Experience Premium Gulf Coast Adventures | Little Philly Sea Adventures

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.

From peaceful boat explorations to thrilling jet ski rides, you'll find the perfect way to experience Anna Maria Island's waters. Our range of experiences accommodates families, couples, and adventure seekers who want to make the most of their Gulf Coast visit.

Each adventure includes safety gear, orientation, and equipment that's maintained to the highest standards. You'll have access to launch points that put you right in the heart of the area's most scenic and wildlife-rich waters.

Choose from these popular Gulf Coast experiences:

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.

Stephanie T.

Our pontoon boat experience was absolutely fantastic from beginning to end. Captain Jeff took the time to make sure each member of our party was comfortable and having a great time. His immense knowledge of the area allowed us to sit back and enjoy the ride while he ensured we were happy and safe. I highly recommend Little Philly Sea Adventures for your next water adventure! You will not be disappointed!

Thank you for the BEST day out on the water!

Adam G.

We needed a boat to fit the entire family, so we rented a pontoon for all 9 of us. Awesome clean boat and Jeff was a great guy to deal with. With this boat we went out, loaded up on bait with the cast net, caught some triple tail and mangrove snapper, then hit the sandbar at egmont. Perfect day.

Mary F.

We had a group of 12 people that rented a pontoon boat from Jeff, who gave us a discount and was willing to work with us. The boat was incredibly clean, with so many free add ons like a floating mat, tubes, snorkeling gear, etc… Everyone had such a fun time and we had no issues at all. Jeff was a wonderful communicator and reached out after to thank us. He is one of the best!!

Mount Dora 2525 K.

We had an awesome time today. Rented a pontoon boat from Jeff at Little Sea Adventures. Jeff the owner took really good care of us and also threw in a lot of extras and that he didn’t have todo. Will definitely book another adventure really soon.

Christoper G.

We had a fantastic day!! Jeff is great and is very familiar with the area. He took us to a number of locations to jump in and cool off. We have used other companies in the past and they don’t have much knowledge of the area or the tips and traps of baiting in this area. We highly recommend him. You will not be disappointed!!!

Discover the perfect mix of comfort and adventure with Play & Stay vacation rentals and Airbnb homes in Anna Maria Island, Holmes Beach, and Bradenton Beach. Our curated properties put you steps from the sand and just minutes from the Gulf Coast’s top attractions. Pair your stay with our boat rentals, jet ski rentals, fishing charters, and dolphin tours for an unforgettable getaway. Whether it’s a family vacation, a romantic escape, or a group adventure, Play & Stay makes it easy to relax, explore, and enjoy more of Florida’s beautiful coastline.