Boat Rentals in the Florida Keys & Fishing Charters

Key Largo | Islamorada | Marathon | Key West

At Blue Skies Charter, we specialize in premium, high-performance Florida Keys boat rentals and curated fishing charters. Whether you’re an avid angler, an experienced boater, or simply seeking a refined experience on the water, our fleet delivers quality, comfort, and professionalism—every time.

Rental Options

Boat Rentals

Cruise through the pristine waters of Islamorada boat rentals, Key West boat rentals, and Marathon boat rentals, enjoying a smooth ride and breathtaking ocean views. Our vessels are designed for both relaxation and adventure, giving you the freedom to explore at your own pace.

Fishing

Experience world-class sportfishing with our Florida Keys fishing charters, fully equipped for deep sea, reef, and backcountry trips. From landing trophy catches to enjoying family-friendly outings, our captains know the best spots across Key Largo, Marathon, and Key West.

Sandbars

Discover hidden sandbars, scenic islands, and vibrant coral reefs with our vacation boat rentals in the Florida Keys. Whether you’re looking for a laid-back escape or a day full of watersports, our team will guide you toward the best experiences on the water.

Float Away on Your Dream Boat

Choose from our luxury fleet, including dual console and center console models, perfect for both serious fishing and cruising comfort.

Dual Console

Grady White Freedom

A premium experience on the water, this elegant vessel offers twin Yamaha 300HP engines, advanced Garmin navigation and sonar, crystal-clear Bluetooth audio, and a private onboard head-designed for comfort, style, and performance.

$700-$900/day

Center Console

Grady White Canyon

Built for serious fishing and offshore performance, this rugged vessel is powered by twin Yamaha 300HP engines and equipped with advanced Garmin navigation and sonar to put you on the fish fast. With plenty of deck space, Bluetooth audio, and a private onboard head, it’s the ideal setup for long days on the water without sacrificing comfort.

$700-$900/day

Our Destinations

Key West

With access to both the Gulf of Mexico and the Atlantic, Key West fishing trips, snorkeling, and boating make this destination a favorite for adventurers and families alike.

Marathon

From Marathon fishing charters to coral reef snorkeling, this island is a paradise for water lovers. Visitors can enjoy diving, parasailing, and private boat tours surrounded by turquoise waters.

Islamorada

Known as the “Sportfishing Capital of the World,” Islamorada fishing charters combine breathtaking island views with unbeatable fishing opportunities. Sandbars and shallow reefs make it ideal for both play and relaxation.

Keylargo

As the gateway to the Keys, Key Largo boat rentals and fishing charters offer direct access to stunning reefs and abundant marine life. Perfect for both first-time visitors and seasoned anglers.

      
   Blue Skies Charter Florida Keys
   17 Google reviews 
  Write a review 
  
 
 
   
 
 
       Posted on Google  
   
   Claudio Lunghi 
 
 
 
 Trustindex verifies that the original source of the review is Google. Rented a boat with a few buddies for a fishing trip and we chose blue skies because of the reviews and the Grady White boat they have.  We were on a mission for tuna. Safe to say—we weren’t disappointed. Our guide was a local guy from the Keys who showed us how to jig at the Marathon Hump, and we ended up landing some solid blackfin tuna and bonito. The boat was super clean and ready to go when we got there, and the electronics were next level—really impressive setup. Overall, just an awesome day on the water. Great fishing, great crew, and a ton of fun. Definitely recommend.
  
 
      Posted on Google  
   
   Otto Conde 
 
 
 
 Trustindex verifies that the original source of the review is Google. Rented a boat for a fishing trip with a few friends out of Marathon, Florida. On the way to the humps, we got into a great mahi mahi bite and loaded up on some beautiful fish. It was an awesome day on the water! The team at Blue Skies set us up with a knowledgeable and entertaining guide who made the trip even better. I had a blast and highly recommend them for anyone looking to get out and fish in the Keys.
  
 
      Posted on Google  
   
   J C 
 
 
 
 Trustindex verifies that the original source of the review is Google. Rented a boat from Blue Skies for a few days to do some fishing and diving at the reef, and we had an absolute blast. The boat was spotless and ready to go when we arrived—no need to waste time fueling up, the management team had everything prepped in advance. Overall, an outstanding experience. We’ll definitely be booking again when we come down this summer.
  
 
      Posted on Google  
   
   Matt Forman 
 
 
 
 Trustindex verifies that the original source of the review is Google. I highly recommend Blue Skies Charters. Having rented boats multiple times in the Keys this was by far my best experience. Serge was a pleasure to deal with. The booking was simple and he made sure we had everything we needed even giving us info on places to go with the boat. The dual console Grady is in great shape and is perfect for fishing or to hit some fun spots with your family.  I wouldn’t rent a boat from any other company.
  
 
      Posted on Google  
   
   Jill Doucette 
 
 
 
 Trustindex verifies that the original source of the review is Google. Thanks Blue Skies for an amazing time in the Keys!  Boat was clean / well maintained, seas were calm and the sky was blue.  Had everything we needed for a fantastic day out on the water.  The Blue Skies team was very professional and would definitely work with them again.  Cheers!
  
 
      Posted on Google  
   
   Mariko Delanoza 
 
 
 
 Trustindex verifies that the original source of the review is Google. Amazing experience with first class service!  Everything went perfectly and the owner is outstanding
  
 
      Posted on Google  
   
   Jason Bobber 
 
 
 
 Trustindex verifies that the original source of the review is Google. Great boat!  The transaction was easy and Bobby was completely professional and ensured we all had a memory we will always remember and cherish!  Highly recommended!
  
 
      Posted on Google  
   
   Elizabeth DiBiase 
 
 
 
 Trustindex verifies that the original source of the review is Google. I went down to the keys with a couple of my friends and we chose Blue Sky Charters to rent a boat and I can honestly say that was the best experience I have ever had. BSC had exceptional service, immaculate clean boat, and I really liked the open layout.  It was perfect for my group and we had an amazing time.  I live in South Florida and go on boats often and this was definitely the most memorable. I will be using BSC again and often!
  
 
      Posted on Google  
   
   Courtney Ellison 
 
 
 
 Trustindex verifies that the original source of the review is Google. We went on a tour and it was all you could ask for! White glove service, beautiful locations, water that’s out of this world 🤩. Anyone looking for a top notch trip should book here
  
 
      Posted on Google  
   
   Patricia Nelson-Reade 
 
 
 
 Trustindex verifies that the original source of the review is Google. What a day with BlueSkies Charter!  The 29’ Grady White was very comfortable, nicely equipped and 2 Yamaha 300’s ran like tops. We had an amazing fishing experience catching tuna, grouper and mahi. The fishing guide recommended by BlueSkies was just great. The boat trip  was both for pleasure and for fishing and we can’t say enough how wonderful the team was in coordinating and making the trip one of the best days visiting the Keys. We highly recommend BlueSkies Charter!!

We rented this boat with a captain for my daughter’s birthday. The booking process was seamless, the owner was very friendly and helpful, responding right away, and always being available. He went above and beyond to tailor our experience. The boat is beautiful and in excellent condition, clean, and well-maintained. It feels even more spacious in person. The captain made sure we were safe and comfortable, offering guidance when needed, but also giving us the freedom to explore.

Cristina

Steven - Boat was immaculate and ready when we arrived. Ran very well. All features were great. Owner was accommodating and very communicative. Will definitely use again and again in the Keys

Steven

We had another great trip aboard this 285 Grady White. As in the past, the boat was clean and in great shape, and the owner was easy to work with. I will be renting this boat again!

Jason

FANTASTIC BOAT! FANTASTIC OWNERS! Serge was incredibly kind and attentive throughout our entire experience. The boat was spacious, comfortable, and handled like a luxury vehicle—smooth and effortless. We had a wonderful day with family at Alligator Reef, capped off by a peaceful sunset cruise 🙃. I highly recommend this rental and Serge’s exceptional service for anyone looking for a top-tier boating experience.

Natalie

Ready to experience it yourself?

Our Mission

At Blue Skies Charter, we provide premium boat rentals for those looking to explore the stunning waters of Islamorada, Key West, Marathon, and beyond. Whether you’re seeking a relaxing escape or an exciting adventure, we ensure a seamless experience on the water.