Windsong Boat Charters of Tampa Bay - sunset cruises, snorkel trips, boat trips
Home Page - Windsong Sailing Charters of Tampa Bay, FL Sailing Lessons in Tampa, Florida - learn to sail! Picture galleries from our Sailing Charterers, Sunset Cruises and Beach Weddings All about the sailboats and crew at Windsong Sailing Charters Rates and packages for our sailing charters, sunset cruises and boat trips Make a reservation for your sailing charter or boat trip in Tampa.

Things to do in Orlando - Attractions near Orlando

Where can you go sailing near Orlando?

Phone: 727.859.0213        Email Us

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

Where can I sail near Orlando? Where can I go on a sunset cruise near Orlando? Windsong Sailing Charters, of course!

Less than a 2 hour drive from Disneyworld, Universal, Sea World and all the theme parks in Orlando, why not go on a sailing adventure on the Gulf of Mexico? You can also rent a pontoon boat or kayak from Windsong.

Windsong Sailing Charters is a premier Tampa Bay attraction and one of the best things to do in the Orlando - Tampa area!

Windsong Sailing Charters is located on the beautiful Gulf Harbors Channel in New Port Richey, Florida. We are a few miles north of Tampa, and located directly on the Gulf of Mexico, a short drive from the Orlando tourist attractions.

Explore islands, historical fish houses and lonely sandbanks. Experience the beautiful chain of islands called Anclote Keys, all in one single day of fun. No noisy engines, no crowds, and about an hour sail to the islands.

Half Day Sailing Cruise

Lasting approximately 4 hours, we have morning and afternoon cruise departures for just you and your party. Be back in Orlando before sunset with a great tan and memories of crystal clear waters and wild dolphins More info...

Full Day Sailing Cruise

Your sailing charter leaves first thing in the morning and you get to spend the entire day out on the Gulf of Mexico, stopping to explore the island beaches or whatever you want. No need for a local hotel, you can drive back to Orlando in no time at all. More info...

Sunset Sailing Cruise

Sail out into the Gulf and watch one of Florida's famous sunsets as the sun dips westward into the sea. More info...

Getting Married?

Let Windsong Sailing Charters make YOUR perfect day come true! More info...

Still not convinced it's worth the drive from Orlando?

Then visit our picture and video gallery of past sailing trips. Or take a virtual tour of our boats and meet your captain.

Our Sailing Charters are private. Our rates are for THE WHOLE SAILBOAT - you may bring up to 6 people, all for the same price.

Directions from Orlando and Disneyworld / Universal / Seaworld

1. Take the I-4 to Tampa

2. Turn right onto the I-75 North (Ocala)

3. Take a left at the the New Port Richey exit (SR56/SR54) and head West

4. Turn right on to the US-19, cross over one set of lights (Troublecreek). At the next set turn LEFT onto Floramar and IMMEDIATE RIGHT onto the access road to US19. A couple hundred feet later you can pull into the parking lot of the Magnuson Hotel.


Beach BBQ on one of our sailing charters

Visit our special island

Saling to the island on our sailboat

Sailing to the island

Sailing out into the Gulf of Mexico just north of Tampa

View of the island from sailboat

Dolphins swimming in the bow of our sailboat during a charter

Actual picture taken on a charter

Your Orlando vacation is not just about theme parks! Let's go on a sailing adventure!

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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Gay Wedding Ceremony | Dinner Cruise

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

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