Chesapeake Windsail Cruises Corporation

Chesapeake Windsail Cruises Corporation

Chesapeake Windsail Cruises Corporation
5
Tuesday
9:00 AM - 6:00 PM
Wednesday
9:00 AM - 6:00 PM
Thursday
9:00 AM - 6:00 PM
Friday
9:00 AM - 6:00 PM
Saturday
9:00 AM - 6:00 PM
Sunday
9:00 AM - 6:00 PM
About
Chesapeake Windsail Cruises is a beautiful way to enjoy all the splendors of the waters of the Chesapeake Bay, the Cliffs of Calvert or the beautiful environment of the region, all during a wonderful 2 ½ hour cruise on the Chesapeake Bay. . Chesapeake Windsail Cruises sails out of the beautiful Chesapeake Beach Resort & Spa located in the bay-side town of Chesapeake Beach, Maryland.
Chesapeake Beach, Maryland
Tours and Tickets by Chesapeake Windsail Cruises Corporation
Travelers talk about
(3 reviews)
(7 reviews)
(5 reviews)
Detailed Reviews: Reviews order informed by descriptiveness of user-identified themes such as cleanliness, atmosphere, general tips and location information.
Popular mentions

5.0
51 reviews
Excellent
46
Very good
2
Average
1
Poor
0
Terrible
2

Kevin D
Easton, MD11 contributions
Jul 2018 • Couples
Spent a very enjoyable evening on the bay watching the sunset over the twin beaches. Although Chesapeake Beach has a number of fishing charters, I believe this is the first sailing charter available. Beautiful and comfortable boat, with a very engaging crew. Highly recommend
Written July 9, 2018
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you for the recommendation! We enjoyed having your aboard.
Written July 10, 2018
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

123Well-traveled1234
Silver Spring, MD30 contributions
Oct 2019
This is a small sailing boat which is nice. The captain and crew were very friendly,
informative and helpful. You could choose to stay in a somewhat enclosed area
away from the boom or you could put on a lifejacket and sit in the front or back
and catch the breeze. Given that we went at noon, the snacks could have been
a bit more healthy.
Written October 6, 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thanks 123Well-traveled1234 for your review and feedback. We are very appreciative that you were at ease with the intimacy size of the number of passengers that we can accommodate on our sailing cruises. People seem to like the fact that we only carry six passengers for each cruise. We enjoyed having you sail with us and look forward to having you back next year. We will look at how we can improve on the complimentary snacks that we provided. See you on the Bay!
Written October 9, 2019
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Gerard B
1 contribution
Jul 2019 • Friends
I really enjoyed myself. The crew and 3 other guests kept things interesting and fun. I learned the basics about sailing. Steering it was also fun.
Written July 29, 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Nate P
Gerard B, thank you for your review. We are delighted that you enjoyed you cruise and the other guests aboard! The basics that you learned while sailing on your cruise will hopefully benefit you when you return. Thank you for sailing with us. Hope to see you again.
Written July 30, 2019
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

CherylMW4
Pittsburgh, PA6 contributions
Jun 2019 • Couples
We booked a Sunday afternoon sail with Nate. He was very friendly on the phone & during the sail. However, we were NOT told that the main sail was nonexistent! So, we didn’t “sail”, we floated. Also, we understand being cautious, but we had to (1) sign a waiver (2) wear very uncomfortable life jackets to sit out on the boat (instead of uncover with other guests just talking with crew) (3) had to have an ‘escort’ out on the boat! Good grief- the boat was barely moving & we’re grown adults (& good swimmers). We could have tolerated being treated like helpless children IF we were actually sailing. Such an expensive disappointment.
Written June 5, 2019
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thanks CherylMW4 for your review and feedback. I am sorry that your sailing experience with us was disappointing to you. We greatly appreciated your input as well as input from all of our passengers. Your input is important and it will receive top priority as we address any positive or negative sailing experiences. On your cruise as well as many cruises this year and last year, we have sailed without the mainsail. Had we sailed the main, it would have not made much difference, because we had very little wind and our boat speed was less than 2 knots. We ask all of our passengers to sign a waiver so that they would understand the inherent dangers of sailing. The US Coast Guard advises that everyone should wear a life jacket when on the water. According to a Coast Guard publication… "One-half of all recreational boating fatalities happen in calm water. These fatalities occur close to shore and are caused by drowning. Also, in most cases, life jackets are stowed on board, but not worn. And all are unexpected. The U.S. Coast Guard recommends that you wear — not just carry — a life jacket while boating." However, our policy is that if you leave the cockpit to go onto the deck, you MUST wear a life jacket. Children under 12 must wear a life jacket AT ALL TIMES. I am very sorry that the life jackets were uncomfortable, but our U.S. Coast Guard Approved Type 1 Offshore life jackets, are designed so that in the event of a passenger going overboard, conscious or unconscious, the life jackets will turn you face up to increase your chance of survival. In the unfortunate event of a person going over board, the first mate is the spotter to identify the location of the person and to make the captain aware that the Man Over Board (MOB) maneuver is in effect. This is why a first mate is on the deck with you regardless of the wind speed. Our mission is that our passengers’ safety will always come first as we provided them with a unique, wonderful and memorable sailing experience on the bay. Thank you once again for your review and input. We hope that in the future, we will have a chance to share with you why so many of our passengers love sailing on the Chesapeake Bay. When you come back, please bring some wind with you! (smile). Hope to see you on the bay.
Written June 6, 2019
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Monique A
Upper Marlboro, MD1 contribution
Aug 2018 • Couples
We had a great time on the 3PM cruise with Nate and Captain Dave. They were very informative and lots of fun. You can bring your own food and drinks. We can't wait to do it again.
Written August 13, 2018
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thanks Ms. Monique, We loved having you aboard! Next time, when you bring your in-laws, you may want to bring a case of wine!
Written August 17, 2018
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Sherri0926
Mohnton, PA6 contributions
Aug 2018 • Couples
This was a wonderful addition to our relaxing last-minute get away. We were kid-free, the weather was gorgeous, and the charter ended up being a private sunset cruise. All of that helped, but the staff and owner were very pleasant and the boat was in great condition!! Highly recommend!
Written August 5, 2018
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you for allowing us to provide you with an addition to your last-minute get away! The photos are beautiful, thank you for sharing them with us. Hope to see you again soon.
Written August 17, 2018
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Vic52kie
Ijamsville, MD2 contributions
Aug 2018 • Family
Took my Dad for a birthday celebration. Crew was incredible, knowledgeable, fun but professional. Such an enjoyable trip, could have stayed out all day ! Next time might just book that trip! Recommend this business to anyone. Really wonderful!
Written August 5, 2018
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thank you for the recommendation! And thank you for allowing us the opportunity to share in the celebration of your father's birthday! Hope to see you next year.
Written August 17, 2018
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

johnkD467PG
Vermilion24 contributions
Jul 2018 • Couples
Great boat. great Captain (Chris), very informative, worth every penny. Will be back next year. Great first mate. (Nate) who happened to be the owner of the company. Bring a bottle of wine and enjoy the ride!!
Written July 27, 2018
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.
Thanks John! We enjoyed having you aboard.
Written July 28, 2018
This response is the subjective opinion of the management representative and not of Tripadvisor LLC.

Suzie H
1 contribution
Aug 2023 • Family
The captain and first mate were so nice and shared some great stories. They made sure to keep checking on my seasick son and went out of their way to help make him as comfortable as possible. We enjoyed the beautiful breeze and would recommend it!
Written August 27, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

ima2thbrushr
Oakton, Virginia2 contributions
Very nice walk with great information about the area. Jana was knowledgeable and was very familiar with the walk. Nice day.
Written August 13, 2023
This review is the subjective opinion of a Tripadvisor member and not of Tripadvisor LLC. Tripadvisor performs checks on reviews as part of our industry-leading trust & safety standards. Read our transparency report to learn more.

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Chesapeake Windsail Cruises Corporation - All You Need to Know BEFORE You Go (with Photos)