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All listings in Anna Maria Island

Incredible tours in Anna Maria Island, United States.

Page 1 of 1 • 15 listings

Bentley Pontoon Rental in Holmes Beach, Florida
Powerboats in Holmes Beach · 13 guests

Bentley Pontoon Rental in Holmes Beach, Florida

4.9
$62+/hour
🌴 AMI FAVORITE ⭐ 5-STAR • FREE EXTRAS • 22' BENNINGTON 115HP
Powerboats in Holmes Beach · 12 guests

🌴 AMI FAVORITE ⭐ 5-STAR • FREE EXTRAS • 22' BENNINGTON 115HP

5.0
$74+/hour
Captained, Anna Maria Family Fun Sandbars from Jewfish to Adult Only Passage Key
Tours in Holmes Beach · 6 guests

Captained, Anna Maria Family Fun Sandbars from Jewfish to Adult Only Passage Key

5.0
$127+/hour
🌴 BIGGER BOAT. BIGGER FUN. ⭐ 26' SUN TRACKER • FREE EXTRAS
Powerboats in Holmes Beach · 12 guests

🌴 BIGGER BOAT. BIGGER FUN. ⭐ 26' SUN TRACKER • FREE EXTRAS

5.0
$74+/hour
Limited Availability
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
Sun Tracker 22’ Party Barge Pontoon in Holmes Beach
Powerboats in Holmes Beach · 10 guests

Sun Tracker 22’ Party Barge Pontoon in Holmes Beach

5.0
$100/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
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
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
"The Escape Plan" 33' Boston Whaler Center Console in Anna Maria Island, Florida
Powerboats in Holmes Beach · 13 guests

"The Escape Plan" 33' Boston Whaler Center Console 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
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
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
Starcraft 23ft Deck Boat for groups of up to 12! Enjoy Anna Maria in style!
Powerboats in Holmes Beach · 12 guests

Starcraft 23ft Deck Boat for groups of up to 12! Enjoy Anna Maria in style!

4.9
Snoozed - Active 25 Nov 2026
2022 Bayliner Dx2000|Spacious and perfect for cruising around Anna Maria Island
Powerboats in Holmes Beach · 8 guests

2022 Bayliner Dx2000|Spacious and perfect for cruising around Anna Maria Island

4.9
Snoozed - Active 25 Nov 2026

Tours Reviews in Anna Maria Island

  1. EC

    Ellie

    Bentley Pontoon Rental in Holmes Beach, Florida

    Great people to work with and boat looked and operated as advertised! We’d definitely book again!

  2. Jessica

    Jessica

    Captained, Anna Maria Family Fun Sandbars from Jewfish to Adult Only Passage Key

    Our private boat excursion was hands-down the highlight of our entire trip! From the moment we stepped on board, Captain Ray made us feel incredibly welcome, safe, and pampered.The boat itself was immaculate, spacious, and very comfortable. The captain knew the absolute best spots to find dolphins, took us to a stunning, secluded spot and timed our cruise perfectly. Captain Ray tailored the entire itinerary to exactly what we wanted to do, never making us feel rushed. Best boat excursion ever!!

  3. BJ

    Brian

    Bentley Pontoon Rental in Holmes Beach, Florida

    The whole rental experience was pleasant. Rich was on time with the boat at the dock he was direct with his instructions even though I have plenty of experience navigating FL waterways. The boat was clean ran well and was equipped with everything we needed! Thanks again would highly recommend.

  4. PN

    Pete

    Bentley Pontoon Rental in Holmes Beach, Florida

    This was a great match for our mature group of nine. Captain Dana took us to interesting places while sharing her local knowledge. We saw dolphins and a manatee or two while also getting our feet wet on a sandbar. Great value and experience for us

  5. Tracy

    Tracy

    Bentley Pontoon Rental in Holmes Beach, Florida

    I had an incredible experience renting a boat from Karrie and Mike! From start to finish, they provided exceptional service. The boat itself was comfortable and spacious, easily accommodating our party of 7. Karrie and Mike were fantastic in their communication. They were super quick to respond during the booking phase. They had great patience when we encountered unexpected traffic and arrived late too. They made sure we felt at ease throughout the process, even willing to guide us live via phone when we had technical questions about the boat. Captain Larry, who accompanied us on our trip, was an absolute gem. He took us to all the best spots, ensuring we had a memorable time. The highlight was when we spotted dolphins—it was truly magical! Captain Larry's expertise and friendly demeanor enhanced our overall experience. I couldn't have asked for a better boat rental experience. Karrie, Mike, and Captain Larry surpassed our expectations in every way. Their attention to detail, excellent communication, and dedication to ensuring our enjoyment made this trip unforgettable. I highly recommend their services to anyone looking for an outstanding boating adventure.

  6. SB

    Stephanie

    Bentley Pontoon Rental in Holmes Beach, Florida

    Great experience overall! We were happy to find a boat that fit all 13 of us at a good price. Communication and boat instructions from Mike were top notch! We rented the float mat as well and all the kids LOVED it! We stopped at Passage Key and Egmont Key. Highly recommend Mike!