Pontoon Boat Rentals in Holmes Beach & Anna Maria Island, FL
Family-Friendly Pontoon Rentals Launching from Holmes Beach — Easy Booking, Premium Boats, and Local Route Tips Included
- Launch: Kingfish Boat Ramp (Holmes Beach)
- Up to 12 passengers (depending on boat)
- Included gear + comfort upgrades (see below)
- Local route guidance included
4 hours
$395.00
6 hours
$445.00
8 hours
$495.00
See Boat Options ↓
Want help picking the right boat? Text “BOAT” to (941) 274-1575.
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.
Blue Runner (Pontoon)
Best for families + sandbar days
Capacity:
Up to 12 Passengers
Includes:
Shade • comfy seating • cooler space
Starting at:
$395.00 / 4 HOURS
SQUID GAME (Pontoon)
Best for families + Events + Exploring
Capacity:
Up to 12 Passengers
Includes:
Shade • comfy seating • cooler space
Starting at:
$395.00 / 4 HOURS
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!"
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
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.
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
Boat Rental FAQ (Holmes Beach / Anna Maria Island)
How many people can the boat hold?
Most of our pontoons accommodate up to 12 passengers, depending on the specific boat you select. Capacity is always listed on each boat option during booking. If you tell us your group size, we’ll recommend the best fit.
Do I need boating experience?
No. You don’t need prior boating experience to rent with us. We’ll walk you through the basics during check-in — safety, local rules, docking tips, and where to go — so you feel confident before you leave the ramp.
What’s included with the rental?
- Safety gear + pre-departure briefing
- Local route recommendations (sandbars, dolphin areas, snorkeling spots)
- Snorkel gear
- Anchor + dock lines
- Premium coolers
- Towels + beach chairs
- Floating mat + inflatable loungers
What’s the fuel policy?
We keep fuel simple and transparent: Fuel is not included. We start you off with a full tank, and you only pay for what you use when you return.
Where is the launch location?
We launch from Kingfish Boat Ramp in Holmes Beach, which is a quick and easy starting point for exploring the Anna Maria Island area. Your booking confirmation will include the exact meet-up instructions.
What should we bring?
We recommend bringing:
- Sunscreen + sunglasses + hats
- Swimsuits + a change of clothes
- Phone charger (or power bank)
- Snacks / drinks
- A small dry bag for valuables
- Any personal meds you may need
Can we bring food and drinks?
Yes — you’re welcome to bring your own food and drinks. We just ask that you keep things clean and dispose of trash properly when you return. If you’re planning a special occasion, tell us and we’ll help you plan a great route.
Are life jackets included?
Yes. Life jackets are included for adults and kids. We’ll make sure you have the right sizes before you depart, and we’ll go over basic safety guidelines during check-in.
What if weather changes?
Safety always comes first. If conditions aren’t safe (high wind, storms, unsafe water conditions), we’ll work with you to reschedule. We monitor weather closely and communicate early so you’re not guessing or stressing the morning of your rental.
How do I book and confirm?
Booking is simple:
- Click Check Availability
- Choose your boat + date + duration (4/6/8 hours)
- Complete your reservation details
You’ll receive a confirmation with meet-up instructions and what to expect on arrival. If you have questions before booking, just call or text us — we reply fast.
