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Longboat Key, Florida Boat Rentals

Page 1 of 124 listings

Captained 25' Regency Tritoon with Fuel Included
Powerboats in Longboat Key · 10 guests

Captained 25' Regency Tritoon with Fuel Included

5.0
$89+/hour
Super Comfy 22’ Pontoon in Bradenton/ fuel included
Powerboats in Bradenton Beach · 8 guests

Super Comfy 22’ Pontoon in Bradenton/ fuel included

4.9
$57+/hour
Sea Ray SDX 270 Yacht in Bradenton Beach, Florida
Powerboats in Bradenton Beach · 10 guests

Sea Ray SDX 270 Yacht in Bradenton Beach, Florida

New
$240/hour
Cruise in style with this beautiful Center Console boat
Powerboats in Cortez · 12 guests

Cruise in style with this beautiful Center Console boat

New
$190/hour
Fun and Adventure Await on a Brand-New Switch Sport!
Powerboats in Bradenton Beach · 6 guests

Fun and Adventure Await on a Brand-New Switch Sport!

3.7
$150/hour
⭐ FREE HOUR ⭐ LUXURY 3-Story Yacht including JET SKI ready for your adventure
Events in Bradenton Beach · 13 guests

⭐ FREE HOUR ⭐ LUXURY 3-Story Yacht including JET SKI ready for your adventure

5.0
$580+/hour
The Fabulous 50' “Lil’ Bit Nauti”
Events in Bradenton Beach · 12 guests

The Fabulous 50' “Lil’ Bit Nauti”

5.0
$550+/hour
The Outrageous 42' Boston Whaler on Anna Maria
Powerboats in Bradenton Beach · 12 guests

The Outrageous 42' Boston Whaler on Anna Maria

5.0
$379+/hour
42ft Boston Whaler Outrage Prestige Luxury Boating
Powerboats in Bradenton Beach · 13 guests

42ft Boston Whaler Outrage Prestige Luxury Boating

New
$299+/hour
Embark on a fishing trip with SeaHunt 22ft CC as you reel in the big one!!
Fishing in Bradenton · 4 guests

Embark on a fishing trip with SeaHunt 22ft CC as you reel in the big one!!

New
$125+/hour
51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!
Events in Tampa · 13 guests

51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!

5.0
$140+/hour
Instant Book
Sylvan Tritoon with Yamaha 150 – Sandbars-Snorkeling-Cruising
Powerboats in Holmes Beach · 12 guests

Sylvan Tritoon with Yamaha 150 – Sandbars-Snorkeling-Cruising

New
$75/hour
Spacious 12-Passenger Pontoon-Perfect for Vacations & Sandbar Hopping!
Powerboats in Holmes Beach · 12 guests

Spacious 12-Passenger Pontoon-Perfect for Vacations & Sandbar Hopping!

New
$75/hour
Hurricane SunDeck Fun – Perfect for Sandbars, Sunset & Island Days!
Powerboats in Holmes Beach · 12 guests

Hurricane SunDeck Fun – Perfect for Sandbars, Sunset & Island Days!

New
$75/hour
Sandbar and Island Hopping
Tours in Holmes Beach · 12 guests

Sandbar and Island Hopping

5.0
Superowner
$200/hour
Ride in Style: Explore the Gulf on Our 2024 Center Console Adventure!
Powerboats in Holmes Beach · 6 guests

Ride in Style: Explore the Gulf on Our 2024 Center Console Adventure!

New
$82+/hour
Bayliner Trophy T22 Center Console Rental in Holmes Beach, Florida
Powerboats in Holmes Beach · 10 guests

Bayliner Trophy T22 Center Console Rental in Holmes Beach, Florida

5.0
$92+/hour
Big Grey, our Gorgeous 23' Bayliner Deck Boat with sports tower!
Powerboats in Holmes Beach · 12 guests

Big Grey, our Gorgeous 23' Bayliner Deck Boat with sports tower!

5.0
$82+/hour
2021 Cypress Cay tritoon, seats up to 13ppl
Powerboats in Holmes Beach · 13 guests

2021 Cypress Cay tritoon, seats up to 13ppl

5.0
$450/day
Amazing 2017 Sportsman 232 Open Center Console
Powerboats in Holmes Beach · 10 guests

Amazing 2017 Sportsman 232 Open Center Console

5.0
$80/hour
Beautiful 2024 Bayliner Trophy T22 23ft Center Console
Powerboats in Holmes Beach · 9 guests

Beautiful 2024 Bayliner Trophy T22 23ft Center Console

5.0
$390+/day
25’ “Easy Livin” Double Decker Pontoon (Captain Included)
Powerboats in Holmes Beach · 6 guests

25’ “Easy Livin” Double Decker Pontoon (Captain Included)

New
$140+/hour
2021 New Cypress Cay 23ft Tritoon Boat for Rent in Holmes Beach!!
Powerboats in Holmes Beach · 13 guests

2021 New Cypress Cay 23ft Tritoon Boat for Rent in Holmes Beach!!

5.0
$425+/day
Beautiful Bayliner DX2200 | Perfect for a day exploring AMI!
Powerboats in Holmes Beach · 12 guests

Beautiful Bayliner DX2200 | Perfect for a day exploring AMI!

5.0
$429+/day

Longboat Key Reviews

  1. LC

    Laura

    51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!

    Matt's boat is beautiful and spacious! My husband and I very much enjoyed the beautiful day on the water with Matt and his son.

  2. AP

    Alana

    51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!

    We loved Captain Isaac! He was so knowledgable and kind. 10/10 recommend.

  3. Michael

    Michael

    51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!

    We had a great experience for my wife’s birthday: 8 hours, island beach, sand bar, touring, dolphin sightings. The weather wasn’t the best and the current was very strong, but Captain Isaac and First Mate Kayla made it great. The boat is big and can’t get as close to the beach as smaller boats, but the experience on the boat is better with a cabin, refrigerator, kitchen, and shower to freshen up on return. The big bow was great and fit everyone. I would definitely recommend it.

  4. jg

    jami

    ⭐ FREE HOUR ⭐ LUXURY 3-Story Yacht including JET SKI ready for your adventure

    We had an amazing time. The yacht is beautiful, Tom was so fun and gave us a lovely tour, and great restaurant recommendations.

  5. CD

    Chanele

    51' TOP FUN, Luxury BIG Yacht. Sunset-dolphin cruise, Parties and more!

    I can’t recommend enough! We had such a great time. Our group may have been a handful at times. Isaac and his wife were great. They were so accommodating, nice, and got along so well with our group.

  6. JK

    Jessica

    Captained 25' Regency Tritoon with Fuel Included

    We had a wonderful day with Shawn. Prior to trip he was very communicative and easy to plan with. I can confidently say it was the best day for the family! The boat is pristine, he was so friendly and his love of the ocean made for an unforgettable day.