• SAILING CHARTERSSail the Gulf of Mexico and visit beautiful islands!
  • BEST DAY EVER!Fantastic destinations! Anclote Key island chain.
  • PONTOON BOAT CHARTERSRelax while your captain does all the driving!
  • ISLAND BEACH BBQFull catered BBQ on an island, several menus!

Sailing Charters, Sunset Trips and Pontoon Cruises in Tampa Bay, FL

Windsong Sailing Charters of Tampa Bay offers half day, 3/4 day, full day, and sunset sailing and pontoon boat charters. We are located in beautiful New Port Richey, Florida. Only a few miles north of Tampa / St.Pete / Clearwater and a short 2 hour drive from Disney and Universal Studios in Orlando. Explore white sandy beach islands, experience our secret snorkel spot or just R & R!

We also offer captained pontoon boat charters for snorkeling and island trips. Let our experienced captains drive you to the islands!.

You can add a BBQ cookout on a island beach to your 3/4 or full day sailing or pontoon boat charter. Several menus to choose from. We also offer several different beach and sailboat wedding packages as well as sunset engagements and special occasion cruises.

Say good bye to a loved one on the Gulf of Mexico with our ash scattering and burial at sea package.

Hot Deals
Ash Scattering, Tampa

Ash Scattering Burial at Sea

Choose either a pontoon boat or a sailboat so you can scatter your loved one on the beautiful Gulf of Mexico. Windsong charters offers an affordable memorial service and burial at sea. Our ash scattering package includes a captain who will run the boat for you, once we are 3 miles offshore (the legal limit for ash scattering) we will stop the boat so you can perform your ceremony. Our smallest boat holds 6-8 adults and our largest can take up to 12 people. The boat trip to the 3 mile line takes about 45 minutes by pontoon boat or an hour by sailboat including the idle up our channel. Our ash scattering rates include the boat for 3 hours, so there is plenty of time for you to conduct your own service. Package cost for up to 6 people is $295 full inclusive. If you have more than 6 people call for pricing.
More info on our  Ash Scattering >>>

Pontoon and Kayak Rentals
Pontoon Boat and Kayak Rentals

Rent a self drive pontoon boat. You can visit many different and unique islands all less than one hour boat ride from our dock. Sugary white sand beaches, crystal clear emerald water, palm trees and dolphin sightings almost every day! Enjoy mangroves, manatees, birds and other wildlife.
We also rent kayaks, canoes and stand up paddle boards. Explore a multitude of residential channels with beautiful homes, or paddle your kayak into a protected bay on the Gulf surrounded by mangroves and wildlife.
We have single seat kayaks, double seat tandem kayaks, stand up paddle boards and 3 seat canoes for rent.
More info on our pontoon boat and kayak renta;s >>>

Corporate Events Tampa

Corporate Events and Team Building

Looking for a fun team building exercise for those overworked and burned out business executives? Take them sailing! It's a perfect way for employees to relax and get to know each other a little better. Your staff can participate in sailing the boat as a team building exercise and two sailboats can even race each other under supervision of the captain.
Sailboats are limited to 6 passengers per boat and we can provide 2 sailboats for a maximum of 12 guests. If you have more, we can transport many more people on pontoon boats.
We can also arrange a full beach BBQ company picnic for your organization. We will transport your office party out to a beautiful island where a chef will be waiting to cook a scrumptious meal on the beach. We provide beach chairs, shade tents and soft drinks on arrival at the island.
More info on our corporate team building packages >>>

Windsong Staff

Meet the Windsong Team

Windsong Charters & Boat Rentals has been serving the Tampa Bay area with sailing charters, fishing charters boat and kayak rentals since 2002. Take this opportunity to meet the staff including captains, dock hands, admin and management.
Our captains are all licensed by the Coast Guard and have many, many years of experience.
Windsong's friendly crew is happy to assist you with loading your boat and will provide a detailed checkout to help keep you safe on our waters.
More info on the Windsong Team >>>

Our Destination

Anclote Key

Pontoon Boat and Sailboat Charters
If you're chartering a pontoon boat or sailboat, our most popular destination is North Anclote Sandbar - this tiny island is surrounded by crystal clear water with a white sandy bottom. Great for swimming, snorkeling, tanning and shelling. The island is about a 45-60 minute pontoon boat ride from our marina and about an hour 15 minutes on a sailboat.
Heading South is Anclote Island, just five minutes from the sandbar and boasts a 5 mile long beach with white sugary sand, pine and palm trees. The Southern end of the island has a lighthouse.
A few miles South of Anclote is Three Rooker, a horseshoe shaped island with great beaches. Or you can just go sailing in the beautiful Gulf of Mexico.
Take a virtual tour of your day on the water with us.
More info and charter rates...

Anclote Lighthouse
Island Games

Why Windsong Sailing and Ponton Boat Charters?
We are the largest and oldest sailing charter company and boat rental company in Pasco County.
We have been in business for over 15 years and won Business of the Year award in 2010.
We are the ONLY sailing charter company licensed to take passengers to Anclote Island State Park.
We are the closest boat charter company to the popular North Anclote Sandbar beach.

Beach BBQ

Areas our New Port Richey location is near to in the Greater Tampa Bay Area

We are about a 2 hour drive from Orlando, Disney World and Universal

Clearwater Beach
St. Petersburg
St. Pete Beach

Palm Harbor
Tarpon Springs
New Port Richey

Port Richey
Spring Hill
Hernando Beach
Weeki Watchee

Hillsborough County
Pinellas County
Pasco County
Hernando County

PHONE - 727-859-0213

FacebookTwitterTripAdvisorContact Us

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

We DO NOT force you to share the sailboat with anyone other than those in your own party. Our rates are for THE WHOLE SAILBOAT - you may bring up to 6 people, all for the same price.

Trip Advisor Certificate of Excellence
HomeSailing ChartersPontoon ChartersGalleryReservationsDirectionsAboutContact
Beach BBQWeddingsEngagementsAsh ScatteringTeam Building
Things to do in TampaThings to Do in OrlandoBoat Rides TampaClothing Optional SailingPrivacy / Cookie Policy

© Copyright 2002. ALL RIGHTS RESERVED BY WINDSONG CHARTERS & BOAT RENTALS.  Web Design by Longman Computers