We use cookies to improve your browsing experience.

And dolphins make us happy. Find out more about our cookies policy here.

$100-$300

Browse Islamorada Boat Rentals.

Page 1 of 116 listings

Yamaha 242XE - Top of line entertainment boat for any adventure - Islamorada
Powerboats in Islamorada · 11 guests

Yamaha 242XE - Top of line entertainment boat for any adventure - Islamorada

5.0
Superowner
$150hour
Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo
Events in Islamorada · 13 guests

Luxury Adventure Boat: Brabus of the Seas - Up to 13ppl - Islamorada/Key Largo

5.0
Superowner
$225-$349hour
31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida
Powerboats in Islamorada · 6 guests

31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida

5.0
$150hour
All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More
Powerboats in Islamorada · 6 guests

All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More

5.0
$125-$150hour
29' GRADY WHITE FLORIDA KEYS!
Fishing in Islamorada · 7 guests

29' GRADY WHITE FLORIDA KEYS!

5.0
$175-$225hour
Mako Marine 33' Express Cabin
Powerboats in Islamorada · 6 guests

Mako Marine 33' Express Cabin

5.0
$250hour
Fun Keys Charter in Islamorada
Tours in Islamorada · 6 guests

Fun Keys Charter in Islamorada

New
$175-$200hour
21' Shearwater - Captained Islamorada Sandbar, Snorkeling, or Sunset Cruise
Powerboats in Islamorada · 5 guests

21' Shearwater - Captained Islamorada Sandbar, Snorkeling, or Sunset Cruise

5.0
$125hour
Super Fun Deck Boat Rental Caps included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Rental Caps included

New
$130hour
All-Inclusive SANDBAR, Snorkeling, BBQ, Sightseeing & Sunset 26’ Boat
Powerboats in Islamorada · 6 guests

All-Inclusive SANDBAR, Snorkeling, BBQ, Sightseeing & Sunset 26’ Boat

New
$175-$180hour
Islamorada Private Yacht Charter on 43ft Mainship Trawler
Events in Islamorada · 6 guests

Islamorada Private Yacht Charter on 43ft Mainship Trawler

New
$250hour
36' Invincible Open Fisherman Center Console
Powerboats in Islamorada · 6 guests

36' Invincible Open Fisherman Center Console

New
$125-$250hour
24' Everglades Fishing Charter in Islamorada, Florida (only ½ days and Full days)
Fishing in Islamorada · 4 guests

24' Everglades Fishing Charter in Islamorada, Florida (only ½ days and Full days)

New
$167-$225hour
18ft Maverick Fishing Boat in Islamorada, Florida (only ½ days and Full days)
Fishing in Islamorada · 3 guests

18ft Maverick Fishing Boat in Islamorada, Florida (only ½ days and Full days)

New
$107-$125hour
All inclusive private yacht charter in key Largo Florida Keys
Events in Islamorada · 6 guests

All inclusive private yacht charter in key Largo Florida Keys

5.0
$300hour
Fishing Charter on 40' Henriques Sportfish Boat in Islamorada, Florida
Fishing in Islamorada · 6 guests

Fishing Charter on 40' Henriques Sportfish Boat in Islamorada, Florida

New
$163-$213hour

Islamorada Reviews

  1. Erin

    Erin

    All-Inclusive, Captain-Led Adventure Awaits! Snorkel, Sandbar, and More

    Captain Jim was fantastic! We had a charter out to the Islamorada sand bar- the ride was fun and Captain Jim set us up with a lily pad and paddle board to enjoy our time at the sandbar. Plus he had so much info to share with us! Cannot recommend enough and will be in contact next time in Islamorada.

  2. Thibaut

    Thibaut

    31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida

    I am French and I am living in Miami for the past 22 years and I am used to go in Islamorada and rent boat, Rene was amazing and brought us to some amazing places I had the best day ever in the keys, if you go there Rene is the guy to call, super nice person, beautiful boat, you won’t regret it. Thanks again Rene for your kindness and hospitality 😊

  3. BG

    Bob

    29' GRADY WHITE FLORIDA KEYS!

    The boat trip was excellent. I was able to take my friends out on a wonderful fishing trip and we managed to do very well. This is not my first time renting a boat in the keys, but I will admit, this was easily the nicest boat that I have ever rented. In addition the boat was very comfortable for the long fishing trip. I was also pleased to see that there was a bathroom on the boat which I am not used to as I usually rent center consoles for my fishing trips. Also, the back bench that folds down was very nice to keep the ack deck clear for fishing. Another feature that I really liked about this boat was the fact that it was very fast and efficient. I was able to do a lot of boating without having to re fuel. The roof is also an excellent feature as it can get very hot I the blazing hot sun. The boat was excellent and the guys were very kind and the boat was clean as a whistle, full of fuel, and ready to go for my trip. The owners were kind enough to be able to accommodate me as I wanted to leave at 4:00Am for my fishing trip. This trip created memories for a lifetime. Thank you SergeRon.

  4. SS

    Sergio

    29' GRADY WHITE FLORIDA KEYS!

    Really nice boat! From the get go I knew that Grady Whites had a good reputation but this was a spectacular trip. Communication and pick up was seamless. The boat itself was amazing! I always knew Grady Whites were good boats but this boat was perfect. Spacious, smooth, fast and a lot of fun. Went fishing offshore with a great captain and landed a 20LB Queen Snapper, a bunch of Mahi and Tuna. Ended the trip with a beautiful sunset cruise with my wife and 2 kids and another couple. Highly recommended and will do it again soon!

  5. Jordan

    Jordan

    29' GRADY WHITE FLORIDA KEYS!

    This is a very luxurious boat! If you’re looking for power, comfort, and luxury, this boat definitely delivers. We rented it for 3 days and did offshore fishing, inshore fishing, and snorkeling adventures from it. This is not your typical listing when it comes to rental boats. The boat was immaculate and extremely comfortable with great amenities onboard. It has a saltwater pump and hose that pull ocean water for easy cleanup and a freshwater tank, pump, and hose. There’s also a little cabin with a toilet onboard. Also, the owners were fantastic to deal with. Check in and check out were seamless. Everything worked exactly as it should. This boat is definitely worth the money if you are looking for something nice and want to enjoy all that the keys have to offer. I would definitely rent it again!

  6. JK

    Jake

    Mako Marine 33' Express Cabin

    I can’t say enough good things about Capt. Tony! My sister and I hired him to spread our Dad’s ashes at sea, at the end of a great day touring the mangroves and snorkeling the reefs. He had great ideas on where to go, adapted well in response to weather and sea conditions, and was a pleasure to spend the day with. Tony is smart, funny, and considerate. He made sure we were having a good time, and gave us space when we needed it for the personal part of the day. I hope to bring my daughters to the Keys some day to show them where their grandfather joined the sea, and I will definitely hire Tony for that trip…if her’s available, of course. His calendar is busy, which is a testament to the quality and value of his service. If we do get back, I might sneak off with him for a little fishing as well! Oh, and his boat is clean, spacious, and reliable too!