Find the best Islamorada, FL Boat Rentals and Yacht Charters Near You

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Top Islamorada, FL Boat Rentals and Yacht Charters

Islamorada, FL

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Fishing charters & Eco tours

4 - 8 hours Captained
Up to 6 passengers

Islamorada, FL

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Sandbar Charter / Sunset Cruises / EcoTours

6 - 8 hours Captained
Up to 6 passengers

Islamorada, FL

5.0 (2)

22' Shearwater with 250hp Mercury outboard

3 - 6 hours Captained
Up to 6 passengers

Islamorada, FL

5.0 (1)


4 - 8 hours Captained
Up to 6 passengers

Tavernier, FL

5.0 (3)

3 Day Min - 29.5' - Center Console - Key West-

8 hours No captain
Up to 10 passengers

Islamorada, FL

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Family Fun! Fishing with On The Reef Charters

4 - 8 hours Captained
Up to 6 passengers

Islamorada, FL

5.0 (1)

Flats Fishing Guide with Capt. Mike!

4 - 8 hours Captained
Up to 2 passengers

Islamorada, FL

3.0 (1)

Island Girl Islamorada Fishing Charter

4 - 8 hours Captained
Up to 6 passengers

Islamorada, FL

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Pursuit 23 w/ cuddy

2 - 8 hours No captain
Up to 7 passengers

Tavernier, FL

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Yamaha 242 Jetboat Sightseeing Excursions

2 - 8 hours Captained
Up to 10 passengers

Islamorada, FL

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BlueHeaven Charter

4 - 8 hours Captained
Up to 6 passengers

Islamorada, FL

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Sea Ya Fishin' Charter in Islamorada

4 - 8 hours Captained
Up to 2 passengers
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How to rent a boat in Islamorada?


Find the perfect boat

Enter your desired location and date to explore our fleet of boats.


Select a captain

Choose to drive yourself or select a USCG licensed captain.


Book with ease

Connect with your boat owner and complete your booking online.


Set sail

Enjoy your day on the water with friends and family!

Islamorada’s Most Popular Experiences

This halfway point of the Keys is jam-packed with fun things to do. We’ve put together a few of our favorite things to do when we're chilling on an Islamorada boat rental.

Get Straight to the Fishing
Well, what are you waiting for? You’re in the “Sport Fishing Capital of the World.” Get yourself onto an Islamorada boat rental with haste to get them reeled in. Popular catches in the area. Expect to pull in various types of snapper, hogfish, and sharks on an Islamorada fishing adventure.

See what’s going on Below
For great snorkeling in the U.S., you cannot beat Islamorada and the Florida Keys in general. With an Islamorada boat rental, you can approach majestic coral reefs and swim down below to examine their natural beauty.

Take in a Spectacular Sunset Sail
Sunsets in this area of the world are truly unbeatable. Hundreds of clear sea lie between you and Mexico, where the sun sets over. Take your Islamorada boat rental over to the west side of the island and watch the sun drift gently below the horizon.

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Islamorada Boat Rentals

Islamorada’s Best Bodies of Water

Stop by Alligator Reef

Nope, there are no alligators in this reef. This is where the USS Alligator sank while it was fending off pirates from a supply convoy. A lighthouse marks the spot, and there is a beautiful coral reef just 25 feet below the surface for you to explore.

Relax on Anne’s Beach

Sometimes when you’re cruising around in the afternoon heat, you just want to make a stop on the land and lay back for an hour or two. Anchor nearby Anne’s Beach and wade over to its sandy shores. Top up your tan, or get your snorkels on for this wonderful stretch of sand.

Head to the Gulf of Mexico

If you’re a keen sports fisherman, we advise you to head westwards for 10-20 miles to hit up some great fishing grounds. This is where the Gulf of Mexico’s flow runs through, bringing with it a range of migratory fish such as sailfish, mahi-mahi, marlin, kingfish, and tuna.


Got questions?

Frequently asked questions

How much is it to rent a boat in Islamorada?

The cost to rent a boat in Islamorada for a half-day starts at $120. For a full day on the water prices on average range from $240 and $4,2000.

Does Islamorada have good beaches?

Islamorada is another coastal gem in the Sunshine State. Located down in Monroe County among the Florida Keys, Islamorada is made up of five separately beautiful beaches, each home to their own stunning views.

What makes Boatsetter different from other boat rental platforms?

What makes Boatsetter different is peace of mind. Boatsetter is the first and only boat rental marketplace to offer insurance on every peer-to-peer boat rental. We know choosing the right boat rental platform is essential to your experience while on the water. That's why we've gone the extra mile to focus on safety through our exclusive partnership with GEICO Marine and BoatUS. As the first and only boat rental marketplace to offer insurance on every peer-to-peer rental, you are protected during all rentals with insurance coverage and on-water assistance through TowBoatUS.

How to rent a boat on Boatsetter?

At Boatsetter, our mission is to make getting out on the water as easy as possible. With our intuitive booking system, you can rent a boat as soon as today. -First, you must determine your budget and the type of boat you want to rent. -Next, decide where you would like to boat and the kind of boat you would like to spend the day on. -Finally, determine if you will be needing a boat captain and reach out to the boat owner. That's it! You're officially on your way to a fantastic day out on the water.

How many people can fit on the boat rental?

The number of people who can fit on boat rental largely depends on the boat's size and how many life jackets are on board. Currently the coast guard allows a maximum of 10-12 people on a Boatsetter boat rental.

How much does it cost to rent a yacht?

The cost of renting a yacht depends on the boat's size and the amount of time you'll use the yacht. The onboard amenities and luxurious accommodations also dictate the price. You can contact our yacht specialists for a custom quote by visiting:

How old do you have to be to rent a boat in Islamorada?

You must be 18 years old to rent a captained boat and 25 years old if you would like to rent a bareboat charter.

Do I need a boating license to rent a boat?

Boating license requirements vary from state to state. As a renter, you are responsible for understanding local state requirements.

Can you rent a yacht in Islamorada for the day?

Boatsetter allows you to rent a yacht for the day. Single-day yacht rentals are available for a select number of yachts. To chat with a yacht specialist please visit

Can you rent a yacht for the week?

Boatsetter allows its customers to rent a yacht for the week. Renting a yacht for a week gives you more access to the wide range of yachts available on our platform. You can either book a rental directly through the site or connect with one of our charter specialists to plan your trip here:

Can you rent a yacht for the month?

Booking a month-long yacht rental is a detailed and hands-off process when working with our team of yacht charter specialists. We tailor each yacht charter to our client's specific wants and needs. Our luxury yacht charter specialists can be reached at (954) 715-4114 or by visiting

How to rent a private yacht?

Renting a private yacht is a very detailed experience that caters to your exact needs while onboard one of our luxury yachts. To plan your private yacht rentals experience please visit

How much does it cost to rent a pontoon boat ?

The cost of renting a pontoon boat depends on the size, location, and rental time of the boat. Prices can range anywhere from $200 for a half-day rental or just under a $1,000 for longer rentals.

How much does it cost to charter a yacht?

The cost to charter a yacht varies depending on the boat size and the length of the charter. Prices typically range from less than $1,000 to $5,000 plus if you're wanting to charter the yacht overnight.

How much does it cost to rent a boat for the day?

The cost of renting a boat for the day on average ranges from $200 to $1200. The cost to rent a boat varies depending on the size of the boat and the length of time that you will be using the boat.

How does the boat insurance work?

Boat insurance typically covers loss caused by things such as fire, sinking, storms, and collisions. The extent of the coverage varies depending on the policy.

Do I need my own insurance to rent a boat?

You do not need boat insurance when renting with Boatsetter. Coverage is provided under the Peer-to-Peer Boat Rental Policy, which is underwritten by GEICO Marine Insurance Company. The policy was written from the ground up as a stand-alone recreational boat rental insurance policy covering the period of time that the boat is being rented and is available for all non-commercially insured boats.

Does Boatsetter screen renters?

Yes. We use a system called Cognito to ensure that payment information matches the renter's identity. We also require renters taking out a captained boat to be at least 18 years old and on a bareboat to be at least 25 years old.

Is listing my boat on Boatsetter free?

Yes! Listing a boat is completely free. We only take a commission when your boat is rented. We only make money when you do!

What if I'm not comfortable having a renter drive my boat?

If you are not comfortable having a renter drive your boat, we have an expansive network of licensed and experienced captains. Once your boat is listed, you can filter through our network of captains and favorite captains in your area that you would like to operate your boat.

Top boat rental reviews in Islamorada, FL

Verified full
Customers Reviews
Avg. Rating
  • 5/5 stars

    Today I not only met an awesome captain, but made a new friend for life. Captian Rene took us to beautiful spots to...


    Jul 2021
  • 5/5 stars

    Rene was an awesome captain. The boat was great for our family, had storage, life vests, a cooler with ice and...


    Jun 2021

  • Thanks for a great rental- and stepping up so quickly when we had questions! Great boat!


    Apr 2021
  • 5/5 stars

    Great fishing charter with Capt. Mike! Went out for bonefish on his flats skiff, and he put us on fish right away....


    Jan 2021

  • We had an amazing day cruising around Miami on Isle Cat! Our captains David and Danora were professional and friendly...


    Aug 2019

  • This was the easiest and best rental experience I have had. The Boat was immaculate and ran great! I highly recommend...


    Jul 2019

  • My family and I had THE absolute best trip ever to the Florida Keys and this boat rental was a major contributor to...

    Robert E

    Aug 2018

Boat rentals in Islamorada, FL

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