Private Sailing Yacht Charters With U.S. Coast Guard Master Captain Tim and Jan (Hamel) Solomon.
Sailing locally and globally together since the 70's!
- Established 1996. Local and Global Sailors Tim and Jan took the helm in 2007
- Sarasota County's longest-running sailing charter, and the second oldest in Florida
- As seen twice in Southern Living Magazine
Morning, afternoon and sunset cruises


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!
Global relief experience in almost 40 countries 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.

Fresh Air, Fine Chocolates, and a few hours of Peace on Earth!








$200 per hour with NO DEPOSIT covers everything but voluntary gratuity for the whole yacht. (Our 3 hour experience is the most popular.)
Come as a couple or bring up to six guests for that price.
NOT a per person ticket. NOT a crowded party boat.
Private Yacht Charters Personalized for Your Needs.
More than 6 guests? Extras welcome with a maximum total of 12 for an additional flat rate of $80 apiece
Gift Certificates
Purchase a gift certificate now: $200 per hour for up to six guests with captain - Certificates are typically $400 for two hours, $500 for 2 1/2 hours or $600 for 3 hrs. Recipients may text or call Jan at 9413467245 to schedule their dolphin (daytime) or sunset sail.
Award Winning
- TripAdvisor Travelers' Choice Award for Top 10% of All Attractions on Earth - Every year since 2007
- TripAdvisor Certificate of Excellence Hall of Fame - Every year since 2007
- 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
- Siesta Key Chamber of Commerce Small Buiness of the Year - 2022
- Official Educational Vessel by Sarasota Proclamation





