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Redington Shores, Florida Boat Rentals & Yacht Charters

Luxury Bentley Pontoon Charter – Dolphins, Sandbars & Sunsets
Powerboats in Indian Shores · 6 guests

Luxury Bentley Pontoon Charter – Dolphins, Sandbars & Sunsets

New
$100/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
"Time Warp" Defever Mega Yacht
Events in Madeira Beach · 11 guests

"Time Warp" Defever Mega Yacht

New
$970/hour
Crest Tritoon in Madeira Beach, Florida!
Powerboats in Madeira Beach · 9 guests

Crest Tritoon in Madeira Beach, Florida!

3.5
$65+/hour
25FT Luxury Tritoon 300HP, Fun Days on Crystal Blue Tampa Waters
Powerboats in Madeira Beach · 12 guests

25FT Luxury Tritoon 300HP, Fun Days on Crystal Blue Tampa Waters

5.0
$110+/hour
Timewarp 84’ Luxury Yacht Charter in Tampa Bay
Events in Madeira Beach · 13 guests

Timewarp 84’ Luxury Yacht Charter in Tampa Bay

5.0
$410+/hour
Pontoon Eco Tours with Captain Ryan in Madeira Beach
Powerboats in Madeira Beach · 6 guests

Pontoon Eco Tours with Captain Ryan in Madeira Beach

5.0
$138/hour
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
"Ciao Bella!" Regal 26 OBX Boat - Comportable Space for 6 Guests
Powerboats in Saint Petersburg · 6 guests

"Ciao Bella!" Regal 26 OBX Boat - Comportable Space for 6 Guests

New
$248/hour
23’ Aquasport Center Console-   * scalloping * sandbar * cruising * sunset *
Powerboats in Madeira Beach · 7 guests

23’ Aquasport Center Console- * scalloping * sandbar * cruising * sunset *

New
$120/hour
23’ Center Console *cruising * fishing * John’s Pass Sandbar
Powerboats in Madeira Beach · 6 guests

23’ Center Console *cruising * fishing * John’s Pass Sandbar

New
$120/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
John’s Pass 2024 AR190 Jet Boat – High-Performance, Stylish & FAST
Powerboats in Saint Petersburg · 7 guests

John’s Pass 2024 AR190 Jet Boat – High-Performance, Stylish & FAST

New
$125/hour
"Megatoon" charter in St. Petersburg, FL
Powerboats in Saint Petersburg · 13 guests

"Megatoon" charter in St. Petersburg, FL

5.0
$200/hour
Beautiful 45’ Sailboat - Private Charter
Sailing in Madeira Beach · 6 guests

Beautiful 45’ Sailboat - Private Charter

5.0
$225/hour
Beautiful 45’ Sailboat - Private Charter
Sailing in Madeira Beach · 6 guests

Beautiful 45’ Sailboat - Private Charter

New
$225/hour
35ft "Big Pontoona" St. Petersburg, FL
Powerboats in Bay Pines · 13 guests

35ft "Big Pontoona" St. Petersburg, FL

5.0
$250/hour
eFoil Lessons in Madeira Beach
Tours in Madeira Beach · 1 guest

eFoil Lessons in Madeira Beach

New
$195/hour
St. Petersburg Inshore Fishing Charter with Captain Ted - Hanson Skiff 23′ Boat
Fishing in Bay Pines · 4 guests

St. Petersburg Inshore Fishing Charter with Captain Ted - Hanson Skiff 23′ Boat

5.0
$109+/hour
Beautiful 2023 Luxury Tritoon 24' up to 13 people!
Powerboats in Bay Pines · 12 guests

Beautiful 2023 Luxury Tritoon 24' up to 13 people!

5.0
$65+/hour
99$ Private Charter with Experienced Captain | 22ft Tidewater Boat
Powerboats in Bay Pines · 6 guests

99$ Private Charter with Experienced Captain | 22ft Tidewater Boat

New
$99/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
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
Double Decker Tritoon with Slide in St. Pete!
Powerboats in Bay Pines · 6 guests

Double Decker Tritoon with Slide in St. Pete!

5.0
Snoozed - Active 29 Dec 2026

Redington Shores Reviews

  1. AL

    Amy

    Beautiful 45’ Sailboat - Private Charter

    Loved how beautiful the boat is, and the opportunity to learn more about sailing, and other adventures that they offer like yoga on an island, night adventures out into the Gulf to see celestial events, sailing school and more.

  2. JR

    Jayda

  3. MB

    Megan

    Crest Tritoon in Madeira Beach, Florida!

    Tim was very informative. We took the boat to John’s pass sandbar for the entire day , beautiful scenery to and from the sandbar . Plenty of space for cooler and bags . Only downfall was that the Front and back gate were broken from previous renters . Tim did try and replace the stereo that morning however you could barely hear it so it was good we brought our own speaker . Overall the boat ran good, got up to a decent speed to have 7 ladies on it along with a cooler .

  4. SS

    Spencer

    Timewarp 84’ Luxury Yacht Charter in Tampa Bay

    Tim and his crew were fantastic! We did this for a Sales Team Event for our team of 13 and it did not disappoint. The staff was tremendous, the boat was clean and spacious, and we had a chance to stop and swim as well. 5 star experience and would highly recommend

  5. RD

    Ross

    Pontoon Eco Tours with Captain Ryan in Madeira Beach

    Captain Ryan made the trip for us. He was so knowledgeable and took the time to explain things to us. We found sand dollars and a bunch of shells. My kids won’t forget the time and neither will I!! Thank you Captain Ryan!! If you want to have a great time on the inter coastal he’s your man!!

  6. PA

    Poorna

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

    We had an amazing time on the pontoon boat, and it was a perfect experience for our family. The boat was clean, comfortable, and very well maintained. Richard was extremely friendly and took the time to explain everything clearly about the boat and the surroundings, which made us feel confident and relaxed. Life vests were available for everyone, which was especially reassuring for families with kids. The ride was smooth, enjoyable, and safe, allowing us to fully enjoy our time together. Overall, it was a fantastic family experience, and we truly appreciated Richard’s professionalism and kindness. Highly recommended for families looking for a fun and stress-free outing on the water!