About Us

Who We Are
Florida Keys Private Boat Charters
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Island Adventures

What sets Island Adventures apart from other tour operators is its commitment to providing personalized, high-quality experiences for every guest. The captains work closely with visitors to create a customized itinerary that fits their interests and preferences. The company strives to make each Florida Keys adventure unforgettable by providing exceptional service and creating memories that will last a lifetime

Charters can be a tandem of two boats for up to 12 people exploring the waters of the Florida Bay or a quiet sunset tour with cocktails. The locals are all here, the choice is yours! The nearby flats that surround the Upper Keys hold quiet nooks and crannies, 10 million dollar homes, and some of the most epic sunsets in the world. Each of these spots is ready for you to explore with us one one of our private boat charters.

“The Florida Keys are like no other place on Earth,” says Captain Jim, owner of Island Adventures. “As an 8-year resident of the Keys, I have a passion for showing visitors the beauty of this area and creating memories that will last a lifetime.”

Island Adventures specializes in creating unforgettable memories on the water. From sunset tours with cocktails to exploring the nooks and crannies of Florida Bay, every moment spent with Island Adventures will be an experience you’ll never forget.

Pricing and Reservations
(Deposit is 100% Refundable up to 48 hrs in Advance.)

Groups of 1 to 6

  • 4-Hour Charters $599
    (Deposit $199)

    9:00 AM - 1:00 PM
    1:10 PM - 5:10 PM

  • 6-Hour Charters $899
    (Deposit $299)

    11:00 AM - 5:00 PM

Groups of 7 to 12

  • 4-Hour Charters $1,199
    (Deposit $399)

    9:00 AM - 1:00 PM
    1:10 PM - 5:10 PM

  • 6-Hour Charters $1,699
    (Deposit $399)

    11:00 AM - 5:00 PM

  • Bluetooth Speaker, and onboard music
  • Cooler with Ice
  • Inflatable Paddleboard
  • Floating Foam Mat
  • Inner Tube Floats
  • Snorkel Gear
  • Football, Badminton Gear and a Frisbee
  • Ice and a cooler if you’re mixing drinks
  • Lunch and your favorite snacks
  • Life jackets for very small children

We pickup at Island Grill or Islamarina on Snake Creek in Islamorada. We will send you specific parking and pick up instructions, via text the day before your trip. You can plan ahead by checking out the pick up locations link in our website to determine how long it will take to get there from where you are staying. Both locations are within just a few hundred yards of each other.

We offer 4 and 6 hour trips. Your trip duration will depend on the day and time that you’ve booked. If you’d like to extend your trip we offer that service for an extra fee that can be negotiated on the day of your trip if our scheduling allows for additional time.

If you have small children you will want to bring your own snorkel gear as we have 6 adult sets of snorkel equipment but it is not suitable for very small children under the age of 10. You’ll want to bring your own cooler with ice for mixed drinks as our cooler is suited for cans, bottles and pre-packaged food.

Our Team

Meet Captain Jim

A Michigan native and 8 year resident of the Florida Keys, with 4 years of service as a United States Air Force, Intelligence Analyst along with over 28 years of professional experience including information technology and digital marketing, Jim brings management and operations expertise to Island Adventures. Through his training in the Air Force and 3 years of service as a licensed Captain, Jim has learned the importance of pride and integrity, as well as the importance of direct and open communications amongst team members. This has led to his interest in helping vacationers discover their dream day on the open waters of the Florida Keys!. With a certification as a licensed boat captain, a certified first responder and advanced open water scuba diver he has a passion for protecting the oceans and maintaining species sustainability. The environment and integrity in business are on top of Jim’s priority list. As a father the future of our environment is critical to Jim. He will be a corner stone in our relationship assisting you with building your vision for you and your families Florida Keys adventure!

Islamorada Boat Trip Schedule

Groups of 1-6

Groups of 7-12

If your group has 12 or more, please call so we can find crew and vessels to accommodate your group: 305-394-1436

Florida Keys Boat Tour Gallery

About Our Trips

Looking for the best day of your vacation? Here in the Florida Keys it’s on a 5 star, private boat charter with Island Adventures! We offer VIP treatment before, during and after your trip and it all starts at the dock in our heated pool and tiki bar! Private parking and no rush at the dock. Let’s go snorkeling on Islamorada’s fabulous coral reefs. After snorkeling during the ride to the sandbar we can hit a few of our local dolphins’ favorite places to hang out, and if we’re lucky play with them in our wake! We can also make a stop at any of the local taverns for a drink, and cruise 2 of the locations in the Netflix series Bloodline! Ultimately we will wrap up the day on the world famous Islamorada Sandbar!

Come enjoy an amazing day on the fabulous waters of the Florida Keys. Our multi-activity sandbar trips include snorkeling, and site seeing, finishing your day on the world famous Islamorada Sandbar. At Island Adventures, our job is your vacation!

Book Direct Online

Full refund is granted if cancellation request is confirmed more than 48 hour in advance of the charter time by phone or text. Weather conditions to be determined the morning of the charter, with full refund if we cancel due to dangerous weather. Please understand the reason for our cancellation policy: Within 48 hours prior to your charter, we will not likely re-book the date you had chosen, your food/drink purchases have already been made, and we owe the captain/mate at least a portion of their lost wages. Thanks for your understanding. Cancel by phone/text at 305-394-1436

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