Island Adventures Charters and Tours

06/19/2024

Cheers to at lease another 50!

06/16/2024

05/27/2024

Honoring all who served on this Memorial Day.

05/26/2024

Kicking it off on Saturday 2024

05/20/2024

Did it again! ⭐️ ⭐️ ⭐️ ⭐️ ⭐️ … 3 work colleagues from Poland, New York and the UK

05/17/2024

Cheers to an amazing summer in 2024! Let’s go 🥂

05/17/2024

There’s only one charter boat in the Florida Keys permanently imprinted with champagne glasses on the bow with cup holders on either side! Who you wanna celebrate with?

05/16/2024

I’m proud to reveal Inspirations’s fully upgraded interior. With completely brand new cushions and new Express Dek from bow to stern she’s ready to Rock You Like a Hurricane all summer long!

05/12/2024

Happy Mother’s Day!

05/04/2024

2 boats today for this 8 passenger bachelor party at the sandbar!

05/04/2024

2 boats 8 passengers on this bachelor party Friday at the sandbar!

05/01/2024

Today’s 2-hour adventure included a successful crocodile sighting and an eco-tour through the canals of Venetian Shores. Enjoy the stunning views of luxurious boats and beautiful homes along the way!

04/27/2024

04/25/2024

Man I know I always say it but this is why I do it! 😿

04/25/2024

Thank you to everyone who’s invited Island Adventures along on their Florida Keys vacation for being a huge part of this smile on my face!

04/25/2024

Another epic sunset tour in the Florida Bay with this birthday girl and her husband from Miami Beach!

04/17/2024

Discover the hidden treasures of the Florida Keys with an exhilarating 4-hour eco-tour that promises adventure and awe at every turn! Join us as we explore the vibrant ecosystems that make the Keys a paradise for nature lovers. Imagine gliding alongside majestic dolphins, spotting the elusive crocodiles and eagle rays, and marveling at the exotic birds of Bird Island. We’ll also cruise by the stunning waterfront estates of Venetian Shores, showcasing the luxurious side of island life. The highlight? An unforgettable hour at the world-renowned Islamorada Sandbar, where the crystal-clear waters invite you to relax and play. This is more than a tour; it’s an invitation to experience the wild beauty of the Keys like never before. Perfect for Florida residents looking for a quick getaway—come make memories with us in the heart of paradise!

04/17/2024

🌅 Experience the magic of an Islamorada sunset! 🌴 Just like this lovely family of five from Indianapolis, you too can soak in breathtaking views as the sun dips below the horizon. Perfect for families and friends, our sunset tours offer a unique, serene end to your day. Book your unforgettable evening with us at Island Adventures – where every sunset paints a new memory. ✨

04/15/2024

Short trip to the sandbar today on a 2 hr charter with this couple from Philly!

04/15/2024

Quick 2 hour sandbar trip today!

04/12/2024

Captain Jim expertly harnessed the day’s changing weather conditions to transform what could have been a dreary day into an extraordinary adventure. We set sail to the sandbar at just the right moment, catching the low tide at its peak, which provided the perfect setting for some unforgettable sandbar fun. As the day progressed, we rode the gentle push of a following sea towards the iconic Alligator Lighthouse. The timing couldn’t have been better as the winds mellowed just enough to make our journey smooth and enjoyable. To top it all off, the sun broke through the clouds as we sailed, bathing our excursion in warm, golden light. With Captain Jim at the helm, every twist in the weather is an opportunity for a spectacular new adventure on the water!

04/11/2024

Adventure awaits, no matter the weather! Recently, we whisked a spirited family of four from Germany out to the sandbar, winds whipping at over 20 mph and waves reaching a thrilling foot in height. It was an exhilarating dash to snap a victorious photo with the flag, a true bucket list moment! Then, we discovered a serene haven on the island's leeward side, where calm waters made for an idyllic afternoon of play. Don’t let a breeze deter you; your perfect adventure is just a charter away with us! Ready to make unforgettable memories? Book your private charter today and let the elements add to the excitement!

04/08/2024

There’s 2 huge upgrades coming, stay tuned!

04/01/2024

There’s a sea horse hanging out on my swim ladder

03/31/2024

Happy Easter from the fabulous Florida Keys!

03/29/2024

Another large group charter with this family of 9 from Pompano Beach with the help of Captain Jen and Island Rider Charters. Windy conditions didn’t stop us from playing for 4 hours in the AM on the World Famous Islamorada Sandbar!

03/28/2024

The life of a sandbar Captain in pictures!

A photo mosaic is a picture that is created out of thousands of other pictures.