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Islamorada, Florida Boat Rentals & Yacht Charters

Page 1 of 121 listings

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
$100/hour
Limited Availability
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
Limited Availability
22ft Sea Fox 226 Commander
Powerboats in Tavernier · 8 guests

22ft Sea Fox 226 Commander

5.0
$100/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
Limited Availability
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
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
Captain-Included Custom Charter — Fish, Snorkel, sandbar and more!
Powerboats in Tavernier · 6 guests

Captain-Included Custom Charter — Fish, Snorkel, sandbar and more!

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
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
Famous Islamorada Sandbar and Snorkeling
Powerboats in Islamorada · 6 guests

Famous Islamorada Sandbar and Snorkeling

New
$150/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. 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!

  3. 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!

  4. Jonathan

    Jonathan

    2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

    Braxton was an exceptional captain! He treated our family with incredible kindness and went above and beyond to ensure we had a fantastic time. His attentive service made our experience truly memorable. We’ll definitely be back and can’t recommend him highly enough!

  5. MI

    Melissa

    2022 Sea Chaser 22 HFC Rental in Tavernier, Florida

    Braxton was a great captain and took us to 2 different locations for snorkeling. He had ice and water for us as well as he was prepared for unexpected sea sickness that one of us got and provided Dramamine. Great trip from all aspects! We will definitely be back!

  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!