Meet Captain Greg Eklund and his Boat the Cloud Nine

captain greg holding massive fish

Captain Greg

Capt. Greg Eklund has been at the front of the charter fishing fleet in Islamorada for 27+ years. He has also fished in 74 different countries in the Atlantic, Indian, and Pacific oceans.

When he gets a break from the water he enjoys traditional archery hunting, the mountains, and spending time with his family.

Capt. Greg Eklund invites you to come and share the best fishing the Keys has to offer aboard the Cloud Nine. You can get more information on fishing trips with Capt. Greg Eklund or call him with questions.

“You really have to keep your skill set polished when fishing in a competitive environment like Islamorada”, said Capt. Greg. “Hard work equals more fish most days and our anglers appreciate our best effort.” The crew of the Cloud Nine encourages all of their anglers to take an active role in the day’s fishing activities. Hands-on experience, quality tackle, and expert direction from the crew work to ensure the success of your fishing adventure. “I am most happy when I am sharing my knowledge of the Islamorada fishery with our guests.”

Capt. Greg.

Your Next Fishing Adventure Awaits

Capt. Greg Eklund invites you to join him and his crew aboard the Cloud Nine for some first-class fishing in Islamorada, Florida Keys.

The Boats

the cloud nine sailing in florida

The Cloud Nine

The Cloud Nine, skippered by Captain Greg Eklund, is a South Florida custom built 48 foot sportfish. She is powered by twin 2021 MAN engines that provide a comfortable 22 knot cruise and a 32 knot max speed. The new engine package in 2021 has been a real bonus for our clients by increasing the speed and reducing the noise and emissions. She was custom built in 1989 in the Miami River by Marine Management. After being acquired from the original owner by Capt. Eklund he then custom rigged her to excel in the Keys fishery. Come let her take care of you while you enjoy a first class fishing trip to Islamorada in the Florida Keys.

The Little Nine

The Little Nine is a 16 foot Hells Bay flats skiff. This rig allows us to pole in less than 6 inches of water to get to the fish you want to catch. It is powered by a Mercury 4 stroke 40 hp motor that makes plenty of clean and quiet power. This really is the only way to explore the skinny water of the Florida Keys. There is room for two anglers plus Captain Eklund.

captain greg and crew with fish


We provide high end fishing adventures for anglers of all abilities. We regularly entertain experienced anglers, corporate groups, and families of all ages. Our guests find that they learn from every adventure and we have many clients who have fished with us for more than 20 years. Check out our testimonials here:….

  • Capt Greg is a great fisherman – Entertaining, knowledgeable and friendly. He finds the fish and has all the tools. Not all fishing guides care – Capt Greg certainly does. A trip on the Cloud Nine is one high quality outdoor experience.

    Bob S.
    Bob S.
  • I’ve been fishing with Greg for years now and without a doubt, The Cloud Nine works harder to catch fish than just about anyone…He cares about doing what needs to be done to find fish and make sure you have a great day on the water.

    Brandt S
    Brandt S.
  • Been fishing with Captain Greg for the last 13 years and he never disappoints. He is very knowledgeable in all aspects of saltwater fishing which allows for a successful day regardless of the situation. He also goes above and beyond to make sure that you have the best experience possible.

    Craig R.
    Craig R.
  • I am inexperienced with deep sea fishing, having only been on one other charter many years prior, but Captain Greg and his crew made me feel very welcome and comfortable. They were also very knowledgeable, which helped me learn a lot during the charter, catch many different varieties of fish, and really enjoy my experience! Having joined the charter with my family, who were mixed in fishing experience levels, I can confidently say that that the Cloud Nine is a great choice for new and advanced fishermen alike!

    Emma K
    Emma K.
  • I have fished with Capt. Greg Eklund on the Cloud Nine for 8 plus years. What started as a hobby quickly became semi-professional as we started fishing tournaments together and have enjoyed doing well and winning several events. Whether you are looking for recreational or professional fishing you can’t go wrong with Capt Greg. Either way you are guaranteed to have a great day on the water!

    Josh J
    Josh J.

Ready to Book Your Next Fishing Charter?

Reserve your spot to experience world-class Islamorada fishing with Capt. Greg Eklund and his crew aboard the Cloud Nine.