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Florida Overnight Sailing Charters - 2 & 3 Day Sailboat Cruise

Phone: 727.534.1438

5015 U.S. Highway 19, New Port Richey, FL 34652

Please contact Calen Yachts directly for more information and reservations.

Calen Yachts is a sister company that specializes in overnight sailing charters on a large 41 foot sailboats. Here's what they say about their overnight sailing charters:

"An overnight charter is the best way to "get your feet wet". Our overnight charters provide guests with the opportunity to sail one of our 41' Morgan Out Island Sailboats in the Gulf of Mexico directly from our docks in New Port Richey. First we will depart our dock and power through the Gulf Harbors residential community of New Port Richey. There you will be able to see a variety of houses ranging from $150K to multi-million dollar homes. After the canal we enter a short channel that will have us in the open waters of the Gulf of Mexico in virtually no time.

"We never really have a "set route" that we follow. We let the wind decide where to take us. Although our prevailing winds typically take us close to the nearby Anclote Island and its sand bar. This provides us with a nice place to take a break and enjoy the beach, especially if your goal is to get your toes in the sand. We provide an easy lunch onboard which is typically deli style sandwiches. After lunch usually the wind pushes us South, depending on wind speed, time and preference we have many islands to choose from to anchor near for the night. 

"Popular anchorages are behind Anclote Island in the leeward protected waters, behind Honeymoon Island, Caladesi Island, Clearwater Beach, Dunedin Shores and Indian Rocks Beach. After we drop anchor, your captain will begin cooking dinner on the outside grill. A typical dinner would be grilled chicken breasts, although we are welcome to accommodate different menu options."

Island Beach BBQ Party
Treat yourself to an island beach BBQ on one of our beautiful islands just of the coast of New Port Richey Florida, a short drive from Clearwater Beach. It's fun, tasty and a great optional extra. Your very own personal chef will cook your BBQ meal right in front of you on the beach.




2 Day Overnight Sailing Charters - $1195

3 Day 2 Night Multi-day Sailing Charters - $1695

Rate is for up to 4 people - 6 people maximum (extra charge per additional person)
Our charters are all private charters. We do not put groups together.


Please contact Calen Yachts directly for more information and reservations.

Phone: 727.534.1438

*Packages, Prices and Policies subject to change without notice and according to your attitude!

Rates DO NOT include gratuity for captain or crew.



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Windsong Sailing Charters is near to Clearwater & Clearwater Beach, St. Pete Beach and St. Petersburg in Tampa Bay, FL

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