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Browse Islamorada Boat Rentals.

Page 1 of 124 listings

22ft Sea Fox 226 Commander for Family fun or Fishing!
Powerboats in Tavernier · 8 guests

22ft Sea Fox 226 Commander for Family fun or Fishing!

5.0
$65/hour
2022 Sea Chaser 22 HFC Rental in Tavernier, Florida
Powerboats in Tavernier · 8 guests

2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

5.0
$85/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
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 Luxury Adventure Boat - Islamorada
Events in Islamorada · 13 guests

Private Luxury Adventure Boat - Islamorada

New
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
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

4.3
Superowner
$225+/hour
STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise
Powerboats in Islamorada · 6 guests

STOP Settling for Crowded, Generic Tours – Discover Your Own Private Paradise

5.0
$150/hour
Instant Book
Private Islamorada Charters in the Florida Keys
Powerboats in Islamorada · 6 guests

Private Islamorada Charters in the Florida Keys

5.0
$135/hour
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
$150/hour
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$130/hour
Adventure Awaits on the 28ft Contender 27 Open Center Console
Powerboats in Tavernier · 8 guests

Adventure Awaits on the 28ft Contender 27 Open Center Console

New
$150/hour
Mako Marine 33' Express Cabin
Powerboats in Islamorada · 6 guests

Mako Marine 33' Express Cabin

5.0
$250/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
$120/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
$150+/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
Instant Book
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
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 air-conditioned 42' Liberty Express
Fishing in Islamorada · 6 guests

Full Day Gulfstream Charters in Islamorada onboard air-conditioned 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
36' Invincible Open Fisherman Center Console
Powerboats in Islamorada · 6 guests

36' Invincible Open Fisherman Center Console

New
$125+/hour
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 in Islamorada, Florida!
Fishing in Islamorada · 6 guests

Full Day Reef + Wreck Charters - Private Charter for up to 6 People in Islamorada, Florida!

New
$1,800/day

Islamorada Reviews

  1. SV

    Sandi

    Super Fun Deck Boat Captain included

    Captain Chris is an expert boater, so we felt really safe. He also made the day so wonderful. The floaties, paddle board, and most delicious burgers were such a special touch. He was the best captain at the sandbar - very fun.

  2. Tristan

    Tristan

    22ft Sea Fox 226 Commander for Family fun or Fishing!

    Braxton Why Knott Exclusive Rentals is super awesome and a class act. Everything went great- we snorkelled the reefs he recommended at chicken and hen and saw dolphins on our ride. Smooth and flawless, highly recommended . Check out their website for all the cool spear fishing trips they do!

  3. Nicole

    Nicole

    22ft Sea Fox 226 Commander for Family fun or Fishing!

    Everything about our experience was absolutely stellar from start to finish. The boat was fantastic, Braxton was extremely helpful not only educating on the boat itself but provided great information on routes & places to visit. We had a wonderful day snorkeling the lighthouse and hanging out at Islamorada Sandbar. We will definitely book this again on our next trip to the Keys.

  4. MICHAEL

    MICHAEL

    2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

    We had an amazing experience renting from Braxton! He was incredibly flexible with our dates and group size, making the whole process smooth and stress-free. What really stood out was his thoughtfulness—he provided toys, snorkel gear, and fishing rods for the kids, which made the trip even more special. The boat was clean, well-maintained, and perfect for a fun day on the water. Braxton was friendly, professional, and went above and beyond to ensure we had everything we needed. Highly recommend renting from him for a hassle-free and memorable outing!

  5. Robert

    Robert

    2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

    5-Star Boating Tour with Captain Braxton! We had an amazing time on our boat tour with Captain Braxton! From start to finish, he made the experience seamless and enjoyable. We started with snorkeling in the bay, where he took us to a cool spot with clear waters and marine life. Afterward, we cruised to a beautiful sandbar where we could relax and soak up the sun. Captain Braxton’s knowledge of the area was impressive—he knew exactly where to go for the best experience. He was also incredibly friendly, accommodating, and made sure we were comfortable the entire time. If you’re looking for an stress-free and fun boating adventure, we highly recommend booking with Captain Braxton!

  6. 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!