labor day weekend / september 4-7

MAKE YOUR LAST BIG SUMMER WEEKEND COUNT.

Boat & Jet Ski Rentals on Anna Maria Island

Pontoon boats, jet ski rentals and guided adventures — easy local launch, gear included, and real local support from start to finish.

Pontoon Boat Rentals

Boat Rentals

Best for families + groups

From $415 / 4 hrs
Jet Ski Rentals

Jet Ski Rentals

Best for couples + adventure

From $140 / hr
Jet Ski Tours

Guided Jet Ski Tour

Best for first-time explorers

From $380 / 2 hrs

How do you want to spend Labor Day?

Choose the kind of day you want. We’ll take care of the rest.

relax

Pontoon Boat Rental

Cruise, swim, sandbar, float and spend the
day together.

ride

Jet ski rental

Fast, flexible fun for couples, friends and
adventure seekers.

explore

guided jet ski adventure

Follow a local guide to scenic water, wildlife areas and memorable stops.

Choose your adventure

Clear pricing. Easy check-in. No guessing.
Group posing on a boat in sunny water, with a blue canopy and another boat in the background

Pontoon Boat Rentals

Anna Maria Island, FL

Best for families, groups and sandbar days. Pack the cooler, bring the crew and spend a half or full day exploring Anna Maria Island waters.

4 hours
Start at: $415.00
6 hours
Start at: $515.00
8 hours
Start at: $599.00
Jet skis lined up on a sunny beach beside calm water at sunset

Jet Ski Rentals

Palma Sola, FL

Best for couples, friends and adrenaline. Ride Palma Sola and surrounding waterways with everything you need to get on the water safely.

1 hours
$140.00
2 hours
$230.00
4 hours
$420.00
Four people in life jackets posing on a sandy beach beside jet skis with clear blue water behind them

Guide jet ski Adventure

Palma Sola, FL

Best for first-time visitors and explorers. Follow a local guide through scenic waterways, wildlife areas and memorable local stops.

2 hours
$380.00
3 hours
$520.00
Additional Ski
$140.00

Areas We Serve

Real people. Real adventures.

Don’t take our word for it — see why guests keep choosing Little Philly.
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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.



More included. Fewer surprises.

Our rentals are designed to feel fully loaded — not nickel-and-dimed.


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Giant floating mat (12’ x 10’)
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Inflatable tubes
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Snorkel gear + anchor
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Local route suggestions
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Safety gear + briefing

Clear Policies

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  • Fuel is not included (Boats Rentals Only). 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!"

Three steps. Then you’re on the water.

Simple from booking to return.


Maroon pontoon boat with tan canopy floating on clear green water under a blue sky

step: 01

Choose your rental or tour

Book online or call/text and we’ll help match the right experience.

Holmes Beach sign for Anna Maria Island, palm trees and gravel foreground

step: 02

Meet us at the launch

Arrive about 20 minutes early for check-in and a clear safety briefing.

Person and child floating in green water near a pontoon boat on a sunny day

step: 03

Go make a day of it

We’ll share local route ideas based on the day’s conditions.

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

Boat Rentals

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752 Manatee Ave

Holmes Beach, FL

34217

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Monday - Sunday: 9AM-8PM

Jet Ski Rentals

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Palma Sola Causeway (Away from all the other vendors)

F9W2+C9G

Bradenton, FL 34209

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Monday - Sunday: 9AM-1 Hour Before Sunset

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.