Pontoon Boat Rentals with Captain

ALL INCLUDED - Pontoon boat, Captain, all taxes and gas! Gratuity to captain appreciated.
$325 for 4 hours! $425 for 6 hours. $525 for 8 hours. Sunset for 2 hours $225.
Maximum 6 people ONLY!

Bring your own drinks, you have a designated driver! There are two options available.
1. Swim, snorkel and hang out in the water anchored on a sandy underwater shoal. Or visit Durney Key and view the historic stilt homes built over the water. Or go up the river stopping at a waterfront restaurant and viewing all the beautiful mansions.
2. Your professional licensed captain will drive you to beautiful Anclote Key State Park where you can go shelling, play games on the beach and hang out in beautiful crystal clear water. Anclote Key is one of the most beautiful treasures we have in our area and definitely worth every breath taking view! State Park Fee of $30 per boat must be paid at time of reservation.

If you want to book a sunset cruise click here.

IF YOU HIRE A CAPTAIN YOU ARE ABSOLVED OF YOUR LIABILITY ON DRIVER DAMAGE TO THE BOAT! (This excludes any damage your party might cause to the interior of the boat, such rips in the upholstery, cigarette burns or willful destruction of property). No need to worry about crashing into other boats or damaging the propeller. Your captain is responsible for this.

ALL INCLUDED - Tiki bar boat, Captain, all taxes and gas! Gratuity to captain appreciated.
$275 for 2 hours! $375 for 4 hours! $475 for 6 hours. $575 for 8 hours. Sunset for 2 hours $275.
Maximum 6 people ONLY!

Bring your own drinks and hang out at the bar on our tiki bar boat! 

Your captain will take you out to a beautiful sandy shoal where you can swim and relax. We can also take a tour to the famous fish houses and Durney key. If you would like to go to a beach on Anclote Island there is a $30 per boat entrance fee which is additional.

The Tiki Bar Boat is equipped with a BlueTooth stereo so you can play your own music! It even has cell phone charging ports so you don't run out of juice! There is also a restroom on board and a fresh water shower.

Add a picnic to your Sunset Cruise!
$475 for 1 - 6 people
Only available on Sunset Charters!

Pop Up Picnics has partnered up with Windsong Charters & Boat Rentals to offer you the complete private captain chartered cruise boat picnic, for up to 6 people with complimentary charcuterie box, sparkling and regular water.

Price includes complete boat decoration for that special occasion.

It makes a great Date Night, Anniversary, Birthday, Engagement, Bridal Shower, Bachelorette Party or just for fun. Please contact Windsong for booking, rules and availability.

You can add the picnic to your reservation when booking online.

If you have 7 or more people, you can still go out with a captain. You rent the Party Limo Pontoon Boat at the regular rental rate (plus 7% sales tax and fuel) and add a captain for an additional $25 per hour. The captain's fee is to be paid in cash directly to the captain.

NOTE: This package of 7-12 people is NOT permitted to go to Anclote Key State Park. There are plenty of places to swim, snorkel and hang out in the water anchored on a sandy underwater shoal. You can sight seeing historic mansion, view wildlife or head to a waterfront restaurant. There is no option to add a State Park Fee.

BOAT RATE: HALF DAY (4 hours) - $275. FULL DAY (8 hours) - $375. Extra boat hours - $25/hr. Fuel and 7% Sales Tax NOT INCLUDED

$25 per hour PLUS GRATUITY (minimum charge: $100) Tipping Guidelines here >>>