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Madeira Beach, Florida Boat Rentals & Yacht Charters

Page 1 of 7150 listings

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
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
26ft Double Decker Slide Boat in Saint Pete
Powerboats in Saint Petersburg · 14 guests

26ft Double Decker Slide Boat in Saint Pete

5.0
Superowner
Best of 2026
$75+/hour
Instant Book
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
Boat Fun in the Sun on St Pete Beach aboard 19' Stingray
Powerboats in Saint Pete Beach · 6 guests

Boat Fun in the Sun on St Pete Beach aboard 19' Stingray

5.0
$35/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
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
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
2017 Robertson and Caine Leopard 40 - Luxury Catamaran
Sailing in Saint Petersburg · 12 guests

2017 Robertson and Caine Leopard 40 - Luxury Catamaran

5.0
Superowner
$300+/hour
Limited Availability
Luxury For Less    Captain and Fuel Included
Powerboats in Saint Petersburg · 8 guests

Luxury For Less Captain and Fuel Included

5.0
$50+/hour
Limited Availability
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
High Demand
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
Instant Book
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
$40/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
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
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
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
Private Sandbar Charters in St. Petersburg, FL
Powerboats in Saint Petersburg · 6 guests

Private Sandbar Charters in St. Petersburg, FL

5.0
$115/hour
44ft Luxury Yacht - Levels on Levels of Space - Dolphin Watching
Events in Saint Petersburg · 13 guests

44ft Luxury Yacht - Levels on Levels of Space - Dolphin Watching

4.9
$300/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
Limited Availability
25ft Party Pontoon with Powerful Stereo - Seats up to 13!
Powerboats in Saint Pete Beach · 13 guests

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

4.6
Superowner
$135/hour
Stingray 19ft Deckboat for Rent at Johns Pass, Florida!!
Powerboats in Madeira Beach · 6 guests

Stingray 19ft Deckboat for Rent at Johns Pass, Florida!!

5.0
$35/hour

Madeira Beach Reviews

  1. 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!

  2. TC

    Tiffany

    26ft Double Decker Slide Boat in Saint Pete

    After an unexpected cancelation, I found Frank at the last minute, keep in mind this was on a Saturday evening just hours before my initial scheduled departure for Sunday morning. I was panicking! Frank was quick to respond with availability. I jumped at the opportunity and after about 45 minutes, I had another scheduled boat. We met Frank Sunday morning and he was polite and professional. After the safety briefing we were on our way. The boat was just as described and no complaints! We had a great time, we actually ended up extending for another two hours!! We will definitely use Frank in the future!!

  3. PB

    Paige

    44ft Luxury Yacht - Levels on Levels of Space - Dolphin Watching

    Our experience with Jason couldn’t have been better!! He was extremely friendly right off the bat and made everyone feel comfortable. We were also delighted by surprise guest, Ghost (the sweetest husky pup) who loved getting pets and was down to take photos with us. We were able to play our own music, were provided with a big float to use in the water, and Jason even pointed out every dolphin sighting (admittedly what I was most excited for). We always felt safe and had such a fun time, even with some rainy weather. I would recommend a trip with Captain Jason any day, and we will definitely use him again for any future bookings!!

  4. SW

    Sarah

    Luxury For Less Captain and Fuel Included

    Captain John is one of the best! I've been on many boat trips with captains and he can't be beat. He is personable, knowledgable, friendly, and helpful. We were able to float and relax while he cooked up the food we brought, and told us to not lift a finger! He set up all the water toys and we just had so much fun. Will definitely be booking with him again!

  5. RH

    Riley

    Luxury For Less Captain and Fuel Included

    John is truly a gem. All of his great reviews are because he is just that great of a person! We went for my sisters bachelorette trip with 7 girls total and he made us feel so comfortable and we had so much fun! He brought us to a great spot and we had so much fun with all of the water accessories he provides. I cannot stress enough how amazing this trip was because of him!!! Take his tour!!

  6. JW

    Jason

    Luxury For Less Captain and Fuel Included

    John was amazing to work with through the whole process. No surprises. Boat was as advertised. He was a great captain, and great company for the ride. My family really enjoyed the whole experience. We will absolutely book again!