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premium boat & jet ski rentals anna maria island

Near Holmes Beach, FL and Bradenton Beach, FL

At Little Philly Sea Adventures, it’s more than just a boat rental & jet ski—it’s about making memories. From family outings to fun with friends, every trip is your chance to relax, explore, and enjoy the water. We’re here to make it unforgettable—good vibes guaranteed!

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licensed and insured boat rental anna maria island, fl

boat and jet ski rental services

calypso - tidewater 292 CC

Captain Required – All boat tours with captain in Holmes Beach ensure safety. Rentals must provide a licensed captain.

High-Performance Boats – Perfect for boat tours Bradenton Beach, sightseeing Anna Maria Island, or cruising Longboat Key.

Boat Cleaning – Basic cleanup included; fees apply if not returned the same.

Premium Sound System – On a dolphin tour boat Bradenton Beach or a Holmes Beach family boat tour, enjoy your own music.

Comfort & Shade – Spacious seating, shade, and wildlife views on sightseeing boat tours or sandbar dolphin tours in Holmes Beach.

$490

starting at

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Duration: 4+ Hours / Gas Included

blue runner - Bennington sx22

Luxury Meets Versatility – Premium pontoons for a Holmes Beach family boat tour, private outings, or a couples sandbar tour in Holmes Beach.

Smooth & Steady Ride – Cruise in comfort on a Bradenton Beach dolphin tour boat, ideal for sightseeing boat tours or sandbar dolphin tours in Holmes Beach.

Spacious Layout – Plush seating and open decks perfect for group boat tours around Anna Maria Island, Bradenton Beach, and Longboat Key.

Built for Any Adventure – From sandbar sunrise tours and fishing to sunset cruises or a sunset jet ski tour in Longboat Key.

Safe & Easy – Licensed and insured boat tours with captain in Holmes Beach, plus all safety gear for peace of mind.

$350

starting at

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Duration: 4+ Hours

Squid game - Sun Tracker Party Barge

Stable & Comfortable – Premium pontoons for Holmes Beach and Anna Maria Island boat rentals, perfect for families and beginners.

Cruises & Dolphin Tours – Ride a Bradenton Beach dolphin tour boat, spotting dolphins, manatees, and seabirds along the coast.

Spacious Decks – Seating, shade, and storage make them ideal for group boat tours or a private group boat tour Holmes Beach.

All Adventures – From sandbar dolphin tours in Holmes Beach and sandbar sunrise tours to sunset cruises or a sunset jet ski tour in Longboat Key.

Safe & Insured – Licensed boat tours with captain in Holmes Beach, with all safety gear included for peace of mind.

$350

starting at

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Duration: 4+ Hours

jet ski rentals palma sola causeway

Premium Jet Ski Rentals – Easy to ride, stable, and fun. Available in Holmes Beach, Bradenton Beach, and Palma Sola for solo or doubles.

Fuel Included – No hidden fees. Take off on a jet ski rental with premium sound system in Bradenton Beach and ride worry-free.

Easy Cleanup – We handle basic cleaning. Every licensed and insured jet ski rental is ready for your next adventure.

Safety Gear – A true jet ski rental with safety gear in Holmes Beach, complete with life jackets and orientation for first-timers.

Any Occasion – From solo rides to couples or groups, our Palma Sola licensed and insured jet ski rentals bring the thrill.

$120

starting at

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Duration: 1+ Hours / Gas Included

Boat Tours in Holmes Beach, Bradenton Beach & Anna Maria Island

Maximum of 6 guest per tour | FREE DONUTS

Dolphin & Donut

Kick off your morning with our Dolphin & Donuts Boat Tour, a sweet twist on classic dolphin and sightseeing boat tours.

$50 Per Person

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Maximum of 6 guest per tour

Happy Hour Tour

Kick off your evening with our Happy Hour Boat Tour, a fun twist on classic sightseeing boat tours.

$50 Per Person

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Play & Stay Vacation Rentals in Anna Maria Island, Holmes Beach & Bradenton Beach

Outdoor seating area with wicker chairs and a sofa arranged around a fire pit at night, surrounded by a wooden fence, palm trees, and outdoor lighting.

Our Play & Stay experience combines premium Airbnb vacation rentals with unforgettable water adventures. Stay in beautiful local homes while enjoying exclusive access to boat rentals, jet ski rides, fishing charters, and dolphin tours — all designed to make your trip to Anna Maria Island stress-free and memorable.