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Florida Keys Boat Rentals [From $75/Hour]

5.0

(320 Reviews)

Page 1 of 3 • 59 listings

Powerboats in Key Largo · 6 guests

Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers

5.0

$199+/hour

Powerboats in Key West · 8 guests

New SeaRay 250 SDX Salty SandBars Key West

5.0

$135+/hour

Powerboats in Marathon · 6 guests

Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous

5.0

$125/hour

Instant Book

Powerboats in Key West · 10 guests

Private Key West Boat Experience — Swim, Sip & Soak Up the Sun!

5.0

$126+/hour

Powerboats in Islamorada · 6 guests

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

5.0

$150/hour

Instant Book

Powerboats in Key West · 6 guests

Lets go boating like a local Sandbar hangout/ Island Hopping/ Paddle-boarding

4.9

$158+/hour

Events in Stock Island · 13 guests

SUV of the Seas - Top Luxury Adventure Boat in Key West, FL

5.0

Superowner

$238+/hour

Events in Marathon · 13 guests

Top Luxury Adventure Boat in Marathon, Florida

5.0

Superowner

$238+/hour

Events in Key Largo · 6 guests

#1 CHARTER IN KEY LARGO!! sandbar trips, island hopping, reef tours.’!

5.0

Superowner

$180/hour

Powerboats in Key West · 6 guests

Boston Whaler 24ft Sandbar Hangout Key West

5.0

$130/hour

Powerboats in Islamorada · 6 guests

Private Islamorada Charters in the Florida Keys

5.0

$135/hour

Events in Marathon · 13 guests

Top Luxury 2021 Brabus Shadow 500 Cabin Adventure Boat in Marathon, Florida!

5.0

Superowner

$225+/hour

Powerboats in Key West · 6 guests

4 Hour Sandbar Charter in Key West with Captain Zak

5.0

$160+/hour

Powerboats in Stock Island · 8 guests

Best Ocean Adventure in Key West – GetMyBoat Superowner and Best of 2025.

5.0

$145+/hour

Sailing in Key West · 6 guests

Luxury Lagoon 440 Sailing Catamaran in Key West

5.0

$250/hour

Powerboats in Islamorada · 8 guests

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

5.0

$125+/hour

Instant Book

Powerboats in Key Largo · 10 guests

2022 Yamaha 252XE in Key largo, FL

5.0

$150/hour

Powerboats in Key Largo · 10 guests

Boston Whaler 27' Center Console for Rent in Key Largo

4.6

$100/hour

Sailing in Key West · 12 guests

Captained Charter On 33ft The Key West's Most Versatile Sailboat! (With Captain Only)

4.6

$199+/hour

Powerboats in Key Largo · 6 guests

When Only the Best Will Do!

5.0

$299/hour

Powerboats in Key West · 6 guests

Key West Lux Sandbar hangout (no hidden Capt. or fuel fee's)

5.0

$169+/hour

Powerboats in Islamorada · 6 guests

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

5.0

$150/hour

Instant Book

Events in Islamorada · 13 guests

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

4.3

Superowner

$225+/hour

Powerboats in Islamorada · 11 guests

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

5.0

Superowner

$150/hour

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Florida Keys Reviews

Tamela

Private Islamorada Charters in the Florida Keys
Dawid "David" was great! Our family chose his charter services to celebrate our dad's 70th birthday, and our expectations were exceeded. We had a blast! He's very accommodating and chill. He is an EMT and paramedic, which added an extra level of peace of mind. His price is also very affordable for the services offered. Book with him; you won't be disappointed!
ST
Shane

Enjoy Endless Fun in the Sun on the Bayliner 2659 Rendezvous
We had an incredible experience with Captain Scott! He took us to two beautiful snorkel spots that were perfect for first-time snorkelers. The boat was fully stocked with clean, high-quality gear, and he patiently helped my particular family find the perfect fit. Captain Scott was kind, informative, and clearly skilled…he made the whole trip feel easy and enjoyable. Highly recommend!
Blair

Boston Whaler 24ft Sandbar Hangout Key West
BOOK IT!! We booked with Anthony for my sister’s bachelorette and had the time of our lives! Anthony was so nice, fun and knew the best places to stop to swim in the clearest water. best day 10/10 would recommend!
MH
MyKenzie

Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers
Captain Lew was the absolute BEST! They were so welcoming and felt like family. We went to see the reefs and the sand bar. It was such a perfect day and I couldn’t recommend him more! 10/10 experience!
RH
Robin

31ft Contender Center Console - Captained Custom Tours in Islamorada, Florida
Highly recommend Rene. He tailored our experience to ensure my son had a fabulous 21st birthday. Highly engaging, he delivers a "show" surprise that made our day. Absolutely the best captain!
Diana

Captain Lew Luxury 32’ WorldCat Multi Activity Charter Up To 6 Passengers
There are no words! The day out with Captain Lew was so much fun. He gave us a tour, took us on an adventure to see the reef and then brought us to a beautiful sandbar. I will definitely be booking again! Oh and the boat is AMAZING