Cookies & Agreements

By continuing to use this website, you have read and agree to the Terms of Use and agree to the collection and use of your information by cookies and similar technologies, as set forth in our Privacy Policy.

Florida Keys, US Boat Rentals & Yacht Charters

Page 2 of 4 • 77 listings

2025 Yamaha AR250 Key Largo, FL
Powerboats in Key Largo · 12 guests

2025 Yamaha AR250 Key Largo, FL

5.0
Superowner
Best of 2026
$425+/day
2022 Yamaha 252XE Islamorada, FL
Powerboats in Key Largo · 12 guests

2022 Yamaha 252XE Islamorada, FL

5.0
Superowner
Best of 2026
$575+/day
23' Mako Center console for rent in Key Largo, Florida!
Powerboats in Key Largo · 6 guests

23' Mako Center console for rent in Key Largo, Florida!

4.6
$75/hour
Private Key West Charter: Sandbar, Snorkel, Sunset & Reef
Powerboats in Key West · 8 guests

Private Key West Charter: Sandbar, Snorkel, Sunset & Reef

5.0
$142+/hour
Key West Sandbar Hangout Aboard Sea Ray 250 SDX Yacht
Powerboats in Key West · 6 guests

Key West Sandbar Hangout Aboard Sea Ray 250 SDX Yacht

5.0
$169+/hour
Ride the 24ft Bowrider in Key Largo, Florida
Powerboats in Key Largo · 12 guests

Ride the 24ft Bowrider in Key Largo, Florida

4.9
$120/hour
Top Luxury 2021 Brabus Shadow 500 Cabin Adventure Boat in Marathon, Florida!
Events in Marathon · 13 guests

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

5.0
Superowner
$225+/hour
33ft The Key West's Most Versatile Sailboat! (With Captain Only)
Sailing in Key West · 12 guests

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

4.6
$199+/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
Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad
Powerboats in Marathon · 6 guests

Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

5.0
$150/hour
Premium Islamorada Boat Rental | 29' Grady-White Freedom
Powerboats in Islamorada · 8 guests

Premium Islamorada Boat Rental | 29' Grady-White Freedom

5.0
$125+/hour
24ft Cobia 237 Center Console for rent in Big Pine RV park
Fishing in Big Pine Key · 8 guests

24ft Cobia 237 Center Console for rent in Big Pine RV park

5.0
$100/hour
 Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter
Powerboats in Key West · 10 guests

Belzona 32 Walkaround - Luxury Custom Sports Activity Comfort Charter

5.0
$135+/hour
36’ Contender Marathon – Triple 350s, Sandbar, Snorkel, Key West Run
Events in Marathon · 12 guests

36’ Contender Marathon – Triple 350s, Sandbar, Snorkel, Key West Run

5.0
$220+/hour
37ft Midnight Express Open Luxury Yacht on The Waters of Key West!
Events in Key West · 12 guests

37ft Midnight Express Open Luxury Yacht on The Waters of Key West!

5.0
$175+/hour
Super Fun Deck Boat Captain included
Powerboats in Islamorada · 6 guests

Super Fun Deck Boat Captain included

5.0
$85/hour
Premium 29' Grady-White Freedom Center Console In Key Largo
Powerboats in Key Largo · 8 guests

Premium 29' Grady-White Freedom Center Console In Key Largo

5.0
$775+/day
Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin
Events in Key West · 12 guests

Reel Paradise Key West Sandbar + Snorkel + Private Charter + Light Tackle Fishin

5.0
$200+/hour
Key West 67' Luxury Power Catamaran | 6 Cabins, Jet Ski, Parties & Getaways
Events in Key West · 12 guests

Key West 67' Luxury Power Catamaran | 6 Cabins, Jet Ski, Parties & Getaways

5.0
$750+/hour
52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests
Events in Key West · 10 guests

52′ Yacht with Flybridge Private Luxury Charter in Key West | Up to 10 Guests

5.0
$600/hour
2017 Sea Fox Commander Reef Fishing, Offshore Fishing, Snorkeling and Sand Bar
Fishing in Marathon · 6 guests

2017 Sea Fox Commander Reef Fishing, Offshore Fishing, Snorkeling and Sand Bar

5.0
$125+/hour
Captained 80' Sailing Schooner Charter In Key West, Florida
Sailing in Key West · 32 guests

Captained 80' Sailing Schooner Charter In Key West, Florida

5.0
$475+/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
26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests
Powerboats in Big Pine Key · 6 guests

26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests

5.0
$100+/hour

Florida Keys Reviews

  1. Daren

    Daren

    23' Mako Center console for rent in Key Largo, Florida!

    Jay was great at explaining the local waterways and the boat electronics had accurate charts of the channels and shallow water locations. Jay went over a map with us before departure and showed us points of interest and local dockside restaurants and how to get from the ocean side of the island to the bay side.

  2. JS

    Jason

    Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

    Brad was a wonderful host. We had a great time on the water. My family and I look forward to coming back again in the future.

  3. Carly

    Carly

    26ft Twin Vee PowerCat Experience Big Pine Key for 6 Guests

    Captain Jack is great . He is very accommodating knowledgeable and great with the kids . Trip was made easy and we did everything we wanted .

  4. TW

    Tim

    Snorkel, Sandbar, and Fish on a Cobia 28 Center Console with Captain Brad

    We hired Brad to help my wife and me to go to a coral reef to spread my parent’s ashes. My wife got seasick but Brad did everything possible to get her feeling better. He was very respectful of the reason for the trip and even took off his hat when the “ceremony” started. I did a little snorkeling but came back to the boat to get my wife on shore. Once we docked, I took my wife to the jeep and turned on the air. Brad was so nice that he rinsed off in fresh water all the equipment and brought it to the jeep. Brad was very courteous, respectful, polite, & capable. His boat was immaculate and ran like a dream and it was a 1999 boat! You very rarely find an individual who checked all the boxes and he did!!

  5. AO

    Amanda

    23' Mako Center console for rent in Key Largo, Florida!

    Absolutely the best! Easy paperwork, easy instructions and we had a blast. The boat worked perfectly well in all the areas we went to. We were able to snorkel, resort hop thanks to guest docks and ride around. The full tank lasted all 3 days we had the boat. Everything was in working order. Jay was so informative with options, places to go and where to stop at. Very kind. Worth the money for sure. Best price around! Loved renting for 3 days and going/returning on our schedule.

  6. GT

    Greg

    Private Key West Charter: Sandbar, Snorkel, Sunset & Reef

    David was a great host. No surprise charges and very accommodating in all aspects. Captain Dustin and Christina were very knowledgeable on local spots to avoid the wind and were great to hang out with for the day. We would highly recommend spending a day touring with them.