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Islamorada, Florida Boat Rentals & Yacht Charters

Page 1 of 118 listings

Private Luxury Adventure Boat - Islamorada
Events in Islamorada · 13 guests

Private Luxury Adventure Boat - Islamorada

5.0
Superowner
$225+/hour
Instant Book
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
$150/hour
Private Tiki Boat Charters for up to 18 Passengers
Events in Islamorada · 18 guests

Private Tiki Boat Charters for up to 18 Passengers

5.0
$333+/hour
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

4.4
Superowner
$225+/hour
The ULTIMATE Florida Keys Boat – 29' Grady-White Freedom
Powerboats in Islamorada · 8 guests

The ULTIMATE Florida Keys Boat – 29' Grady-White Freedom

5.0
$125+/hour
Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck
Powerboats in Islamorada · 6 guests

Private Islamorada Charters in the Florida Keys aboard 23' Hurricane Fun Deck

5.0
$135/hour
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$85/hour
26' Shearwater - Custom Islamorada Tours, Alligator Lighthouse, Sandbar, Snorkel
Powerboats in Islamorada · 6 guests

26' Shearwater - Custom Islamorada Tours, Alligator Lighthouse, Sandbar, Snorkel

New
$125/hour
''Pescado Loco''Atlantic Sportfish Motor Yacht Rental in Islamorada, Florida
Fishing in Islamorada · 6 guests

''Pescado Loco''Atlantic Sportfish Motor Yacht Rental in Islamorada, Florida

New
$332/hour
Famous Islamorada Sandbar and Snorkeling
Powerboats in Islamorada · 6 guests

Famous Islamorada Sandbar and Snorkeling

New
$150/hour
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+/hour
Scenic boat tour on 25-foot Sea Fox Commander
Powerboats in Islamorada · 6 guests

Scenic boat tour on 25-foot Sea Fox Commander

New
$165+/hour
Sandbar Charter Party Aboard Triton Pontoon
Powerboats in Islamorada · 6 guests

Sandbar Charter Party Aboard Triton Pontoon

New
$163/hour
Full Day Gulfstream Charters in Islamorada onboard 42' Liberty Express
Fishing in Islamorada · 6 guests

Full Day Gulfstream Charters in Islamorada onboard 42' Liberty Express

New
$1,800/day
Swordfish Charters - Private Charter up to 6 people in Islamorada, Florida!
Fishing in Islamorada · 6 guests

Swordfish Charters - Private Charter up to 6 people in Islamorada, Florida!

New
$2,500/day
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+/hour
Full Day Reef + Wreck Charters - Private Charter for up to 6 People
Fishing in Islamorada · 6 guests

Full Day Reef + Wreck Charters - Private Charter for up to 6 People

New
$1,800/day
Discover Your Own Private Paradise
Powerboats in Islamorada · 6 guests

Discover Your Own Private Paradise

5.0
Snoozed - Active 02 Jan 2027

Islamorada Reviews

  1. EB

    Emily

    Private Tiki Boat Charters for up to 18 Passengers

    This boat with our wedding party + SOs was our favorite part of our wedding weekend! Justin was so helpful from my initial inquiry through booking and checking in on small details the week of. Our crew said this was the best part of the weekend, we loved being out at the sandbar and just had the absolute best time. I can't think the crew enough for kicking off our weekend so effortlessly and FUN!

  2. DS

    Deborah

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

    Nous avons passé un moment merveilleux avec René ! En plus d être sympathique, il a vraiment tout mis en œuvre pour faire plaisir à chacun! Mes filles ont adoré la bouée tractée ! René connaît parfaitement la région et a su nous faire profiter au maximum de cet après midi en mer!

  3. MC

    Mark

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

    When your vacation guests say the number one memory of their time in South Florida was the boat trip around Islamorada, you know it was worth every penny. My wife and I had family members visit from the UK, and we wanted to give them an experience of the Keys from the water. They had never been on a private speedboat before, and Rene was the perfect boat captain, guide, and host for them. He was super relaxed, even when we arrived a few minutes behind schedule after being held up by a road traffic accident, and he tailored an itinerary ideal for them so they had the best time possible. And they certainly had that. Rene's boat is awesome, with plenty of space to relax on, gear to use, and coolers to chill the drinks. He set up the boat so my 15-year-old niece could link her music to the boat speakers and provide the soundtrack to our day, and she got to take her best Instagram pics on board (which for a teenage girl is super important, apparently). Sitting alongside Rene, she also got an introduction to boating as he answered her questions about boat driving. We snorkelled in a couple of spots, including at the Alligator Reef lighthouse, which was filled with amazing fish; we played on his floating mat, which wowed our 11-year-old niece; and we all chilled at the Islamorada sandbar. Standing in knee-deep water in the middle of the sea was a mind-blowing experience for everyone. Safety-conscious, fun, and customer-focused, Rene is someone you become fast friends with. We had a superb day and made memories that will last a lifetime. I look forward to going out on the water with him in the future.

  4. 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 😊

  5. Kerri

    Kerri

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

    Family of eight, 18 to 76. Wanted a relaxing day for sightseeing and snorkeling. Water was too rough for snorkeling but our captain took us out to smooth water and anchored so we could get out. Beautiful weather, amazing views. Highly recommend and Daniel is the best captain!

  6. Mark

    Mark

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

    What a great experience and very easy to book online! We did a boat rental for a bachelor party and was perfect to head out on the water, go wherever we wanted. We chose to go to a sandbar, some mangrove areas, then stopped for lunch at hurricane hole. Very easy communication and JP will help with booking your captain. Boat was extremely nice and modern, clean, and plenty of space to spread out. Overall a great memorable experience. Thank you!