers
MorganM395
8 July 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.
0
Votes
Cdimuzio
23 August 2015|
Answer
Response from Cdimuzio |
Hello We have 8 women, would you be able to accommodate us.
0
Votes