Crabby Joe’s Adventures and Rentals is your go to spot for vacation fun and easy island exploring. We offer everything you need in one convenient place, including golf carts Rentals, beach cruisers, e-bikes, kayaks, beach chairs, umbrellas and more. Located right on Pine Avenue in the heart of Anna Maria Island, we’re perfectly positioned just a quarter mile from the Gulf of Mexico and a quarter mile from Tampa Bay. Our office sits directly across from the island’s only public kayak launch, making it effortless to get out and enjoy the water. Friendly service, unbeatable location, and all the rentals you need to make the most of your island time.
We offer 4, 6, and 8 passenger street legal golf carts on Anna Maria Island, perfect for cruising the island and enjoying the warm salt air breeze. Skip the car and explore beaches, shops, and restaurants at island pace. For your convenience, we offer easy delivery and pickup right to your vacation home or resort, so your ride is ready when you arrive.
Explore Anna Maria Island with ease on our electric bikes, the perfect blend of fun and freedom. Our e-bikes make it effortless to cruise the island, whether you’re heading to the beach, riding Pine Avenue, or enjoying the coastal breeze without breaking a sweat. Ideal for all fitness levels, our e-bikes let you see more of the island while riding in comfort and style.
Get out on the water and experience the natural beauty of Anna Maria Island by kayak. Paddle along calm bay waters, explore mangroves, and watch for dolphins and manatees along the way. For added convenience, we offer delivery to your vacation home or resort, so your kayak is ready when you are. With our location directly across from the island’s only public kayak launch, getting on the water is easy and stress-free.
Relax and enjoy the beach with our convenient beach gear rentals, including comfortable chairs, umbrellas for shade, and coolers to keep your drinks and snacks cold. Perfect for a full day by the water, our beach gear makes it easy to travel light and settle in comfortably. We offer delivery to your vacation home or resort, so everything you need for a great beach day is ready and waiting when you arrive.
Shop beach attire, graphic tees, coastal gifts, and shore-day essentials made for sun, sand, and salty air. Whether you’re treating yourself or grabbing a gift, it’s all island-approved.
Getting around the island with Crabby Joe’s Adventures and Rentals is easy, breezy, and stress-free. Whether you’re cruising the streets, riding the trails, or heading for the water, we’ve got you covered from start to finish.
Pick your island wheels or water gear golf carts, e-bikes, cruisers, kayaks, and beach gear all ready for vacation mode.
Let us know your dates and where you’re staying. We’ll deliver right to your home or resort so you can skip the extra stops. (no need to be home)
Cruise, ride, paddle, or relax. Take in the sunshine, salt air, and everything the island has to offer.
When your vacation winds down, we’ll swing by for pickup. No returns. No stress. Just good times. (No need to be home)
At Crabby Joe’s Adventures and Rentals, we make island life easy and fun. We’re family-owned, we live and work on the island, and we take pride in helping you enjoy it like a local, not a tourist.
Planning your first beach day on Anna Maria Island? The Gulf Coast sun is glorious — and relentless. Knowing what to bring (and what to leave behind) can make the difference between a perfect beach day and a stressful one. Here’s your ultimate AMI beach packing guide — plus a smarter way to travel light. The Essential Anna Maria Island…
Explore kayaking on Anna Maria Island with the best launch spots, calm mangrove trails, and chances to see dolphins, manatees, and coastal wildlife. Learn beginner-friendly paddling tips, what gear to bring, and how to start your unforgettable island kayak adventure today.
Wondering when to plan your Anna Maria Island vacation? Whether you’re looking for warm Gulf water, fewer crowds, or the best prices, this month-by-month guide has everything you need to pick the perfect time to visit AMI — and make the most of it once you’re there. Overview: Anna Maria Island’s Seasons Peak Season (January – April): Snowbirds and spring breakers…
We’re located at 409 Pine Ave, Anna Maria, FL 34216 right in the heart of Anna Maria Island, just a quarter mile from the Gulf of America and a quarter mile from Tampa Bay. We’re also directly across from the island’s only public kayak launch!
We’ve got everything you need for an amazing island vacation: street-legal golf carts (6 & 8 passenger), beach cruiser bikes, e-bikes, single and tandem kayaks, paddleboards, and beach gear, including chairs, umbrellas, and coolers.
Yes! We offer delivery and pickup right to your vacation home or resort anywhere on Anna Maria Island. You don’t even need to be home, we’ll have everything ready and waiting when you arrive, and we’ll swing by to grab it when you’re done.
Booking is easy! You can reserve online in just a few clicks through our website, or give us a call at 855-272-2295. Choose your dates, tell us where you’re staying, and we’ll handle the rest.
ou can cancel anytime up to 7 full days before your rental for a full refund. Within 7 days we’ll issue a store credit. You can also purchase trip protection for a 100 % refund anytime. Please note that we do not offer cancellations due to weather changes.
Absolutely! We have options for all group sizes and ages from beach cruisers for the kids to 8-passenger golf carts for the whole crew. Whether it’s a couple’s getaway or a big family vacation, we’ve got you covered.
You can cancel anytime up to 3 full days prior to the rental and receive a full refund. We don’t accept cancellations due to change of weather.
IMPORTANT! – Your personal auto insurance policy typically covers rental cars under the same terms limits therefore you stay protected and deductibles as your policy. You must have a personal auto insurance policy to rent a golf cart. You cannot drive your golf cart until these forms are submitted to us! Thank you for your cooperation.
