Pontoon Boat for Rent in Holmes Beach & Anna Maria Island, FL

Clean, fully loaded pontoons for sandbar days, dolphin cruising, and island hopping — easy launch, local support, and fast booking.


Licensed & insured • Local family-owned • 5-star guests • Safety-firstClean, fully loaded pontoons for sandbar days, dolphin cruising, and island hopping — easy launch, local support, and fast booking.

  • Launch: Kingfish Boat Ramp (Holmes Beach)
  • Up to 12 guests (depending on boat)
  • Included gear (chairs, towels, floating mat, coolers, snorkel kit*)
  • Half-day & full-day rentals

Text Jeff: “PONTOON” for the fastest recommendation

Check Availability for Your Pontoon

What’s Include

  • Included Gear

    Beach-ready, no add-ons needed:


    • 🪑 Beach Chairs (bring the crew, we’ve got the setup)
    • 🧺 Plush Towels (so you don’t pack extra bulk)
    • 🛟 12’ x 10’ Floating Mat (the “floating living room”)
    • 🧊 Premium Coolers (multiple sizes)
    • 🥤 Floating Cooler + Inflatable Loungers
    • 🤿 Snorkel Gear (when conditions allow)
    • ⚓ Anchor + Dock Lines
    • 🧭 Local Route Guide (sandbars, dolphin zones, best calm-water routes)
    • 🦺 Safety Gear + Life Jackets (including kids sizes when needed)
    • 🔊 Bluetooth Sound System (play your own music)

    Everything is on the boat — no surprise add-ons at pickup.


  • Deposit + ID

    Simple checkout requirements:


    • 💳 Refundable Security Deposit required to book (shown at checkout)
    • 🪪 Valid Driver’s License required at launch
    • 🧾 Credit/Debit Card on file for the reservation
    • ✅ Quick check-in + safety briefing before departure

    Deposit and requirements are clearly shown during booking — no guessing.

  • Fuel Policy

    Fuel is not included.

    We send you out full, and you only pay for the fuel you use when you return. You don't have to return the boat with fuel. Our team will fill up on land to keep price of gas down. 


    Most groups spend about $25–$60 in fuel depending on route, speed, and time on the water.

DURATION PPRICE MOST POPULAR
4 Hour $395.00
6 Hour $445.00
*8 HOURS $495.00

What’s Included With Your Pontoon

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

Safety & Requirements

  • Age/ID requirements
  • Boater safety expectations (if applicable)
  • Life jackets (kids sizes etc.)
  • Safety briefing included
  • We reserve the right to cancel for unsafe conditions”

"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.

Where to Go on Your Pontoon (Anna Maria Island)

Three easy routes depending on your vibe.

Sandbar Day (Family Favorite)
  • Short description: Anchor up, float, snack, and let the kids play — this is the classic Anna Maria “sandbar day” with shallow water and chill vibes.
  • Time estimate: Plan 3–5 hours for the full experience (cruise out + hang time + cruise back).
  • Best tide window: Best on a rising tide and around mid-tide (more comfortable depth + cleaner water). If you’re not sure, we’ll tell you the best 
Dolphin Cruise + Island Hop
  • Short description: A relaxed scenic cruise for dolphin spotting, photo ops, and stopping by island areas to explore or grab food/waterfront views.
  • Best times: Early morning or late afternoon is usually best for dolphin activity and cooler temps.
  • Calm-water note: For the smoothest ride, we’ll recommend a protected route based on wind direction and conditions that day.
Snorkel + Explore (Advanced / Conditions Dependent)
  • Short description: For confident boaters who want to explore clearer-water spots and do a real “adventure day” beyond the typical sandbar cruise.
  • Safety note: This route depends on experience + conditions. We’ll confirm the safest plan, provide a route briefing, and recommend backup options if visibility or current isn’t ideal.
  • Weather note: Snorkel days are best with lighter winds, good visibility, and no storms in the forecast — if conditions shift, we’ll help you pivot to a sandbar or dolphin route.

Why Choose Local Gulf Coast Experts

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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 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

Boat Rentals

752 Manatee Ave

Holmes Beach, FL

34217

Monday - Sunday: 8AM-6:30PM

Boat Tour FAQs (Holmes Beach / Anna Maria Island)

  • How many people can the pontoon hold?

    Our pontoons can hold up to 12 passengers depending on the specific boat. If you tell us your headcount, we’ll match you with the best option for comfort and space.

  • Do I need boating experience?

    Experience helps, but it’s not required for many renters. We’ll give you a quick, thorough safety briefing, show you how everything works, and recommend an easy route based on conditions. If it’s your first time, just let us know so we can guide you.

  • What’s included with the rental?

    Your rental is designed to feel fully loaded, including:


    • Beach chairs + plush towels
    • 12’ x 10’ floating mat
    • Premium coolers (multiple sizes)
    • Inflatable loungers + floating cooler
    • Snorkel gear (when conditions allow)
    • Anchor + dock lines
    • Local route suggestions (sandbars + dolphin spots)
    • Safety gear + life jackets (kids sizes available)
    • Bluetooth sound system
  • What’s the fuel policy?

    Fuel is not included. We start you off full, and you only pay for the fuel you use when you return. Most groups typically spend about $25–$60 depending on route, speed, and time on the water.

  • Where is the launch location?

    We launch from Kingfish Boat Ramp in Holmes Beach. After booking, you’ll get simple meet-up instructions so arrival is stress-free.

  • What should we bring?

    Keep it simple:


    • Sunscreen + sunglasses/hat
    • Drinks + snacks (or a meal)
    • Phone charger (waterproof case recommended)
    • Swimsuits + a light cover-up
    • Any personal items for kids (floaties, snacks, etc.)
    • We provide the essentials like seating comfort, coolers, and safety gear.
  • Can we bring food and drinks?

    Yes — food and drinks are welcome. Feel free to bring a cooler-friendly spread. Just please avoid glass for safety, and keep everything secured while underway.

  • Are life jackets included?

    Yes. Life jackets are included and we have a range of sizes, including kids sizes when needed. We’ll also go over safety basics before you leave.

  • What happens if weather changes?

    Safety comes first. If conditions aren’t safe (high wind, storms, rough water), we’ll work with you to reschedule or adjust your plan. If weather shifts mid-rental, we’ll guide you on the safest route back.

  • How do I book and confirm?

    Tap Check Availability, choose your date and duration, and complete checkout to reserve your pontoon. You’ll receive booking confirmation right away with launch details. If you want help choosing the best option, just text us and we’ll make it easy.

Questions? Text us — fastest reply.