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Anna Maria Island, US Boat Rentals & Yacht Charters

Page 2 of 248 listings

Charter this 2023 25ft Yamaha AR250 Jetboat in Anna Maria Island
Powerboats in Holmes Beach · 8 guests

Charter this 2023 25ft Yamaha AR250 Jetboat in Anna Maria Island

5.0
$125/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

5.0
$240/hour
22' Family Friendly Pontoon in Palmetto, Florida
Powerboats in Bradenton · 10 guests

22' Family Friendly Pontoon in Palmetto, Florida

5.0
$300+/day
The Fabulous 50' “Lil’ Bit Nauti”
Events in Bradenton Beach · 12 guests

The Fabulous 50' “Lil’ Bit Nauti”

5.0
$575+/hour
''Princess Abu II'' Prestige Flybridge 630 Yacht Charter in Anna Maria, Florida
Events in Anna Maria · 12 guests

''Princess Abu II'' Prestige Flybridge 630 Yacht Charter in Anna Maria, Florida

5.0
$921/hour
Best Deal | 51’ Luxury Performance Formula Yacht in Bradenton Beach
Events in Tampa · 13 guests

Best Deal | 51’ Luxury Performance Formula Yacht in Bradenton Beach

New
$300+/hour
42ft Boston Whaler Outrage Prestige Luxury Boating
Powerboats in Bradenton Beach · 13 guests

42ft Boston Whaler Outrage Prestige Luxury Boating

New
$299+/hour
2022 Bayliner Element E21 | 5 Stars Rating - Anna Maria Island
Powerboats in Holmes Beach · 10 guests

2022 Bayliner Element E21 | 5 Stars Rating - Anna Maria Island

New
$67+/hour
Instant Book
"The Escape Plan" Charter in Anna Maria Island, Florida
Powerboats in Holmes Beach · 13 guests

"The Escape Plan" Charter in Anna Maria Island, Florida

New
$310/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
"Dryft" Viking 44 Open Yacht for Charter in Anna Maria, Florida
Fishing in Anna Maria · 12 guests

"Dryft" Viking 44 Open Yacht for Charter in Anna Maria, Florida

New
$833/hour
Chill at the Sandbar on Pioneer 202 Sportfish Boat
Powerboats in Holmes Beach · 8 guests

Chill at the Sandbar on Pioneer 202 Sportfish Boat

New
$90/hour
Brand New Bentley Tritoon 150hp | Up to 13 | Cruise, Fish, and Water Sports
Powerboats in Terra Ceia · 12 guests

Brand New Bentley Tritoon 150hp | Up to 13 | Cruise, Fish, and Water Sports

New
$81+/hour
"Charlotte" Prestige X70
Events in Anna Maria · 12 guests

"Charlotte" Prestige X70

New
$1,548/hour
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
Prestige 59' Motor Yacht | Anna Maria, Florida
Events in Anna Maria · 12 guests

Prestige 59' Motor Yacht | Anna Maria, Florida

New
$1,050/hour
Sun Chaser DLX Pontoon for Long Term Rental delivered to your dock!
Powerboats in Bradenton · 10 guests

Sun Chaser DLX Pontoon for Long Term Rental delivered to your dock!

New
$320+/day
Princess 75' Mega Yacht for Charter
Events in Anna Maria · 13 guests

Princess 75' Mega Yacht for Charter

New
$1,828/hour
Nearshore Fishing Trip with Captain Alex in Bradenton
Fishing in Bradenton · 4 guests

Nearshore Fishing Trip with Captain Alex in Bradenton

New
$142+/hour
Inshore Fishing Trip for 4 anglers in Bradenton with Captain Alex
Fishing in Bradenton · 2 guests

Inshore Fishing Trip for 4 anglers in Bradenton with Captain Alex

New
$100+/hour
Anna Maria Island Yacht Tour | Axopar 37 XC Cross Cabin Boat with AC!
Events in Bradenton Beach · 6 guests

Anna Maria Island Yacht Tour | Axopar 37 XC Cross Cabin Boat with AC!

New
$275+/hour
24' Tritoon Bennington with 175 Hp Suzuki outboard for rent in Holmes Beach!
Powerboats in Holmes Beach · 12 guests

24' Tritoon Bennington with 175 Hp Suzuki outboard for rent in Holmes Beach!

4.8
Snoozed - Active 29 Jun 2026
24ft Cobia CC w/Yamaha 250 - Anna Maria Island Area
Powerboats in Holmes Beach · 10 guests

24ft Cobia CC w/Yamaha 250 - Anna Maria Island Area

4.4
Snoozed - Active 17 Jun 2026
Elite 37' Axopar Cross Cabin - Private Luxury on the water
Powerboats in Anna Maria · 14 guests

Elite 37' Axopar Cross Cabin - Private Luxury on the water

New
Superowner
Best of 2026
Snoozed - Active 02 Aug 2026

Anna Maria Island Reviews

  1. CK

    Cheryl

    22' Family Friendly Pontoon in Palmetto, Florida

    Winston was wonderful to communicate with, very responsive and easy to coordinate with. He was right on time for both departure and pickup, which made everything seamless. The whole experience was smooth, stress-free, and so much fun. We had a blast!

  2. AK

    Ansley

    Charter this 2023 25ft Yamaha AR250 Jetboat in Anna Maria Island

    We had an absolute blast. Captain John took us all around. We started with a stop at a sandbar for some swimming and drinks. Both daughters used the snorkel masks. We then took a long cruise. We ended our journey by spotting a pod of dolphins leading us home. I would strong recommend this for anyone looking for a fun family adventure.

  3. BF

    Bj

    22' Family Friendly Pontoon in Palmetto, Florida

    Winston was great to work with! We had an awesome time on his boat and everything ran perfectly. Winston provided us with easy instructions for drop off and pick up and answered his phone when we had a question mid trip. We would highly recommend booking with him. You definitely won’t regret it!!

  4. TC

    Thomas

    22' Family Friendly Pontoon in Palmetto, Florida

    We had a great day on the boat. The boat was in good condition and met our needs, which was a family excursion out to one of the small sandbars off Anna Maria Island. Winston was extremely easy to work with and getting the boat, as well as the return could not have been easier. We had a great experience and will consider using one of his boats again.

  5. WC

    Wes

    24' Tritoon Bennington with 175 Hp Suzuki outboard for rent in Holmes Beach!

    First time at AMI. Really didn't know what to do and what to expect. They gave us suggestions, and we had a great time. Saw several groups of dolphins, a manatee for quite some time, picked up a lot of shells, picked up a BIG crab, and even saw an underwater crab fight. Great day!

  6. Hossein

    Hossein

    24' Tritoon Bennington with 175 Hp Suzuki outboard for rent in Holmes Beach!

    Mike-Alicia- Robert always are super professional, kind and they’re always available via text. The boat was excellent once again as long as you know how to navigate waters and are responsible with their boat/have experience you’ll love this boat. The dock is perfect so is the area. 5 stars!