Keys to the Keys Adventures last a lifetime.


Private charters, corporate fishing trips, sport fishing, inshore, backcountry, reef fishing, deep sea offshore fishing, spear fishing, shark fishing (catch and release only), specializing in family fishing trips. 

Offshore Fishing include: Kingfish, Cobia, Amberjack, Sailfish, Marlin, Mahi Mahi, Shark, Baracuda, Snapper, Grouper, and Wahoo (all based on season).

Inshore Fishing include: Tarpon, Snapper, Grouper, Shark, Baracuda, Snook, Redfish, Permit,and many other species of fish abound here in the Florida Keys. 

We offer a wide variety of trips.... deep drop on wrecks and reefs, out island kayak fishing.  Let us take you and your family/friends on the adventure of a lifetime to some of the most amazing uninhabited islands in the Keys.


Situated 3 miles from the magnificent reefs and ledges, Marathon offers some of the most beautiful reefs and patch reefs in the Keys.  All our trips are geared to accommodate your level of expertise... from novice to the most experienced divers, we can find just what your looking for!  Explore the unseen side of the Keys under the sea.  See colorful fish, sea turtles and coral formations.  The waters and colorful reefs here are so rich with life!  We also explore wreck dives.... load up the family to sport dive wrecks you only dream about, shallow wreck-reefs or deep intact vessels.  The visible payoff to wreck divers is molasses-thick aggregations of fish on many ships, a density that will startle and amaze you... you will feel as though you're in an episode from the Discovery Channel!


Let us take you on an amazing trip that includes fishing, snorkeling, kayaking, and paddle boarding.  We'll start the day by heading out to one of our beautiful reef or ledges and fish for your dinner (2 hours).  We'll head to one of our dive sites so you and your family can see the incredible diversity of the Florida Keys reef systems via snorkeling, or just relax and enjoy the expedition on the comforts of our boat.  We'll finish the day in one of our mangrove estuaries or uninhabited out-islands via kayak and paddle-boards to give you a sense of the complete ecosystems of the Florida Keys. 


Just what it says:  Party at the sandbar... enjoy the exquisite, clear, turquoise waters anchored on the boat!  We bring the toys: kayaks and paddle boards, while you bring the willingness to relax and enjoy a beautiful day.


Take a cruise along the beautiful shoreline of Marathon and Grassy Key.  Learn about the ecosystems that make our island the most unique place in the country.  Watch the sunset and possibly see dolphins, sea turtles, and other magnificent wildlife around the islands.  Bring your own beverages and sit back and relax on the boat or get on a kayak or paddle board for a more up close and personal adventure. 


Join us on a circle island expedition where you get to see all of the beautiful things the Keys have to offer without having to leave the comfort and safety of the vessel.  Cruise through beautiful Boot Key Harbor to see yachts and sailboats from all around the world.  Cruise through beautiful Sister's Creek and around Sombrero possibly encountering manatees, dolphins, sea turtles, and many other forms of wildlife including a vast variety of shore birds.  This trip is a photographer's dream... it's a must see! 


The Keys offer some of the best lobster diving anywhere in the world!  Let us take you out for a day of fun-filled free diving or scuba to some of the richest lobster grounds in the Keys.  We'll work hard to make sure you come home with one of the best meals you've ever had.... because nothing tastes better than the fresh lobster you just caught!


If there is anything in particular that you would like to experience in the Florida Keys, we have the boat and the equipment to meet your needs.  Whether it's photography, bird watching, beach combing, exploring uninhabited islands, or whatever your heart desires.... just let us know whatever it is you want to do, we'll make it happen!


Keys to the Keys Adventures is dedicated to keeping our environment beautiful.  Our company has partnered with other local businesses and citizens removing over 6,000 pounds of plastic and other debris from our ecosystem.  By chartering with us, you give us the ability to use a portion from every charter to make sure the places that we take you to remain clean and as close to their natural state as possible.  If you would like to join us in this process, we appreciate your support.  If you want to give us a hand in cleaning up the beaches and mangroves, its a great way to not only see the environment but to also leave it in better condition than we found it.  If you, your business, or organization would like to participate... please contact us.  Whether it be a contribution, charter, or referrals... we are thankful for the support of unity in our community!


  • 1/2 Day $500
  • 3/4 Day $750
  • Full Day $900

Additional Cost:  Offshore trolling (depending on where the pelagic fish may be found... there may be additional fuel charge), snorkel and scuba gear may be rented through our preferred vendors.  Average price for snorkel gear is $8.


Sunscreen (no spray), towels, hat, comfortable shoes, camera, food and beverages (We provide the cooler.  No Styrofoam coolers or glass permitted). 

Best experience my daughter and I have ever had on the water. We sailed, kayaked, fished, snorkeled and petted an octupus! All in one day.
— Trevor & Olivia