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Madeira Beach, Florida Boat Rentals & Yacht Charters

Page 1 of 7148 listings

20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included!  Bay Pines
Powerboats in Bay Pines · 9 guests

20' Bennington pontoon, Yamaha 70HP, up to 9 people - gas included! Bay Pines

4.9
$58/hour
2018 Yamaha 242 Charter In St. Petersburg FL
Powerboats in Saint Petersburg · 8 guests

2018 Yamaha 242 Charter In St. Petersburg FL

5.0
$120+/hour
22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!
Powerboats in Bay Pines · 10 guests

22ft Pontoon Suntracker Party Barge DLX 10 people in Bay Pines. Gas included!

4.7
$59/hour
20ft Pontoon Suntracker Party Barge in St. Petersburg. Gas included!
Powerboats in Saint Petersburg · 10 guests

20ft Pontoon Suntracker Party Barge in St. Petersburg. Gas included!

4.9
$56/hour
Explore Johns Pass Sandbars on a 20' Bennington SSX Pontoon in St. Pete Beach
Powerboats in Saint Pete Beach · 8 guests

Explore Johns Pass Sandbars on a 20' Bennington SSX Pontoon in St. Pete Beach

4.9
$35/hour
22' Sweatwatter pontoon, Yamaha 115HP, up to 14 people - gas included Bay Pines
Powerboats in Saint Petersburg · 14 guests

22' Sweatwatter pontoon, Yamaha 115HP, up to 14 people - gas included Bay Pines

4.8
$80/hour
Cruise Treasure Island Sandbars on a 20' Bennington SSX Pontoon Boat
Powerboats in Treasure Island · 8 guests

Cruise Treasure Island Sandbars on a 20' Bennington SSX Pontoon Boat

4.9
$35/hour
Limited Availability
Bachelorette Party Special - Double Decker Slide Boat
Powerboats in Saint Petersburg · 14 guests

Bachelorette Party Special - Double Decker Slide Boat

5.0
Superowner
Best of 2026
$100+/hour
Luxury For Less    Captain and Fuel Included
Powerboats in Saint Petersburg · 8 guests

Luxury For Less Captain and Fuel Included

5.0
$50+/hour
6-pack 25ft Luxury Pontoon With Big Stereo And Rollout Mat!
Powerboats in Gulfport · 6 guests

6-pack 25ft Luxury Pontoon With Big Stereo And Rollout Mat!

5.0
Superowner
$87/hour
Luxury Tritoon | Sandbar Party & Dolphin Cruises
Powerboats in Saint Petersburg · 12 guests

Luxury Tritoon | Sandbar Party & Dolphin Cruises

5.0
Superowner
Best of 2026
$110+/hour
Boat tours for watersports, snorkeling, shelling, dolphins and sunset cruises
Tours in Saint Pete Beach · 6 guests

Boat tours for watersports, snorkeling, shelling, dolphins and sunset cruises

5.0
$109+/hour
19ft Stingray Fun Boat for 6 Guests in Gulfport
Powerboats in Gulfport · 6 guests

19ft Stingray Fun Boat for 6 Guests in Gulfport

5.0
$34/hour
2022 Viaggio Lago 18R Pontoon
Powerboats in Gulfport · 6 guests

2022 Viaggio Lago 18R Pontoon

5.0
$80+/hour
Boat Fun In The Sun with 2086 Sweetwater Cruise Pontoon!!!
Powerboats in Saint Petersburg · 8 guests

Boat Fun In The Sun with 2086 Sweetwater Cruise Pontoon!!!

5.0
$35/hour
Limited Availability
Explore the Best of Tampa Bay, FL on a Regal LX4 Luxury Boat Rental with Captain
Tours in Gulfport · 6 guests

Explore the Best of Tampa Bay, FL on a Regal LX4 Luxury Boat Rental with Captain

5.0
$102+/hour
2019 22ft Bennington Pontoon 90hp Garmin, GAS INCLUDED morning special 8-12
Powerboats in Indian Shores · 10 guests

2019 22ft Bennington Pontoon 90hp Garmin, GAS INCLUDED morning special 8-12

5.0
$44/hour
Limited Availability
25' Double-Deck Tritoon Party Boat w/ Water Slide | Bachelorette & Birthday
Powerboats in Madeira Beach · 13 guests

25' Double-Deck Tritoon Party Boat w/ Water Slide | Bachelorette & Birthday

5.0
Superowner
Best of 2026
$50/hour
Instant Book
Private Sandbar Charters in St. Petersburg, FL
Powerboats in Saint Petersburg · 6 guests

Private Sandbar Charters in St. Petersburg, FL

5.0
$115/hour
Limited Availability
Luxury 62ft Flybridge Yacht with 3 Cabins, 2 bathrooms, Sundeck and More!
Events in Saint Petersburg · 12 guests

Luxury 62ft Flybridge Yacht with 3 Cabins, 2 bathrooms, Sundeck and More!

5.0
$285/hour
Clean, powerful and fun 19 foot offshore USCG Licensed captained boat
Powerboats in Saint Petersburg · 5 guests

Clean, powerful and fun 19 foot offshore USCG Licensed captained boat

5.0
$65/hour
Boat Fun in the Sun in Madeira Beach aboard 19ft Stingray Deck Boat
Powerboats in Madeira Beach · 6 guests

Boat Fun in the Sun in Madeira Beach aboard 19ft Stingray Deck Boat

5.0
$35/hour
25ft Party Pontoon with Powerful Stereo - Seats up to 13!
Powerboats in Gulfport · 13 guests

25ft Party Pontoon with Powerful Stereo - Seats up to 13!

4.6
Superowner
$135/hour
Private Sunset Tour on 20ft Bennington Pontoon for 8 People
Powerboats in Madeira Beach · 8 guests

Private Sunset Tour on 20ft Bennington Pontoon for 8 People

5.0
$35/hour

Madeira Beach Reviews

  1. GN

    Gabi

    2022 Viaggio Lago 18R Pontoon

    Marcelino was such a great captain hosting us on such a wonderful boat day! We had a nice girls day on the water which was made 10x better by not having to worry about a thing. Marcelino had such great communication, he's an excellent driver, and his boat was incredibly comfortable. Would absolute book with him again and recommend him to anyone!

  2. MR

    Moriah

    Luxury For Less Captain and Fuel Included

    We had such a great time with John! He was super flexible, laid back, funny, and personable, which made the whole day feel so easy and fun. The boat was really clean and had plenty of space, storage, and little tables for us to use. He had SO many things included too. We had a floating mat, little floaties to sit on in the sun, a paddleboard, snorkel gear, a cooler with ice, and he even grilled the hot dogs and hamburgers we brought with us. It honestly felt like everything was already taken care of. We did four hours, which felt like the perfect amount of time. We got some sun, relaxed in the shade, cruised around, and even looked for dolphins. It was fun and relaxing at the same time, which was exactly what we wanted for a bachelorette day. I would definitely recommend booking with John! He includes so much and there were no surprise extra charges. He was trustworthy, easy to hang out with, and just made the whole experience really enjoyable. Such a fun day and the perfect little boat charter!

  3. BC

    Bev

    Luxury For Less Captain and Fuel Included

    ⭐⭐⭐⭐⭐ The most unforgettable 40th birthday, thank you Captain John! What an absolutely incredible experience! We booked a 4 hour sunset cruise in St. Petersburg to celebrate my 40th birthday, and it genuinely turned out to be one of the most memorable afternoons of my life. Captain John was fantastic from the moment we stepped aboard. He showed us around the stunning coastline before taking us out to a beautiful sandbar, where he set up a paddle board, water chairs and a floating water mat for us to enjoy. Being out there, relaxing in the water and taking in the surroundings, was just perfect. And as if that wasn’t enough, while we were enjoying the water, John fired up his BBQ and cooked us hot dogs! Sitting on the boat, eating freshly cooked food after swimming, with the Florida sunshine and coastline around us, was such a simple but brilliant touch. We then finished the trip watching the most incredible sunset from the water. It was absolutely breathtaking and a moment I know I’ll remember forever. What really made the whole experience, though, was Captain John himself. He was such a wonderful, entertaining and welcoming captain and host. He made us feel completely relaxed, looked after us brilliantly and went above and beyond to make this birthday feel genuinely special. John, thank you so much for giving us an afternoon we will cherish forever. We couldn’t have wished for a better way to celebrate a birthday. If you’re considering booking a sunset cruise in St. Petersburg, do it, and book with Captain John! You won’t regret it.

  4. AA

    Alejandro

    Luxury For Less Captain and Fuel Included

    We just had the best day out on the water with John. The only complaint I have is the time flew way too fast cause we were having that much. Cooked us food, took us to a dock side shop to re up on food and water and had plenty of water toys to mess around with. If you want to go out and the water with a great guy and have a fun time pick John and don’t even think about it. Also super funny with great stories.

  5. Emily

    Emily

    Bachelorette Party Special - Double Decker Slide Boat

    Frank offered us to add more time to our reservation and Zac has been such a great addition to our boat reservation. We had such a good time. The listing, price, and communication was on point. Had such a great experience!

  6. CB

    Connie

    Luxury For Less Captain and Fuel Included

    John was an amazing captain during our entire trip. He was friendly, very informative and did a great job grilling our food. He even was able to spot a manatee! We were so excited. We would totally use him again and tell our friends to use him. He was reasonably priced and had a great boat!