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Sailing Winsome Charters

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Open Now: 07:00 - 22:00
Open today: 07:00 - 22:00

Sailing Winsome Charters
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1 May 2017
“Sunset sailing”
23 Jul 2016
“Sailing away with my heart. ”
Winsome, a classic 36.5 foot Pearson Sloop, is available for full-day or half-day sailing charters on the scenic Intracoastal Waterway (Halifax River in the Daytona area), or the Atlantic ocean through Ponce Inlet. Evening sunset-cruise charters...more
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Hours Today: 07:00 - 22:00
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501 S. Beach St, Daytona Beach, FL 32114
+1 904-631-7074
Most Helpful Review
Reviewed 22 May 2016

From the moment I met Captain Rick and went aboard his beautiful sailboat, Winsome, I knew I was going to be okay despite what I had come there to do that day . . . . to scatter my dear brother's ashes. But, it actually...More

11  Thank jackiecandler3
Reviews (25)
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1 - 10 of 25 reviews
Reviewed 1 May 2017

We are wanting to learn to sail to hopefully charter and or own our own sailboat some day in the future and Captain Rick was very informative in all aspects from what type of sailboat to purchase to how to sail one. Going through the...More

1  Thank cwhite279
P365Sailor, Owner at Sailing Winsome Charters, responded to this reviewResponded 2 May 2017

Sincerely appreciate your comments. Look forward to being of assistance on the future!!!!

Reviewed 23 July 2016 via mobile

This is just a guy who is retired and taking people out on his sailboat for fun. It wasn't super windy when we went and we didn't see any dolphins unfortunately but we still had tons of fun. He has great stories if you just...More

8  Thank KayDawn97
Reviewed 14 July 2016 via mobile

We had a great experience. It was relaxing and beautiful and Captain was very friendly. It was great to be out on the water, see a few dolphins and just enjoy the sounds of the sea.

1  Thank travelingparty5
Reviewed 22 May 2016

From the moment I met Captain Rick and went aboard his beautiful sailboat, Winsome, I knew I was going to be okay despite what I had come there to do that day . . . . to scatter my dear brother's ashes. But, it actually...More

11  Thank jackiecandler3
Reviewed 4 May 2016 via mobile

Rick responded to my call immediately and started to help me plan an appropriate cruise to celebrate a death in our family. He was flexible with our schedule and made special arrangements to meet our needs. He even brought flowers for us to drop in...More

Thank Eva S
Reviewed 23 April 2016 via mobile

Have to agree with all the other reviews! Captain Rick is amazing. He brought us out for a Sunset Cruise on the inter-coastal in Daytona Beach down to Ponces Inlet. It was a wonderful experience. We had our teenage daughter and her bestfriend with us...More

2  Thank CMminera
Reviewed 10 August 2015

Wow, my husband and I can't say enough about what a great Captain and teacher Captain Rick was for us this past weekend. We are wanting to learn how to sail and his easy demeanor and plethora of knowledge was all we could have asked...More

1  Thank Lostlo45
Reviewed 5 May 2015

If you are looking for an unforgettable experience, just trust me and book it! From my first phone call to check on availability, a very last minute idea (full moon fever!), Rick made me and my family feel welcome and at ease with our customized...More

3  Thank Jillda50
Reviewed 14 January 2015

Rick was a great teacher. He was patient and very good at explaining the concepts. We had a great time and will do it again next time we are in the area.

1  Thank allergicToDairy
Reviewed 28 November 2014

This was the most magical travel experience I have had. Our family chartered a half-day trip, and had a hard time coming in after 8 hours. Our boys (19, 16, 10) all thoroughly enjoyed themselves. Captain Rick was a fantastic teacher and accommodating beyond measure.

2  Thank Keri_Rae
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Questions & Answers
Ask a question
Eryn P
10 October 2015|
AnswerShow all 2 answers
Response from P365Sailor | Property representative |
Hi! Just call when you are here. 9046317074. I will also be glad to give suggestions on best restaurants, etc. Look forward to being of assistance. Rick Hendricks
Eryn P
10 October 2015|
AnswerShow all 3 answers
Response from P365Sailor | Property representative |
Sure, you can team up! Price of evening sails us same as day...$70 per hour. And, if you want to stop at a neat restaurant down by the inlet, I do not charge for time spent while docked and you are dining.