Sarasota's #1 Sailing Charter
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U.S. Coast Guard Master Captain Tim and First Mate Jan have been sailing locally and globally together since the 1970s.
The majority of Key Sailing guests are repeat customers. Let Tim and Jan show YOU their hometown paradise!
Missionary experience on five continents includes travel by dugout canoe through various jungles and a 3,600 mile Pacific Ocean sailboat delivery.
The Key Sailing mission: Create an affordable private charter personalized for you.
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Fresh Air, Fine Chocolates, and a few hours of Peace on Earth!
TripAdvisor Travelers' Choice Award - 2020 and 2021
TripAdvisor Certificate of Excellence Hall of Fame - 2015 - 2019
SCVB: National Tourism Week - "Excellence in Guest Services"
Sarasota Chamber: International Business of the Year - 2012
Sarasota Chamber: Woman Entrepreneurial Excellence - 2010
Siesta Key Chamber: Business Person of the Year - 2009
Official Educational Vessel by Sarasota Proclamation
Our local/global 2022 vision includes a charitable donation from every cruise to:
“Sailing Hope to the Caribbean."
Key Sailing | Sarasota’s #1 Sailing Charter © 2022. All Rights Reserved.