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Luxury Charter Boats and Boat Tours in Islamorada, FL

a person holding a sign with Mount Kilimanjaro in the background

 

 

 

Unveil the extraordinary:

Every Florida Keys charter captain boasts a constellation of 5-star reviews. What sets us apart from them?

Our brand’s excellence has been so loved by our customers it has personally been transported and exalted atop the world’s pinnacle, Mount Kilimanjaro.”

 


You can mix and match any of the awesome activities below with our super-flexible Multi-Activity Option! It's like building your own adventure playlist—how cool is that? 🚤🌊🦜

Embark on an Unrivaled Snorkeling Adventure in Islamorada

Discover a world of underwater wonders as you join us for an exceptional snorkeling excursion in the unparalleled waters of Islamorada, Florida. Renowned as a snorkeler's paradise, this corner of North America offers an experience like no other. Immerse yourself in crystal-clear waters that teem with vibrant marine life and stunning coral reefs, creating a breathtaking tableau beneath the surface. Our private boat charter promises an exclusive journey to the heart of this aquatic haven, where every moment unveils a new realm of beauty. Whether you're a seasoned snorkeler or new to the adventure, our expert guides will ensure your safety and enhance your encounter with the captivating marine ecosystem. Dive into the extraordinary and book your snorkeling excursion now to explore the unmatched beauty that Islamorada Holds beneath it's azure waves. 🐠🐚🌊

Embark on Your Ultimate Custom Eco-Adventure

Unlock the hidden gems of Islamorada through an extraordinary eco-adventure with Island Adventures. Our private sightseeing charter invites you to immerse yourself in the untouched beauty of the Florida Bay and the boundless expanse of the Atlantic Ocean. Set your own pace as you navigate these pristine waters, taking in the breathtaking scenery and embracing the tranquility that only nature can offer. As a special highlight, your journey includes a stop at the renowned Islamorada sandbar or the vibrant oceanside reefs, providing a chance to connect with the marine world like never before. Whether you're seeking serene exploration or thrilling snorkeling encounters, our expertly crafted charter ensures you'll experience the best of Islamorada's natural wonders. Reserve your adventure today and embark on a journey that promises unforgettable moments of discovery and connection with the incredible marine ecosystem of Islamorada, FL. 🌊🐠🏝️

Embark on an Unforgettable Sunset Odyssey

Step aboard and treat yourself to a serene evening amidst the tranquil waters of the Florida Keys. Join us for an extraordinary sunset tour that promises a mesmerizing experience you won't soon forget. As the sun dips below the horizon, painting the sky in hues of orange and gold, you'll find yourself immersed in a world of beauty and tranquility. Our private boat charter takes you on a journey where relaxation meets natural splendor, creating an ambiance that's perfect for making memories. Revel in the breathtaking scenery, feel the gentle breeze, and bask in the golden glow – all while surrounded by the picturesque vistas of Islamorada, FL. Book your sunset tour now and let the magic unfold as you savor the beauty of our captivating sunsets. 🌅🚤🌴

Embark on an Exclusive Sandbar Adventure

Escape to the enchanting Sandbar in Islamorada, FL, on an unforgettable private boat tour. This world famous gem, nestled beneath the waves, offers an exclusive experience that can only be reached by boat or watercraft. The sandbar promises an extraordinary memory. Book your private boat tour now and discover the magic of the sandbar, accessible only to those seeking an exceptional journey. 🚤🌅🏝️

Indulge in Unparalleled Luxury on Our Premier Private Charters in Islamorada

Ahoy there, adventure-seekers! Ready to swap ordinary for extraordinary? Dive into the adventure of a lifetime right in the heart of Islamorada! Our seasoned crew, led by the legendary Captain Jim, is stoked to make every second of your journey an unforgettable thrill!

Craving that perfect Instagram shot? Head to the world-famous Islamorada sandbar on one of our epic sandbar tours! It’s the ideal locale to kick back, sip on a tropical drink, and let the good vibes roll. 🏝️

But hey, if you’re after a splash of excitement, our Islamorada snorkeling trips are the real deal! Uncover the vibrant underworld of the sea, teeming with unique marine life that’ll leave you spellbound. 🐠

Staying in Key largo? No worries! We offer snorkeling tours in Islamorada which is only 10 minutes away that are packed with awe-inspiring coral formations and tropical fish galore. You won’t just snorkel; you’ll become part of this underwater spectacle!

Looking for Key Largo boat charters? Islamorada is just a short drive! Make your nautical dreams come true as we navigate the crystalline waters, giving you a VIP experience like no other.

And as the day winds down, jump aboard for our breathtaking sunset tours. Watch as the sky erupts in a symphony of colors, painting your memories with strokes of golden sunset glory. 🌅

So why wait? Set your sails for Island Adventures and lock in an experience that’s not just luxe but brimming with soul-stirring beauty and excitement! Book now and make memories that will keep you buzzing long after you’ve stepped back on shore. 🚤🌅🏖️

Ready to embark on this epic voyage? Got questions? scroll down to text Captain Jim directly, he’s got all the answers to set you on course for the best time ever! 🦜 

Come aboard, mates! The sea is calling! 🌊🏴‍☠️

Clients Say

Excellent
Based on 53 reviews
Blake Mowry
Blake Mowry
2023-08-15
This team was hands down 5-star status all the way. They took a group of 14 of us out split between 3 boats and we had a whale of a time. Captain Matt had some all time one-liners that had us laughing until we cried. Captain Jim and Mark were also bringing the noise. 5-star service on a 5-star afternoon! Capt. Matt also gave us a history lesson on the Mangrove beans on the way in. Nat Geo on water!
Ashley Greenwood
Ashley Greenwood
2023-08-08
We had such an amazing time with Captain Jim! He took care of everything! Went on a girls trip to snorkel and hang out at the Islamorada sandbar. We only did 4 hours, but wish we would have done a longer trip! Would highly recommend and can’t wait to use Island Adventures again!
Holly Davis
Holly Davis
2023-07-25
Captain Jim was the absolute best! He showed us the best spots and even helped us find our favorite animals - sea turtles and manatees! Even our girls agreed, this trip was the best part of our vacation! I would highly recommend!
Eve Swanson
Eve Swanson
2023-07-25
Great guides! Awesome adventure! So much FUN!!
Amy Admire
Amy Admire
2023-07-08
Awesome day on the water with Capt Jim. We learned some history about the area that we didn’t know which was super cool- will definitely have to your the Indian Island next time! Stopped by the Famous Sand bar for a bit- great place to unpack your lunch and float for a while. Capt Jim had a giant floating mat and paddle board for us, just what we needed! It was cool to learn about the series Bloodline that was filmed here- boated past a few spots that were in the show- yep we will be checking the series out now. Pack your lunch, drinks, sun block, hats and cover ups and enjoy the day on the water. Soak it in!
Rhiannon Barton
Rhiannon Barton
2023-07-07
Absolutely a must while in the keys! We enjoyed every bit! You’ll regret not booking a boating trip with Captain Jim!
SUSAN BRANHAM
SUSAN BRANHAM
2023-06-01
We were on a trip with our sons for their graduation! Capt Jim was wonderful and made our boat trip an amazing experience for everyone!! I would highly recommend using him for your boating experience.
Kristy Timmerman
Kristy Timmerman
2023-06-01
Our large group of 15 spent an absolutely wonderful day with Captain Jim and crew. Our group consisted of 8 teenage boys and their 7 moms and we all agreed it was the highlight of our trip. We started our morning exploring Alligator Reef Lighthouse and Cheeca Rocks. Oh, my word. We saw sea turtles, nurse sharks along with every fish imaginable. We spent the final few hours on the Islamorada sandbar playing ball, paddle boarding and relaxing. On our trip back to the marina we saw the pier which were used in the filming of Bloodline. Book with Captain Jim. You won’t regret it!
Stephanie Arnold
Stephanie Arnold
2023-05-31
I loved the boat ride. You did an amazing job keeping us safe and loads of fun! I highly recommend this tour for locals and visitors! %100 perfect day!

Have Questions?

Patch
Captain Jim here. If you're ready to go but have some questions, texting is the way to go. Why, you ask? Well, I'm usually on a boat, wrangling the wind and groovin' to some sea shanties because you should've called yesterday since we're booked today. Also it's a bit noisy out here! Click below to text me directly and I'll get right back to you with answers so you can get your charter booked! My cell is 305-394-1436, leave me a voice mail if you have to but text truly is the fastest way to reach me.