Boat & Jet Ski Rentals on Anna Maria Island
Launch from
Kingfish Boat Ramp in Holmes Beach for a stress-free day on the water. Choose a
pontoon boat rental,
jet ski rental, or a
guided tour — fully supported, safety-first, and built for families and groups.
- Easy launch: Kingfish Boat Ramp (Holmes Beach)
- Premium fleet + safety gear included
- Local route guidance: sandbars, dolphins, snorkeling, sunsets
- Fast support: call/text if you need help choosing
Not sure what to book? Call/Text 941-274-1575 | we’ll recommend the best option for your group.
Serving Anna Maria Island, Holmes Beach, and Bradenton.
Discover the Beauty of Holmes Beach & Anna Maria Island by Boat or Jet Ski
Transparent pricing, easy check-in, and a smooth return process. Choose your experience below.
Pontoon Boat Rentals
Anna Maria Island, FL
Apacious, comfortable pontoons for sandbars, family days. Perfect for groups who want to relax and explore.
4 hours
$395.00
6 hours
$445.00
8 hours
$495.00
Jet Ski Rentals
Palma Sola, FL
High-energy fun with clear rules and quick check-in. Great for couples, friends, and adventurous families.
1 hours
$120.00
2 hours
$220.00
4 hours
$390.00
Boat Tours
Anna Maria Island, FL
Want to enjoy the water without driving? Book a captained tour for dolphins, sandbars, sunsets, and local island cruising.
2HR: Dolphin & Donuts Boat tour
$65.00 PP
4HR: island hopping tour
$500.00
2HR: Sunset Tour
$65.00 PP
Jet Ski Tours
Palma Sola, FL
A guided route with a real plan — scenic stops, local knowledge, and an experience you won’t get from a standard rental.
2 hours
$295.00
3 hours
$395.00
Custom Hours
Call for details
Book Your Gulf Coast Adventure
Discover the Beauty of Holmes Beach & Anna Maria Island by Boat or Jet Ski
Whether you're planning a family outing or romantic getaway, the Gulf Coast waters around Anna Maria Island offer endless possibilities for exploration. Equipment is regularly maintained and safety gear is provided before every trip to ensure your adventure starts smoothly. The area's calm waters and year-round sunshine create perfect conditions for discovering hidden coves and spotting local wildlife.
Little Philly Sea Adventures brings you closer to the Gulf Coast's natural beauty with premium boats,
jet skis, and guided experiences tailored to your group. You'll launch from convenient locations in Holmes Beach and Palma Sola, giving you immediate access to the pristine waters around Anna Maria Island. Our locally owned operation combines flexible booking options with family-friendly guides who know exactly where dolphins, manatees, and seabirds gather throughout the day.
You'll appreciate the attention to detail that goes into every rental and tour, from pre-trip safety orientations to equipment that's consistently maintained for peak performance. The nearby attractions of Bradenton Beach, Longboat Key, and Palma Sola Bay become your playground when you're equipped with reliable watercraft and local expertise. We're licensed and insured operators who've built our reputation on delivering memorable experiences that showcase the best of Florida's Gulf Coast.
Your adventure begins with choosing from boat rentals, jet ski experiences, private tours, or saltwater fishing charters that fit your schedule and interests. Little Philly Sea Adventures handles the logistics so you can focus on enjoying the calm waters, abundant wildlife, and stunning scenery that make this area special. The combination of premium equipment and local knowledge ensures you'll discover spots and sights that create lasting memories.
Start planning your Gulf Coast getaway by exploring our flexible rental options in Holmes Beach. We also serve clients from Anna Maria, FL, and surrounding areas.
What’s Included With Your Rental
We keep it simple — our rentals are designed to feel “fully loaded” so you don’t get nickel-and-dimed.
Towels + beach chairs
Giant floating mat (12’ x 10’)
Inflatable tubes
Snorkel gear + anchor
Premium coolers
Local route suggestions
Safety gear + briefing
Clear Policies
- Fuel is not included. We start you off full, and you only pay for what you use when you return.
- Deposit and ID requirements are shown clearly at booking.
- Weather comes first — we follow safe boating guidelines and rescheduling policies.
"No surprises!"
PLAY & STAY VACATION Homes & RENTALS
In Anna Maria Island, Holmes Beach, Bradenton Beach & Longboat Key
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.
Curated vacation rentals and Airbnb listings in Anna Maria Island, Holmes Beach & Bradenton Beach
Add-on boat rentals & jet ski rentals for the ultimate waterfront adventure
Enjoy local expertise and concierge-style service for stress-free stays
Curated vacation rentals and Airbnb listings in Anna Maria Island, Holmes Beach & Bradenton Beach
Enjoy local expertise and concierge-style service for stress-free stays
Play & Stay vacation rentals
In Anna Maria Island, Holmes Beach & Bradenton Beach
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.
Curated vacation rentals and Airbnb listings in Anna Maria Island, Holmes Beach & Bradenton Beach
Add-on boat rentals & jet ski rentals for the ultimate waterfront adventure
Book fishing charters, dolphin tours & sandbar trips right from your doorstep
Enjoy local expertise and concierge-style service for stress-free stays
Close to beaches, waterfront dining, and the Gulf Coast’s top attractions
Why Rent With Little Philly Sea Adventures Bullets:
- “Fully loaded” rentals (gear included)
- Clean, well-maintained pontoons
- Local route guidance (sandbars/snorkel/dolphins)
- Simple policies and clear communication
- Family-owned, safety-first
How Booking Works
step 1:
Choose your rental or tour
Pick 4 hours, 8 hours, or full day — or choose a guided tour if you want a captained experience.
Step 2:
Meet at Kingfish Boat Ramp (Holmes Beach)
We’ll send simple instructions after booking. Arrive ~20 minutes early for a quick check-in and safety brief.
step 3:
Cruise Anna Maria Island waters
We’ll share route ideas based on tides and wind — sandbars, dolphins, snorkeling, and sunset paths.
Want the easiest option? Call/Text and we’ll match you with the right package.
Boat Rental Launch Location (Holmes Beach)
We launch from Kingfish Boat Ramp, a quick and easy starting point to reach sandbars and scenic Gulf Coast routes.
- Simple check-in process
- Gear loaded and ready
- Local tips before you go
- Easy return and wrap-up
Jet Ski Rentals
Palma Sola Causeway
8400 Manatee Ave W
Bradenton, FL 34209
Monday - Sunday: 8AM-1 Hour Before Sunset
Why Choose Local Gulf Coast Experts
Little Philly Sea Adventures operates as a licensed and insured local business with deep knowledge of Anna Maria Island's waters, wildlife patterns, and hidden gems. We're familiar with the specific conditions around Bradenton Beach, Longboat Key, Siesta Key, and Palma Sola that make each area unique for different types of water activities. Licensed and insured for all local requirements with equipment inspected regularly for your safety.
You'll benefit from our commitment to maintaining premium equipment and providing thorough safety orientations before every departure. The personal attention and local expertise we offer means you're more likely to encounter dolphins, spot manatees, and find the secluded spots that make your Gulf Coast adventure truly special.
Book your next Gulf Coast adventure online or call 941-274-1575 to start exploring Holmes Beach today.
Boat Rental FAQ (Holmes Beach / Anna Maria Island)
Is fuel included?
Fuel is not included. We start you full and you only pay for what you use when you return.
Do I need boating experience?
We provide a safety and operation briefing before launch, including local navigation basics.
What do I need to bring?
ID, card for deposit, sunscreen, drinks/snacks, and your crew.
What if the weather is bad?
Safety first — we follow a weather policy and reschedule when conditions aren’t safe.
Is this family-friendly?
Yes. Safety gear is included and we’ll guide you through everything.
