Windsong Boat Charters of Tampa Bay - sunset cruises, snorkel trips, boat trips
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Full day sailing charter cruise in Tampa Bay Area, Florida

Florida Sailing Charter - Full-Day Sailboat Cruise

Phone: 727.859.0213        Email Us

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


First thing in the morning,  your Florida sailing charter departs from our dock in New Port Richey just north of Tampa. We motor the sailboat up the channel past beautiful waterfront homes.  Once out of the channel we hoist the sails, cut the engine and head where the wind takes us.

We can sail to our favorite snorkel spot where you can see coral, sponges and colorful fish, and perhaps even a turtle.

Afterwards we'll sail toward peaceful Anclote Key State Preserve where we can anchor (or just float) and you can enjoy a balmy swim, restful repose upon the white sand beach, search for elusive Sand Dollars, bring a picnic lunch or do nothing at all. You can get ashore the islands from the boat by dinghy**.

We will depart and continue sailing at your leisure. You decide when to leave. The cruise lasts 8 hours.

Bring your own MP3 player, all our boats are equipped with stereos.


Despite Florida's mild winter climate, the Gulf temperature drops into the lower 60's which is not conducive to swimming so we offer a couple alternatives:

  • For the hard core sailors, all day sailing, stopping only if need be for lunch.

  • Stop for lunch at the island, jump on our dinghy** and ride to the beach where you can beach comb and pick up shells.

  • Wetsuits are always an alternative if you want to snorkel!

Chances are you will see dolphins any time of the year as they do not migrate and absolutely love sailboats, generally making a bee-line straight to frolic in the bow.  It helps that we pay them to make appearances! View our gallery for more pictures of previous charters. Your Florida sailing charter will leave you with the best memories of sailing in the Gulf of Mexico.  Add a Beach BBQ for even MORE FUN in the sun!


**additional $30 charge for dinghy which includes admission fees to Anclote Key State Preserve Islands


Saling to the island on our sailboat

Sailing to the island

The island where we have our beach parties

View of the island from sailboat

Dolphins swimming in the bow of our sailboat during a charter

Actual picture taken on a charter

RATE - $495

Sailing Cruise Duration: 8 hours

Rates are for the entire boat. 6 people MAXIMUM.

No, we do not put strangers together - we do only private sailing charters.

Read testimonials from from previous charters!


Phone: 727.859.0213        Email Us

*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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