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$100-$300

Browse Islamorada Boat Rentals.

Page 1 of 121 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
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
Snoozed - Active 02 Jan 2025
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
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
Twin Vee 26 Great for Scuba Diving, Snorkeling, Fishing, Lobstering, or Sand Bar
Powerboats in Islamorada · 10 guests

Twin Vee 26 Great for Scuba Diving, Snorkeling, Fishing, Lobstering, or Sand Bar

New
$110-$216hour
26' Twin Vee With Great Extra Features For Exploring the Islamorada Area
Powerboats in Islamorada · 10 guests

26' Twin Vee With Great Extra Features For Exploring the Islamorada Area

New
$180hour
Exclusive and Luxurious 25ft Axopar Boat for up to 6
Powerboats in Islamorada · 6 guests

Exclusive and Luxurious 25ft Axopar Boat for up to 6

New
$150-$175hour
29' GRADY WHITE FLORIDA KEYS!
Fishing in Islamorada · 7 guests

29' GRADY WHITE FLORIDA KEYS!

5.0
$125-$150hour
Islamorada Private Yacht Charter on 43ft Mainship Trawler
Events in Islamorada · 6 guests

Islamorada Private Yacht Charter on 43ft Mainship Trawler

5.0
$250hour
Sandbar Charter Party Aboard Triton Pontoon
Powerboats in Islamorada · 6 guests

Sandbar Charter Party Aboard Triton Pontoon

New
$163hour
22'  Trophy Center Console Great for the Sand Bar, Snorkeling, and Exploring
Powerboats in Islamorada · 8 guests

22' Trophy Center Console Great for the Sand Bar, Snorkeling, and Exploring

New
$120hour
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
Snoozed - Active 02 Jan 2025
Mako Marine 33' Express Cabin
Powerboats in Islamorada · 6 guests

Mako Marine 33' Express Cabin

5.0
$250hour
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
Super Fun Deck Boat Rental Caps included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Rental Caps included

New
$130hour
Fun Keys Charter in Islamorada
Tours in Islamorada · 6 guests

Fun Keys Charter in Islamorada

New
$175-$200hour
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
$188hour
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
$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. HD

    Helene

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

    Unforgettable tour! Jim & his partner were on time, they were very nice, took good care of us, attentive, very professional, patient and advised us, Jim even gave a strap-on as a gift to my husband I highly recommend Jim & his partner! Thank you!

  2. MA

    Marina

    Islamorada Private Yacht Charter on 43ft Mainship Trawler

    We loved everything about our 4 hour trip today. Very friendly and accommodating couple operating the boat who took us on a great route to see, swim and snorkel. Susan and Steve explained lots of things on the way and were very well versed everything boats and Florida Keys, among many other things. Definitely would want to come back for more wonderful time with these great people on their well taken care boat.

  3. 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 😊

  4. 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.

  5. 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.

  6. 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!